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ALKALOID-BEARING PLANTS and Their Contained Alkaloids TT'TBUCK \ \ ' '. Technical Bulletin No. 1234 AGRICULTURAL RESEARCH SERVICE U.S. DEPARTMENT OF AGRICULTURE

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Page 1: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS

and

Their Contained Alkaloids

TT'TBUCK \

\ '■'.

Technical Bulletin No. 1234

AGRICULTURAL RESEARCH SERVICE

U.S. DEPARTMENT OF AGRICULTURE

Page 2: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ACKNOWLEDGMENTS

The authors are indebted to J. W. Schermerhorn and M. W. Quimby, Massachusetts College of Pharmacy, for access to the original files of the Lynn Index; to K. F. Rauiïauf, Smith, Kline & French Labora- tories, and to J. H. Hoch, Medical College of South Carolina, for extensive lists of alkaloid plants; to V. S. Sokolov, V. L. Komarova Academy of Science, Leningrad, for a copy of his book; to J. M. Fogg, Jr., and H. T. Li, Morris Arboretum, for botanical help and identification of Chinese drug names ; to Michael Dymicky, formerly of the Eastern Utilization Research and Development Division, for ex- tensive translations; and to colleagues in many countries for answering questions raised during the compilation of these lists.

CONTENTS Page

Codes used in table 1 2 Table 1.—Plants and their contained alkaloids 7 Table 2.—Alkaloids and the plants in which they occur 240

Washington, D.C. Issued August 1961

For sale by the Superintendent of Documents, Qovemment Printing OflSce. Washington 25, D.C. Price $1

Page 3: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS AND THEIR CONTAINED ALKALOIDS

By J. J. WiLLAMAN, chemist, Eastern Utilization Research and Development Division, and BERNICE G. SCHUBERT, taxonomist. Crops Research Division, Agricultural Research Service

This compilation assembles in one place all the scattered information on the occurrence of alkaloids in the plant world. It consists of two lists: (1) The names of the plants and of their contained alkaloids; and (2) the names and empirical formulas of the alkaloids. Several partial lists and a number of books on the chemistry of alkaloids that give the plant sources of many of them have been published, but it is believed that this is the first attempt to bring all scattered infor- mation together in one place.

This compilation can serve as a first source of information on any plant or plant group and on the individual alkaloids; it can stimulate analysis of the various facets of the occurrence of alkaloids in the plant world; and it calls attention to the gaps in our knowledge of alkaloidal phytochemistry.

The data are complete through 1957 in that 1957 is the last year in which the annual subject index of Chemical Abstracts was used. It is fairly complete otherwise through June 1959.

As this is a compendium and not a descriptive or interpretive treatment, some restrictions and stipulations were in order for space limitations. Thus, if an author has called a given compound an alkaloid it is included, without reservation or definition. Usually just one reference is used for an item. All synonyms for the alkaloids are given, but space did not permit displaying their structural formulas.

In checking a list of names, such as the one compiled here, of all known alkaloid-bearing plants, the botanist is hanapered by not knowing exactly what the chemist had to work with. He must assume that the identification was correct and confine his own activity to checking the validity of the name and the correctness of spelling. This has been done insofar as possible. In the process, many purely mechanical errors in copying as well as erroneous citations in the chemical Hterature have been found. It would have been impossible to check the original chemical reference in every case; the original has been referred to in all questionable cases, however. Authorities for the plant names have been cited for the sake of completeness, and to oflFer a reference clue should additional work be conducted on a particular species. The equivalents cited at various points in the list are not necessarily true taxonomic synonyms. In some cases they are corrections of an absolute error in citation. Contrary to usual practice in botanical hterature, family names of cryptogams and phanerogams have been merged into one alphabetical series.

Page 4: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

2 TECHNICAL BULLETIN 123 4, U.S. DEPT. OF AGRICULTURE

Codes Used in Table 1

"Unn." means that the alkaloid was unnamed in the report cited. Code for the references

ABB Archives of Biochemistry and Biophysics. New York.

AC Angewandte Chemie. Germany. ACS American Chemical Society Abstracts, 132d

Meeting. ACSJ American Chemical Society Journal. Wash- A Ti-. ington. AJC Australian Journal of Chemistry. Melbourne. AJP American Journal of Pharmacy. Philadelphia. Ann Pharm Franc Annales Pharmaceutiques Françaises. Paris. Ann der Chem Annalen der Chemie, Justus Liebigs, Germany. APAJ American Pharmaceutical Association Journal,

Scientific Edition. Washington. APCP Australian Phytochemical Congress Proceed-

ings 3, Commonwealth Scientific and Indus- trial Research Organization, Sydney (1951).

ARB Annual Review of Biochemistry. Stanford, Calif.

Archiv Pharm Archiv der Pharmazie und Berichte der Deut- schen Pharmazeutischen Gesellschaft. Ger- many.

Arthur H. R. Arthur, "A Phytochemical Survey of Some Plants of North Borneo/' Journal of Pharmacy and Pharmacology 6: 66 (1954).

Arzneim-Forsch _ Arzneimittel-Forschung. Württemberg, Ger- many.

BA _ Biological Abstracts. Philadelphia. Ber Chemische Berichte. Germany. Bisset N. G. Bisset. In Proceedings of Symposium

on Phytochemistry, Kuala Lumpur, Decem- ber 1957. Publication of UNESCO Science Cooperation Office for Southeastern Asia.

Bisset (2) N. G. Bisset, "Occurrence of Alkaloids in the Apocynaceae," Annales Bogoriensis 3: 105 (1958).

Brazil pesq agron Brazil Servico Nacional de Pesquisas Agronó- micas Bul.

BSP Bulletin des Sciences Pharmacologiques. Paris. CA Chemical Abstracts. Washington. C-B-G R. N. Chopra, R. L, Badhwar, and S. Ghosh,

"Poisonous Plants of India," Government of India Press, Calcutta (1949).

CEN Chemical and Engineering News. Washing- ton.

Chatt Asima Chatterjee. In Proceedings of Sympo- sium on Phytochemistry, Kuala Lumpur, December 1957. Publication of UNESCO Science Cooperation Office for Southeastern Asia.

CI Chemistry and Industry. London. CJC Canadian Journal of Chemistry. Ottawa. CJR Canadian Journal of Research. Ottawa. C-P-W A. Chatterjee, S. C. Pakashi, and G. Werner,

"Progress in the Chemistry of Natural Products. XIII,'' Fortschritte der Chemie organischer Naturstoffe (1956). Vienna.

CR Comptes Rendus Hebdomadaires des Seances, Académie des Sciences, Paris, France.

DA Dissertation Abstracts. Ann Arbor, Mich.

Page 5: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS Ó

Code tor the references

Dalziel J. M. Dalziel, "Useful Plants of West Tropical Africa," London (1955).

D-K Bryce Douglas and A. K. Klang, '^A Phyto- chemical Survey. Part I. Alkaloids," Ma- layan Pharmacy Journal 6: 138 (1957).

Econ Bot Economic Botany. New York. Exp Experientia. Basel, Switzerland. Falck. I - August Falck, "Die OflSzinellen Droge und ihre

Ersatz," Barth, Leipzig, Germany (1928). Preise F. W. Freise, "Vorkommen von Koffein in

brasilianischen Heilpflanzen," Pharmazeu- tische Zentralhalle für Deutschland 76: 704 (1935).

Gaz Chim Ital Gazzetta Chimica Italiana. Rome. Helv Helvetica Chimica Acta, Basel, Switzerland. Henry __ _ _ __ _- T. A. Henry, "The Plant Alkaloids," Blakiston,

Philadelphia (Ed. 4, 1949). Hocking George Hocking, "Dictionary of Terms in

Pharmacognosy," Thomas, Springfield (1955).

ICSJ Indian Chemical Society Journal. Calcutta. I-R__"' N. M. Ismailov and R. YaRzazade, "Identifi-

cation of Alkaloid-Containing Plants of Azerbaidzhán," Akademiia Nauk Azerbaid- zhanskoi SSR Doklady 10: 197-202 (1954).

Jahresber Pharm Jahresbericht der Pharmazie. JOC Journal of Organic Chemistry. Washington. J_0-W - W, Junk, C. Oppenheimer, and W. Weisbach,

"Tabulae Biologicae," v. 18 (2-3). The Hague, Netherlands (1940).

JPA-L Journal de pharmacie d'Alsace et de Lorraine. K-A__" A. K. Kiang and R. D. Amarasingham. In

Proceedings of Symposium on Phytochem- istry, Kuala Lumpur, December 1957. Publication of UNESCO Science Coopera- tion Office of Southeastern Asia.

Karrer P. Karrer, "über calebassen- und Strychnos- rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99.

KAS Kentucky Academy of Science Transactions. Louisville.

Klein G. Klein, "Handbuch der Pñanzenanalyse," V. 4. Julius Springer, Jena (1933).

Kuyaganont S. Kuyaganont, University of Philippines Master's Thesis (1956).

LCSJ [London] Chemical Society Journal. LCSP [London] Chemical Society Proceedings. Mass Pharm __ Massachusetts College of Pharmacy Bulletin

18 (4): 24-25 (1929). M-B G. B. Marini-Bettolo and D. Bovet, Rendi-

conti Instituto Superior di Sanita 19: 954 (1956).

Merck Merck Index. Merck & Co., Rahway, N.J. (Ed. 6, 1952).

M-H R. H. F. Manske and H. L. Holmes, "The Alkaloids," Academic Press, New York (5 v., 1950-55).

Monatsh Monatshefte für Chemie und Verwandte Teile Andere Wissenschaften. Vienna.

Muen W. C. Muenscher, "Poisonous Plants of the United States," Macmillan, New York (1945).

Nature Nature [London]. Naturw Die Naturwissenschaften. Berlin.

Page 6: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

4 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Code for the references

N-0 Armando Novelli and Orfeo O. Orazi, '^Alca- loides Aislados de Plantas de la República Argentina/' Revista Farmacéutica (Buenos Aires) 92: 109-118 (1950).

NZJ New Zealand Journal of Science and Tech- nology.

Orekhov A. P. Orekhov, ''Chemistry of Alkaloids," Akademiia Nauk USSR, Moscow (Ed. 2, 1955).

PAH Pharmaceutica Acta Helvetiae. PC Hoppe-Seylers Zeitschrift für Physiologische

Chemie. Berlin. Pharmazie Pharmazie. Berlin. PJ Pharmaceutical Journal (London). PlantP Plant Physiology. PR Puerto Rico Experiment Station Report. PPA (orS) J Philippine Pharmaceutical Association ( Society)

Journal. PSJJ Pharmaceutical Society of Japan Journal. P-T K. Paech and M. V. Tracey, ''Moderne

Methoden der Pflanzenanalyse," Springer- Verlag, Berlin (v. 4, 1955).

Quart Rev Quarterly Review. New York and London. Res To Research Today. Eli Lily & Co., Indian-

apolis. Rev Brasil Quim Revista Brasileira de Quimica (Cienca à In-

dustria), Rio de Janeiro, Brazil. Ribas D. Ignacio Ribas Marques, "Recientes Pro-

gresos de la Investigación en el Campo de los Alcaloides de las Papilionaceas,'' Universidad de Santiago, Spain (1957).

Richter Organic Chemistry. 4 v. Ed. 3. New York. Roark R. C. Roark, "A Review of Information or

Anabasine," U.S. Department of Agricul- ture, Bureau of Entomology and Plant Quarantine E-537 (1941).

RSWAJ Royal Society of Western Australia Journal. Perth.

Sant Frant. Santavy, ''Substanzen der Herbstzeitlos und ihre Derivative. XLV. Verbreitung der Colchicinalkaloide im Pflanzenreich," Bo- tanische Zeitung 103: 300-311, (1956).

Science Science. Schi ''The Chemistry of Rauwolfia Alkaloids." In

R. E. Woodson, H. W. Youngken, E. Schüttler, J. A. Schneider, "Rauwolfia: Botany, Pharmacognosy, Chemistry, and

_ ^ ., Pharmacology,"Little, Brown, Boston (1957). Schreiber K. Schreiber, "Die Glycoalkaloide der Solana-

ceen," Chemische Technik 6: 648 (1954). gchmit A. Schmit, University of Paris thesis. (1950). SD AC South Dakota Academy of Science Proceedings. Sokolov V. S. Sokolov, [Alkaloid Plants of the USSR],

Akademiia Nauk Moscow, USSR (1952). Tetra__ Tetrahedron, London. Tob Sei Tobacco Science. New York. [Tokyo] Pharm Bui [Tokyo] Pharmacy Bulletin.

Page 7: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS Ö

Code for the

Wall 13 M. E. Wall, M. M. Krider, C. F. Krewson, C. R. Eddy, J. J. Willaman, D. S. Correll, and H. S. Gentry, "Steroidal Sapogenins. XIII. Supplementary Table of Data for Steroidal Sapogenins VII," U.S. Department of Agriculture, Eastern Utilization Research and Development Division, Philadelphia, AIC-363 (1954).

Wall 15 M. E. Wall, C. R. Eddy, J. J. Willaman, D. S. Correll, B. G. Schubert, and H. S. Gentry, "Steroidal Sapogenins. XV. Supplementary Table of Data for Steroidal Sapogenins XII,'' U.S. Department of Agriculture, Eastern Utilization Research and Development Di- vision, Philadelphia, AIC-367 (1954).

Wall 26 - M. E. Wall, C. S. Fenske, J. J. Willaman, D, S. Correll^ B.' G.* Schubert, and H. S. Gentry, "Steroidal Sapogenins. XXVI. Supple- mentary Table of Data for Steroidal Sapogenins XXV,'' U.S. Department of Agriculture, Eastern Utilization Research and Development Division, Philadelphia, ARS-73-4 (1955).

Wall 43 M. E. Wall, C. S. Fenske, H. E. Kenney, J. J. Willaman, D. S. Correll, B. G. Schubert, and H. S. Gentry, "Steroidal Sapogenins. XLIII. Survey of Plants for Steroidal Sap- ogenins and Other Constituents," American Pharmaceutical Association Journal, Scien- tific Edition, 46: 653 (1957).

Wall 55 M. E. Wall, C. S. Fenske, J. W. Garvin, J. J. Willaman, Q. Jones, B. G. Schubert, and H. S. Gentry, "Steroidal Sapogenins. LV. Survey of Plants for Steroidal Sapogenins and Other Constituents," American Pharma- ceutical Association Journal, Scientific Edi- tion, 48: 695 (1959).

WaU 60 M. E. Wall, J. W. Garvin, J. J. Willaman, Q. Jones, B. G. Schubert, and R. A. David- son, "Steroidal Sapogenins. LX. Survey of Plants for Steroidal Sapogenins and Other Constituents," American Pharmaceutical Association Journal, Scientific Edition, 50: [Inpressl (1962).

We C, Wehmer, "Die Pflanzenstoffe," Fischer, Jena (Ed. 2, 2v., 1929, 1931).

We Sup C. Wehmer, "Die Pflanzenstoffe. Ergän- zungsband zur Zv^reiten Auflage," Fischer, Jena (1935).

Webb 232 _ L. F. Webb, "Guide to the Medicinal and Poisonous Plants of Queensland," [Australia] Commonwealth for Scientific and Industrial Research Organization Bulletin 232 (1948).

Webb 241 L. J. Webb, "Australian Phytochemical Sur- vey. Part I," iAustralia] Commonwealth Scientific and Industrial Research Organiza- tion Bulletin 241 (1949).

Page 8: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

6 TECHNICAL BULLETIN 12 34, U.S. DEPT. OF AGRICULTURE

Ck>de for the references

Webb 268 L. J. Webb, "Australian Phytochemical Sur- vey. Part 11/' [Australia] Commonwealth Scientific and Industrial Research Organiza-

w uu TDQ *^^^ Bulletin 268 (1952). Webb PS L J. Webb, -A Preliminary Phytochemical

Survey of Papua-New Guinea," Pacific Sci- ,^„ ., ence9: 430 (1955). White E P. White, "Alkaloids of the Leguminosae,"

New Zealand Journal of Science and Tech- nology, Sec. B, 25 {1943): I, 93-98; II, 98-102; III, 103-105; V, 106-108; VI, 109- íl^^y^í^.^i^^^^l^' (^^^•^)' VI"' 137-138; IX, 139-142; X, 143-146; XI, 146-151; XII 152-157; XIII, 157-162; 27 {1946): X1Y\ 335-339; XV, 339-345; 33 {1951)! XXU] 54-60; 38 {1967): XXV, 712-718; XXVI

w TT 718-725. w-ii A. S. C. Wan and A. K. Kiang. In Proceed-

ings of Symposium on Phytochemistry, Kuala Lumpur, December 1957. Publica- tion of UNESCO Science Cooperation Office for Southeastern Asia.

Code for the plant parts

\ ^^'^^1- ^^—rhizome 6^--bulb s—stem, twig /oi-;frond scZ—sclerotium JÍ—-innorescence ^d seed /r—-fruit ^p—sporophyte ^—leaf ¿—tuber m?/—mycelium w^whole plant above ground ^j. ^ ^ 1 ^^—wood r6—root bark yv^young whole plant

Page 9: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids

Plant—Entry No., family, genus, and species Plant part Alkaloid Reference

ACANTHACEAE

1. Acanthus halsamifera- 2. Adhatoda vasica Nees.

3. Asteracantha longifolia Nees_

4. Asystasia gangetica T. Anders.- 5. Gendarussa vulgar is Nees 6. Graptophyllum pictum GrifiP 7. Hypoestes floribunda R. Br 8. Jacohinia coccinea Hiern

9. Justicia adhatoda L. 10. Justicia gandarussa L. f 11. Justicia hygrophiloides F. Muell 12. Phlogacanthus cardinalis 13. Pseuderanthemum graciliflorum Ridley 14. Pseuderanthemum variahile (R. Br.) Radlk. 15. Pseuderanthemum sp 16. Rhinacanthus communis Nees 17. Thunhergia alata Boj 18. Thyrsacanthus bracteolatus Nees

I, s.

l,s.

I, s.

ACERACEAE

18A. Acer saccharinum L

AGARICACEAE

19. Agaricus campestris L. ex Fr 20. Agaricus muscarius=Amanita muscarius (Fr.) S. F.

Gray. 21. Agaricus nehularis= Clitocyhe nehularis (Fr.) Quel

Ls.

sp. sp-

unn vasicine__. unn unn unn. (2)__. unn unn unn unn unn unn vasicine _ _ unn unn unn unn unn unn unn unn unn

unn

hercynine. muscarine.

nebularine

D-K. M-H III 102. D-K. Orekhov 794. CA 47:4044. We 1144. D-K. We 1143. Webb 241. We 1144. D-K. We 1143. We 1143. Webb 268. We 1144. D-K. Webb 241. Arthur. We 1144. Arthur. D-K.

Wall 60.

Merck. CA 17:3162.

CA 49:6276.

Page 10: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continaed 00

Plant—Entry No., family, genus, and species Plant part Alkaloid Reference

AGARiCACEAE—Continued

22. Agaricus ruher Fr. — Russula rubra Fr.. 23. Amanita mappa Quel 24. Amanita muscaria Fr

25. Amanita pantherina (DC.) Kummer

26. Amanita phalloides (FT.) Kummer

27. Clitocybe dealbata (FT.) Gill. var. sudorifica Pk, 28. Clitocybe subilludens Murr

29. Coprinus comatus Fr

30. Inocybe asterospora Quel 31. Inocybe cookei Bres 32. Inocybe frumentacea (Fr.) Bres 33. Inocybe patouillardii Bres 34. Inocybe rimosa (Fr.) Kummer 35. Inocybe sambucina (FT.) Quel 36. Inocybe umbrina Bres 37. Inocybe sp 38. Panaeolus campanulatus (FT.) Quel 39. Psilocybe aztecorum Heim

40. Psilocybe caerulescens Murr 41. Psilocybe mexicana Heim

sp. sp. sp. sp. sp. sp. sp. sp. sp. sp. sp. sp. my my sp.

sp. sp. sp. sp. sp. sp. sp. sp. sp. sp. my my. my my my

agarythrine buf otenine bufotenine hercynine hyoscyamine (?) muscarine a- and /3-myketosine bufotenine hyoscyamine (?) muscarine «-, ß-j and 7-amanitine. phalloidine muscarine (?) ergonovine ergotamine ergothioneine

tyramine muscarine muscarine muscarine muscarine muscarine muscarine muscarine unn 5-hydroxytryptamine_. psilocine psilocybine psilocybine psilocine psilocybine

Merck. CA 48:7004. AJP 130:264. Merck. BA 30:5989. Henry 658. CA 6:529. AJP 130:264. BA 30:5989. CSJ 62:232. AC 69:44 AC 69:44. CA 5:3296. CA 47:7741. CA 47:7741. Archiv Pharm.

290:517. BA 33:23392. CA 44:9522. CA 44:9522. CA 15:1552. Helv 40:886. CA 44:9522. CA 15:1552. CA 44:9522. CA 44:9522. Science 128:718. CR 247:557. CR 247:557. CR 247:557. Exp 14:107. Exp 14:107.

Page 11: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

42. Psilocybe semperviva^

43. Psilocybe zapotecorum Heim 44. Russula emética (Fr.) S. F. Gray 45. Stropharia cuhensis Earle (Psilocybe cubensis (Earle)

Singer). AIZOACEAE

48. Glinuslotoides Loen. {Mollugo glinus A. Rich.). 49. Mesembryanthemum anatomicum Haw 50. Mesembryanthemum expansum L 51. Mesembryanthemum tortuosum L

52. Psilocaulon absimile N. E. Br.

53. Tetragonia expansa Murr 54. Trianthema decandra L 55. Trianthema monogyna L 56. Trianthema portulacastrum L..

AKANIACEAE

57. Akania hillii Hook, f

my. my. my. sp.. sp.. sp..

l, s.

ly s, r, fr. ly s, r

ALISMAGEAB

57A* Sagittaria sp._

AMARANTHACEAE

58. Achyranthes áspera L 59. Alternanthera denticulata R. Br.. 60. Alternanthera sp 61. Amaranthus viridis L 62. Celosia argéntea L._

Ij b, w.

w l,s... i,r.__ l>s,fl. l

psilocine psilocybine psilocybine muscarine psilocine psilocybine

unn mesembrine.-. mesembrine__. channaine

mesembrenine

mesembrine__.

piperidine piperine unn unn trianthemine_. punarnavine_.

unn

unn

unn unn unn unn unn

CR 247:557. CR 247:557. CR 247:557. AJP 130:264. CR 247:557. CR 247:557.

Webb 268. Henry 776. Henry 776. Archiv Pharm.

290:441. Archiv Pharm.

290:441. Archiv Pharm.

290:441. M-H I 167. Sokolov 116. Webb 268. Webb 268. CA 41:7671. CA 35:6392.

Webb 241.

Wall 60.

Webb 268. Webb 268. Webb 241. Webb 268. Arthur.

^

Ö I

W

> So

o

3

CD

Page 12: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species Plant part Alkaloid Reference

AMARANTHACEAE—Continued

63. Chamissoa sp 64. Deeringia amaranthoides E. D. Merr. (D. celosioides

R. Br.). 65. Gomphrena celosioides Mart 66. Gomphrena cónica Spreng 67. Trichinium alopecuroideum Lindl 68. Trichinium calostachyum F. Muell. 69. Trichinium exaltatum Benth 2 70. Trichinium ohovatum Gaudich

fl I, s, fr-

l,s,fl.

Z, 5, /r_ I, s I I, s. _ _

AMARYLLIDACEAE

71. Agave sisalana Perrine__ 72. Amaryllis belladonna L.

73. Amaryllis formosissima h. (Sprekelia formosissima). 74. Amaryllis hybrid 74A. Amaryllis parkeri Worsley (A. helladonnoTx Bruns-

vigia josephinae).

75. Ammocharis cor an ¿ca" Herb. .

L. hu- bu- bu- bu- bu. bu-

bu- bu. bu- bu. bu. bu- bu- bu- bu- bu- bu- bu-

unn unn

unn unn unn unn unn unn

unn amaryllidine _ _ ambelline belladine bellamarine car aniñe lycorine lycorine undulatine caranine haemultine lycorine parkamine petomine urminine acetylcaranine caranine crinamine lycorine unn

Wall 43. Webb 268.

Webb 268. Webb 268. Webb 268. Webb 268. Webb 268. Webb 268.

PPAJ 44:101. CA 51:7384. CA 51:7384. CA 52:11098. CA 51:7384. ACSJ 77:1253. Henry 406. Klein 757. CI 1958:1293. Naturw 46:228 Naturw 46:228. Naturw 46:228. Naturw 46:228. Naturw 46:228. Naturw 46:228. ACSJ 77:1253. ACSJ 77:1253. ACSJ 77:1253. ACSJ 77:1253. Wall 363.

Page 13: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

76. Ammocharis fálcala Herb. 77. Ammocharis sp 78. Boöphone disticha Herb...

79. Boöphone fischen Baker.

80. Boöphone toxicaría Herb 80A. Brunsvigia cooperi Baker

81. Brunsvigia rosea (Lam.) Hannibal

82. Brunsvigia sp 83. Calostemma purpureum R. Br,

84. Chlidanthus fragrans Herb. _ _

85. Clivia elisahethae (hybrid)___

86. Clivia miniata Regel

87. Clivia nohilis Lindl

hu-- bu.- bu.- bu-.

bu-- bu-. bu-- bu-- bu-- bu.- bu.- bu.- bu-- bu-- bu-- bu-- bu-- bu-- bu-- bu-. bu.- bu-- bu.- w bu.- bu-- bu.- bu.. bu-- bu-- bu-- bu-- l, rh I, rh I, rh bu.- r bu.- bu.-

unn unn buphanine distichine

haemanthine lycorine narcissine unn ambelline buphanamine_ _ buphanidrine__ buphanisine crinidine lycorine haemanthine bruns vigine bruns vinine crinamine lycorine acetylcaranine _. ambelline caranine lycorine unn unn crinidine haemanthamine lycorine powelline chlidanthine lycorine tazettine ambelline homolycorine__ lycorine clivonine lycorine clivianine unn

Wall 13. Wall 13. Henry 406. LCSJ 1957:2537. CI 1958:1293. CA 47:8317. Henry 406_ CA 5:3563. CJC 33:1268. CA 50:4994. CA 50:4994. CA 50:4994. CA 50:4994. CA 50:4994. CA 50:4994. Merck. LCSJ 1958:4701. LCSJ 1958:4701. LCSJ 1958:4701. LCSJ 1958:4701. ACSJ 77:1253. ACSJ 77:1253. ACSJ 77:1253. ACSJ 77:1253. Wall 13. Wall 13. Ber 90:1827. Eer 90:1827. Ber 90:1827. Ber 90:1827. CA 51:2822. CA 51:2822. CA 51:2822. Ber 90:2203. Ber 90:2203. Ber 90:2203. ACSJ 78:2899. Henry 406. JPA-L 1921:129. JPA-L 1921:129.

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Page 14: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

95. 96. 97.

Plant—Entry No., family, genus, and species

AMABYLLiDACBAE—Continued

88. Cooperanthes hortensis (hybrid)

89. Cooperia drummondii Herb.. 90. Cooperia pedunculata Herb..

91. Crinum amahile Donn_ 92. Crinum asiaticum L.__

93. Crinum buphanoides Welw.. 94. Crinum defixum Ker-Gawl. _

Crinum firmifolium Baker _ Crinum giganteum Andr._. Crinum latifolium L

98. Crinum laurentii Durand & De Wild.

99. Crinum longifolium Roxb. 100. Crinum moorei Hook. f._

Plant part

bu. hu- bu.

bu bu I, s, r_ r bu bu

bu. bu. bu. bu. bu. bu. bu. bu. bu. sd. bu. sd. bu. sd. bu. bu. bu. bu. bu. t.. w..

Alkaloid

galanthamine. _ lycorenine lycorine lycorine lycorine ^-lycorine unn crinamii.e crinidine haemanthamine lycorine unn caranine crinamine crinidine galanthamine- _ galanthine haemaixthamine hippeastrine lycorine lycorine lycorine lycorine lycorine lycorine ambelline crinamine galanthine haemanthamine lycorine unn crinamidine

Reference

Ber 90:2203. Ber 90:2203. Ber 90:2203. Henry 406. Henry 406. Henry 406. BA 28:4363. M-H IT 345. Ber 90:2203. Ber 90:2203. M-H II 345. Wall 13. Ber 90:2203. Ber 90:2203. Ber 90:2203. Ber 90:2203. Ber 90:2203. Ber 90:2203. Ber 90:2203. CA 49:5779. CA 50:13375. CA 48:4560. CA 45:821. CA 49:9233. CA 50:7404. Ber 90:2203. Ber 90:2203. Ber 90:2203. Ber 90:2203. Ber 90:2203. Wall 363. Ber 87:1704.

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Page 15: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

101. Crinum cf. moor ei Hook, f _ 102. X Crinum powellii Baker. _

103. Crinum pratense Herb. 104. Crinum scabrum Herb. 105. Crinum yemense Hort.-

106. Crinum spp..

107. Cyrtanthus pallidus Sims.. 108. Elisena longipetala Lindl. _

109. Eucharis amazónica Linden 110. Eucharis grandiflora Planch. & Linden. 111. Eurycles amboinensis Lindl 112. Eurycles cunninghamii Lindl 113. Eurycles sylvestris Salisb 114. Eustephia yuyuensis

115. Galanthus elwesii Hook. f.

bu. bu. bu. bu. bu. bu. bu. bu. fr-

bu. r__ bu. bu. bu.

r r, bu.. h s, fr. r bu bu bu bu bu bu bu

crinine lycorine.- powelline. unn

w crinidine w w bu bu bu bu bu bu bu bu

crmamine crinidine crinine.-- criwelline lycorine powelline lycorine lycorine ambelline galanthamine. lycorine undulatine yemensine crinamine crinine lycorine unn unn unn lycorine haemantha mine _ lycorine tazettine unn lycorine lycorine unn lycorine galanthamine . _ _ galanthine lycorine galanthamine haemantha mine _ lycorine tazettine

Ber 87:1704. Ber 87:1704. Ber 87:1704. CA 51:7384. Wall 13. Ber 88:1590. Ber 88:1590. Ber 88:1590. CA 51:7384. Ber 88:1590. Ber 88:1590. Henry 406. Henrv 406. Ber 90:2203. Ber 90:2203. Ber 90:2203. Ber 90:2203. Ber 90:2203. ACSJ 77:1253. ACSJ 77:1253. ACSJ 77:1253. Webb 241. Webb PS. Wall 13. M-H II 334. Ber 90:1827. Ber 90:1827. Ber 90:1827. Klein 757. M-H II 334. M-H II 334. Webb 241. We 163. Ber 90:1827. Ber 90:1827. Ber 90:1827. Ber 89:1590. Ber 89:1590. Ber 89:1590. Ber 89:1590.

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00

Page 16: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued >4^

H3

q

o >

CO

Ö

o

> O 5d

Plant—Entry No., family, genus, and species

AMARYLLiDACEAE—Continued

116. Galanthus nivalis L.

117. Galanthus woronowii Losinsk.

118. Haemanthus alhiflos Jacq,

119. Haemanthus alho-maculatus Baker.

120. Haemanthus amarylloides Jacq

121. Haemanthus coccineus L

122. Haemanthus hirsutus Baker 123. Haemanthus (hybr. King Albert).

124. Haemanthus montanus Baker 125. Haemanthus multiflorus Martyn_

Plant part

hu^ hu. Z__

I, bu- I, hu^ r hu I Z-_ bu. bu. bu- bu. bu. bu. bu. bu. bu. bu. bu^ bu. bu. bu-

bu. bu- bu. bu-

Alkaloid

lycorine nivaline tazettine galanthamidine. galanthamine__ galanthidine galanthine lycorine unn lycorenine tazettine unn albomaculine coccinine lycorenine tazettine coccinine manthine montanine coccinine lycorine manthidine montanine unn unn haemanthamine haemanthidine_ lycorine punikathine montanine chlidanthine haemanthidine _ haemultine

Reference

CA 49:2680. ACSJ 78:2899. CA 47:7518. CA 50:9688. CI 1954:1453. Henry 774. Henry 774. CA 50:9688. CA 47:6959. Ber 87:1448. Ber 87:1448. Wall 13. ACSJ 78:2899. ACSJ 78:2899. ACSJ 78:2899. ACSJ 78:2899. ACSJ 77:1248. ACSJ 77:1248. ACSJ 77:1248. ACSJ 77:1248. ACSJ 77:1248. ACSJ 77:1248. ACSJ 77:1248. Wall 13. ACSJ 77:1248. Ber 89:1129. Ber 89:1129. Ber 89:1129. Ber 89:1129. ACSJ 77:1248. Naturw 45:262. Naturw 45:262. Naturw 45:262.

Page 17: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

126.

S 127.

Haemanthus natalensis Hook.

Haemanthus nelsonii Baker..

128. Haemanthus puniceus L..

I 129. 130.

^ 131. 132.

Haemanthus sp Hessea {Periphanes) zeyheri Baker. Hippeastrum bifidum Baker Hippeastrum rutilum Herb

133. Hippeastrum vittatum Herb..

134. Hippeastrum sp 135. Hymenocallis adnata Herb 136. Hymenocallis amancaes {Ismene amancaes) (Ruiz_&

Pavon) Nichols.

137. Hymenocallis calathina Nichols.

hu. hu. bu- bu- bu- bu-

bu bu bu bu bu bu bu bu bu bu bu bu Wj bu. w, bu. bu bu

bu- bu- bu- bu. bu. bu. bu.

bu. bu. bu. bu. bu. bu. bu.

hippeastrine lycorine haemanthidine.. natalensine unn unn haemanthidine _. natalensine unn unn_._. lycorine galanthamine haemanthamine. hippeastrine homolycorine lycorine haemanthamine. hippeastrine homolycorine lycorine tazettine vittatine unn unn galanthamine _ _. galanthine haemanthamine hippeastrine lycorine nerinine tazettine unn galanthamine. _ haemanthamine homolycorine.. lycorine nerinine tazettine vittatine

Naturw 45:262 Naturw 45:262. CI 1956:123. ACSJ 77:1248. Wall 13. ACSJ 77:1248. CI 1956:123. ACSJ 77:1248. Wall 13. Wall 13. Ber 90:1827. Naturw 45:390. Naturw 45:390. Naturw 45:390. Naturw 45:390. Naturw 45:390. Ber 89:1129. Ber 89:1129. Ber 89:1129. Ber 87:1704. Ber 87:1704. Ber 89:1129. Wall 13. Klein 757. Naturw 45:315. Naturw 45:315. Naturw 45:315. Naturw 45:315. Naturw 45:315. Naturw 45:315. Naturw 45:315. CA 50:5242. Naturw 45:315. Naturw 45:315. Naturw 45:315. Naturw 45:315. Naturw 45:315. Naturw 45:315. Naturw 45:315.

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Page 18: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species

AMARYLLiDACEAE—Continued

138. Hymenocallis caymanensis Herb.

139. Hymenocallis littoralis Salisb

140. Hymenocallis occidentalis'lKunth.

141. Hymenocallis rotata Herb..

142. Hymenocallis speciosa Salisb.

143. Leitcojum aestivum L._

lá4:.'^Leucojum vernum L.

Plant part

hu Z, 6w_ r hu hu hu hu hu hu hu hu hu hu hu hu hu hu hu hu I ly ¿__. I hu I

hu-

hu-

Alkaloid

lycorine tazettine lycorine tazettine lycorine nivaline tazettine galanthamine haemanthamine _ hippeastrine homolycorine lycorine tazettine unn haemanthamine _ hippeastrine lycorine nerinine tazettine galanthamine isotazettine lycorenine lycorine lycorine unn galanthamine homolycorine lycorenine lycorine

Reference

CA 49:11670. CA 49:11670. M-H II 335. CA 49:11670. CA 49:11670. ACSJ 78:2899. CA 49:11670. Naturw 45:315. Naturw 45:315. Naturw 45:315. Naturw 45:315. Naturw 45:315. Naturw 45:315. Wall 13. Ber 90:1827. Ber 90:1827. Ber 90:1827. Ber 90:1827. Ber 90:1827. Ber 90:2203. CA 52:9169. Ber 90:2203. Ber 90:2203. CA 52:9169. Wall 13. CI 1954:1453. CA 49:2680. CA 49:2680. Ber 87:681.

05

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Page 19: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

145. Lycaris aïbiflora Koidz..

146. Lycoris áurea Herb

147. Lycoris incarnata Sprenger.

148. Lycoris radiata Herb._

149. Lycoris squamigera Maxim..

150. Narcissus cyclamineus DC-

hu. bu. hu. bu. bu- bu- bu. bu. bu. 6w_ 6w_ bu. bu- bu- bu- bu- 6i¿- bu- bu. bu-

bu- bu-

bu-

fl- bu- bu- bu- bu^ bu. bu. bu- bu- bu-

galanthamine homoly corine lycorenine lycorine galanthamine lycorine galanthamine haemanthidine lycorine base IX demethylhomolycorine. galanthamine homoly corine ^-homoly corine lycoramine lycoremine lycorenine lycorine ^•lycorine norpluviine pluviine sekisanine sekisanoline suisenine tazettine base IX unn galan thine haemanthidine homoly corine lycoramine lycorenine lycorine narcissidine pluviine tazettine

Naturw 45:390. Naturw 45:390. Naturw 45:390. Naturw 45:390. Ber 90:369. Ber 90:369. Ber 90:369. Ber 90:369. Ber 90:369. M-H II 335. LCSJ 1959:172. CI 1954:1453. M-H II 335. CA 26:4818. M-H II 335. CA 50:13960. M-H II 335. M-H II 335. CA 26:4818. LCSJ 1959:172. CA 51:13885. M-H II 335. M-H II 335. Orekhov 724. M-H II 335. ACSJ 78:4146. Wall 13. Ber 90:725. Ber 90:725. Ber 90:725. Ber 90:725. Ber 90:725. Ber 90:725. Ber 90:725. Ber 90:725. Ber 90:725.

GQ

Page 20: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species

AMARYLLiDACEAE—Continued

151. Narcissus hybrids

152. Narcissus incomparahilis Mill..

Plant part

153. Narcissus jonquillaJj..

hu. bu- hu- bu- bu- bu- bu- bu- bu- bu- bu. bu. bu. bu. bu. bu. bu. bu. bu. bu. bu. bu. bu. bu. bu. bu. bu. bu.. bu.. bu.. bu.. bu..

Alkaloid

base D caranine daphnarcine fiancine galanthamine galanthine haemanthamine _ hippeastrine homolycorine insuiamine irenine lycorenine_______ lycorine magnarcine narcissamine narcissidine narwedine oduline petomine pluviine robecine tazettine galanthamine galanthine haemanthamine _ ly corenine. _ lycorine narcissidine pluviine galanthamine haenSanthamine _ hippeastrine

Reference

Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Naturw 46:228. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 90:2197. Ber 89:163. Ber 89:163. Ber 89:163. Ber 89:163. Ber 89:163. Ber 89:163. Ber 89:163. Ber 90:725. Ber 90:725. Ber 90:725.

00

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Page 21: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

154. Narcissus orientqlis L,, 155. Narcissus pa'eticus L. _ _

155A. Narcissus pseudo-narcissus L.

156. Narcissus tßzßttah..

bu- bu- bu- bu- bu-

bu-^--— bu-^ bu bu-„ bu-- bu-^^

157. Narcissus cf. tazeitaL.

bu----^^^ bu bu-----^ bü-^ .--^■ bu-^^--- bu^-^^^- bu-- bu bu- bu bu bu bu bu bu^^ bu bu bu bu bu bu bu bu If bu-

homolycorine—- ------ ly corenine _-- — ^ — - lycorine.-^ ^ - oduline--- ----^ -- tazettine, -- — -- lycorine ,--_ galanthamine --- galanthine. --- haemanthamine— liomoly corine ly córenme^ lycorine ^^ - nàrçipoetine- _ ---- narcissidine --- poeticine galanthamine- - - galanthine- ^-- haemanthamine. homolycorine—-- ly corenine - — lycorine-—-— methylpseudolycorine- narcissamine pluviine - — - — fiancine galanthamine- _ galanthine haemanthamine hippeastrine- _ _ homolycorine lycorine narcissidine nartazine- narzettine pluviine suisenine tazattine

Ber 90:725, Ber 90:725. Ber 90:725. Ber 90:725. Ber 90:725. Orekhov 420. Ber 89:2462. Ber 89:2462. Ber 89:2462. Ber 89:2462. CA 49:2680. CA 49:2679. M-H II 335. CA 49:2679. Ber 89:2462. Ber 89:163. Ber 89:163. Ber 89:163. ACSJ 78:4145. Ber 89:163. Ber 89:163. ACSJ 78:4145. ACSJ 78:4145. Ber 89:163. Ber 89:2462. Ber 89:2462. Ber 89:2462. Ber 89:2462. Ber 89:2462. Ber 89:2462. M-H II 335. Ber 89:2462. Ber 89:2462. Ber 89:2462. Ber 89:2462. M-H II 335. M-H II 335. Wall 13.

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Page 22: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species

AMABYLLiDACEAE—Continued

158. Narcissus triandrus L

ë

159. Nerine (?) angustifoUa Baker. 160. Nerine bowdenii W. Watson..

161. Nerine corusca Herb.,

162. Nerine falcata Barker .

163. Nerine flexuosa Herb, var, alba.

164. Nerine krigei Barker..... ...«....„

165. Nerine laticoma (Ker) Dur. & Schinz

Plant part

bu- bu. bu. bu^ bu. bu^ bu. bu- bu- &w_ bu^ bu. bu^ bu^ bu. bu- bu. bu. bu. bu. bu. bu. bu. bu. bu. bu., bu. bu.. bu.. bu.. bu.. bu..

Alkaloid

galanthamine haemanthamine _ honaolycorine lycorenine lycorine tazettine unn ambelline crinamidine crinidine lycorine undulatine coruscine crinamidine lycorine neruscine tazettine vittatine caranine falcatine lycorine ambelline crinamidine flexinine lycorine undulatine krigeine lycorine neronine caranine falcatine lycorine

Reference

Ber 90:725. Ber 90:725. Ber 90:725. Ber 90:725. Ber 90:725. Ber 90:725. Wall 13. CA 51:7384. CA 51:7384. CA 51:7384. CA 51:7384. CA 51:7384. Ber 90:369. Ber 90:369. Ber 90:369. Ber 90:369. Ber 90:369. Ber 90:369. ACSJ 77:4807. ACSJ 77:4807. ACSJ 77:4807. Ber 90:369. Ber 90:369. Ber 90:369. Ber 90:369. Ber 90:369. ACSJ 78:2899. ACSJ 78:2899. ACSJ 78:2899. ACSJ 77:4807. ACSJ 77:4807. ACSJ 77:4807.

Page 23: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

166. Nerine masonorum L. Bolus.

167. Nerine sarniensis Herb.,

168. Nerine undulata Herb...

169. Pamianthe peruviana Stapf. 170. Pancratium illyricum L

171. Pancratium maritimum L..

172. Pancratium sp 173. Sprekelia formosissima Herb.

174. Sternhergia fischeriana Rupr..

175. Sternhergia lutea Ker-Gawl..

hu- bu- hu 6u. hu- bu- 6w_ to— io_- to- ol*- bu. bu- bu- 6w- 6w- bu- bu- bu. bu^ bu. bu. bu. bu. bu. bu. bu. bu. bu. bu. bu. bu. bu. bu. t..

caranme crinidine ---. haemanthamine. lycorine masonine narcissidine tazettine lycorine nerinine tazettine ambelline base N buphanamine. _ _ crinidine crispine lycorine nerispine nerundine undulatine unn galanthamine _ _ lycorine vittatine hippeastrine lycorine pancratine tazettine unn haemanthamine haemanthidine _ lycorine tazettine galanthamine _ _ hippeastrine lycorine sternidine sternine unn luteine lycorine

Naturw 45:85. Naturw 45:85. Naturw 45:85. Naturw 45:85. Naturw 45:85. Naturw 45:85. Naturw 45:85. Ber 87:1704. Ber 87:1704. Ber 87:1704. CA 51:2822. CA 51:2822. Naturw 46:228. Naturw 46:228. CA 51:2822. CA 51:2822. C A 51:2822. Naturw 46:228. CA 51:2822. Wall 13. Ber 90:369. Ber 90:369. Ber 90:369. CA 51:7384. CA 49:1159. CA 50:2627. CA 51:7384. Wall 13. Ber 88:1590. Ber 88:1590. Ber 88:1590. Ber 88:1590. Naturw 45:390. Naturw 45:390. CA 49:3216. Orekhov 725. CA 49:3216. CA 49:3216. CA 49:3216. CA 49:3216.

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Page 24: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species

AMARYLLiDACEAE—Continued

176. Ungernia ferganica Vved

177. Ungernia sewerzowii Fedtsch

178. Ungernia tadshikorum Vved

179. Ungernia trisphaera Bunge 180. Ungernia victoris Vved

181. Urceolina miniata Benth. & Hook. f.__

182. Vallota purpurea Herb._

Plant part

183. Vallota speciosa (L.f.) Dur. & Schinz 183A. Zephyranthes andersoniana Bêhth. & Hook, f

184. Zephyr anthes candida (Lindl.) Herb

185. Zephyranthes carinata Herb

hu- hu- hu. bu. bu. bu. bu. bu- bu. tí7__

bu- bu. bu. bu. bu. bu. bu. yw. yw. yw. yw. yw. yw. bu.. bu.. 6w_. bu.. bu.. bu.. bu.. bu.. bu..

Alkaloid

ly corine tazettine ly corine tazettine ungeridine ungerine lycorine ungeridine unn unn galanthamine lycorine haemanthamine _ lycorine tazettine ; urceoline urminine galanthamine haemanthamine _ haemanthidine _ _ lycorine vallotidine vallotine ... unn__i galanthamine haemanthamine _ haemanthamine _ lycorine nerinine tazettine galanthine haemanthamine _

Reference

CA 52:9173. CA 52:9173. Henry 406. Henry 406. CA 49:1281. CA 49:1281. M-H II 335. CA 52:9173. M-H II 335. CA 35:4154. CA 52:9173. CA 52:9173. Ber 90:1827. Ber 90:1827. Ber 90:1827. Ber 90:1827. Ber 90:1827. CA 51:2822. CA 51:2822. CA 51:2822. CA 51:2822. CA 51:2822. CA 51:2822. Wall 13. Naturw 45:390. Naturw 45:390. Ber 88:1590. Ber 88:1590. Ber 88:1590. Ber 88:1590. Ber 90:2203. Ber 90:2203.

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CO

Page 25: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

186. Zephyranthes citrina Baker_

187. Zephyranthes rosea Lindl.__

188. Zephyranthes texana Herb-

ANACARDIACEAE

189. Euroschinus falcatus (?) Hook, f 190. Loxopterigium lorentzii Griseb. (see 192, 194) 191. Quebracho colorado {Schinopsis halansae and S.

lor entzii). 192. Quehr achia lor entzii Griseb, (see 190, 194) 193. Rhus coriaria L 194. Schinopsis lorentzii (Griseb.) Engl. (see 190, 192)- 195. Sclerocarya caffra Sond

ANNONACEAE

196. Alphonsea ventricosa Hook, f. & Thorns. 197. Anaxagorea javanica Blume 198. Ancana stenopetala F. Muell 199. Annona cherimolia Mill

200. Annona glabra L.

201. Annona muricata L..

202. Annona purpurea Mociño & Sessé_ 203. Annona reticulata L

204. Annona squamosa L..

bu- bu- bu^ bu. bu- bu- bu. r__ bu-

b. fr-

s, r I sd I, s I I, s, fr.

Z__. 6___. Z, s__ Z, sd-

lycorine tazettine galant hine haemanthamine lycorenine ly corine galanthamine _ _ ly corine ly corine

unn loxopterygine _ _ loxopterygine _ _

loxopterygine _ _ unn loxopterygine _ _ unn

alphonsine unn unn caffeine unn unn unn anonaine anoniine muricine muricinine unn unn anonaine unn anonaine

Ber 90 Ber 90 Ber 90 Ber 90 Ber 90 Ber 90 Ber 90 Henry BA 1*6

:2203. :2203. :2203. -.2203. -.2203. :2203. :2203. 406. 5399.

Webb 241. Klein 731. Orekhov 773.

Henry 782. CA 50:490. Orekhov 773. We 705.

Sokolov 119. D-K. Webb 268. BA 24:7303. Wall 55. Webb 268. Wall 55. Sokolov 119. Sokolov 119. Henry 317. Henry 317. D-K. Wall 15. M-H IV 142. Wall 55. M-H IV 142.

f O

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to CO

Page 26: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species Plant part Alkaloid Reference

bO

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CO

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ANNONACEAE—Continued

205. Annona triloha L

206. 207.

Annona sp Artahotrys suaveolens Blume_ s,&-

208. Asimina triloha (L.) Dunal_

DC. 209. Cananga sp 210. Coelocline polycarpa A. 210A. Enantia chlorarâha-- 211. Goniothalamus curtisii King 212. Guatteria pallida Blume 213. Haplostichanthus johnsonii F .Muell 214. Melodorum sp 215. Mitrephora sp 215A. Monoon costigatum = Polyalthia costigerum (Miq.)

Boerl. (M. costigerum Miq.). 216. Orophea sp

6__. sd..

217, Oxymiira sp 218. Phaeanthus ehracteolatus (Presl) Merr.,

Ij s,

219. Polyalthia affinis Teijsm. & Binn._ 221. Polyalthia nitidissima Benth 222. Polyalthia purpurea Ridley 223. Polyalthia sp 224. Popowia australis Benth 225. Popowia pisocarpa Endl

anolobine artabotrinine_. asiminine unn artabotrine artabotrinine- suaveoline anolobine asiminine unn unn berberine palmatine . unn unn unn unn unn unn

unn unn unn phaeantharine phaean thine-- unn unn unn unn unn unn

CJR 16 B:76. Orekhov 362. Henry 317. Webb 268. Merck. M-H IV 86. Henry 317. M-H IV 139. Merck. Wall 55. Webb PS. Henry 329. Naturw 46:263. D-K. Klein 708. Webb 268. Klein 708. Webb 268. Klein 708.

Klein 708. Bisset 125. Klein 708. BA 26:13175. CA 26:729. Klein 708. Webb 268. D-K. Webb PS. Webb 268. Klein 707.

Page 27: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

226. Rauwenhoffia (Melodorum) leichhardtii (F. Muell.) Diels.

227. Saccopetalum sp 228. Uvaria hirsuta Jack 229. Uvaria membranácea Benth 230. Xylopia discreta (L.) Sprague & Hutchinson

231. Xylopia ferruginea Bail] 232. Xylopia macrocarpa A. Cheval. _ 233. Xylopia poly carpa Oliver

APOCYNACEAE

233A. Aganosma dichotoma (Roth) K. Schum. (A. cary- ophyllata (Wall.) G. Don).

234. Allamanda neriifolia Hook 235. Ahtonia actinophylla (Cunn.) K. Schum

236. Ahtonia angustiloha Miq 236A. Ahtonia hrassii Monachino_ 237. Ahtonia congensis Engl

238. Ahtonia constricta F. Muell..

239. Ahtonia gilletii De Wild 240. Ahtonia macrophylla Wall.,

I, s unn

If S-

6__. 6__. 6-_.

&_.. If s_

6._.

I, 6-

Z, s_

I, b.

6_. b.. rb. 6_. rb. 6_. b.. rb. rb. rb. rb. I., b.. b.. 6-.

unn unn unn discretamine. discretine discretinine__ xylopine xylopinine unn berberine berberine

unn echitamine unn echitamine unn echitamidine. echitamine alstonidine alstoniline alstonine porphyrine porphyrosine_ rauwolscine. _ reserpme tetrahy droalstonine _ yohimbine unn echitamine macralstonidine macralstonine macrophylline villalstonine

Webb 268.

Klein 708. D-K. Webb 268. Helv 42:335 Helv 42:335. Helv 42:335. Helv 42:335. Helv 42:335. D-K. Henry 317. M-H IV 86.

Bisset (2) 111.

D-K. RSWAJ41:1 (1958). Webb 241. Henry 716. Bisset (2) 151. Henry 716. CA 49:14266. APAJ 46:508. Henry 716. APAJ 46:508. Henry 716. Henry 716. APAJ 46:508. CA 49:10334. APAJ 46:508. APAJ 46:508. Webb 241. Henry 716. Henry 716. Henry 716. CA 31:6243. Henry 716.

Î O »H ö I

fei >

o hi

CO

to

Page 28: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued fcO Ci

p

CO

d CO

o

o

3 S3

Plant—Entry No., family, genus, and species Plant part Alkaloid Reference

APOCYNACEAE—-Continued

241. Alstonia muelleriana Domin 242. Alstonia scholaris (L.) R. Br

243. Alstonia sericea Blume 244. Alstonia somersetensis F. M. Bailey _

245. Alstonia spatulata Blume _

246. Alstonia spectabilis R. Br..

247. Alstonia verticillosa F. Muell.

248. Alstonia villosa Blume.

249. Alstonia spp 250. Alyxia ilicifolia F. Muell 251. A lyxia ruscifolia R. Br 252. Alyxia stellata Roem. & Schult.. 253. Alyxia sp 254. Amsonia ciliata Walt

6, Z_

L l,fr.

Z._.- Z..__

255. Amsonia elliptica (Thunb.) Roem. & Schult. _

unn.___ alstonine ditamine echitamidine echitamine echitenine porphyrine unn macralstonidine macralstonine- _ villalstonine echitamine unn alstonamine ditamine echitamine echitenine echitamine macralstonidine macralstonine. _ villalstonine macralstonidine macralstonine.- villalstonine unn unn unn unn unn unn unn unn amsonine

Webb 268. Sokolov 129. Henry 716. Henry 716. Henry 716. Henry 716. Sokolov 129. We 985. Henry 716. Orekhov 786. Henry 716. Henry 716. D-K. Henry 716. Henry 716. Henry 716. Henry 716. Henry 716. Orekov 786. Orekov 786. Orekov 786. Orekov 786. Orekhov 786. Henry 716. Webb 241. Webb PS. Webb 268. Webb 241. We 988. Webb 241. Wall 55. Wall 13. CA 50:16033.

Page 29: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

256. Amsonia iabernaemontana Walt..

257. Aspidosperma album (Vahl) Benoist_ 258. Aspidosperma australe Muell. Arg 259. Aspidosperma chakense Speg

260. Aspidosperma excelsum Benth 260A. Aspidosperma longepetiolatum Kuhlm.-«

261. Aspidosperma megalocarpon Muell. Arg... 262. Aspidosperma ohlongum A. DC 262A. Aspidosperma olivaceum Muell. Arg

263. Aspidosperma peroba Saldanha da Gama.

264. Aspidosperma poly neuron Muell. Arg._

265. Aspidosperma pyricollum Muell. Arg._ 266. Aspidosperma quebracho Griseb.

267. Aspidosperma quebracho-blanca Schlecht.

I, b. l,b. 6--. 6-_- 6... &---

&__. r6.. rb.. rb.. rb,. It s. 6... &.._ 6_.- 6_.. b... 6... &_._

6-_. 6_..

j8-y ohimbine unn tabersonine unn unn aspidospermine _ _ _ quebrachamine,.. spegazzinine unn gratambuine unn. (3) unn unn olivacine uleine aspidosamine aspidospermanine aspidospermicine _ aspidospermine. _ _ alkaloids A, B aspidospermanine aspidospermicine _ aspidospermine.. _ palosine quebrachamine y ohimbine (?) aspidospermine.. _ aspidosamine aspidosper mat ine. aspidospermine. _ _ hypoquebrachine. quebrachamine... yohimbine aspidosamine aspidospermatine. aspidospermicine _ aspidospermine.. _ hypoquebrachine. quebrachamine.. _ yohimbine

Bisset (2) 171. CA 50:14886. CR 248:3005. Bisset (2) 170. CA 48:13958. BA 22:22299. JOC 21:979. JOC 21:979. CA 49:1280. Exp 15:179. Exp 15:179. CA 48:13958. CA 47:7109. CA 53:6526. CA 53:6526. N-0 115. N-0 115. N-0 115. Klein 792. CA 52:14081. N-0 115. M-H II 422. Helv 42:874. Helv 42:874. Helv 42:874. Helv 42:874. Klein 792. Henry 511. Merck, Henry 511. Henry 511. Henry 511, Henry 511. T^erck Quart Rev 10:139. Quart Rev 10:139. M-H II 422. Quart Rev 10:139. M-H II 422. M-H II 422.

>

O

Page 30: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued to 00

à

i

CO

CO

Ö

O

>

d to

Plant—Entry No., family, genus, and species Plant part Alkaloid Reference

APOCYNACEAE—Continued

268. Aspidosperma quirandy Hassler

269. Aspidosperma sessiliflorum Muell. Arg.. 270. Aspidosperma ulei Markgraf

271. Aspidosperma spp..

6_.. 6... 5... 6__. ly b. rh-^ r&_.

6_-.

272. Beaumontia grandiflora Wall 273. Beaumontia multiflora Teijsm. & Binn 274. Calpicarpum roxhurghii G. Don=Kopsia fruiticosa

(Ker) A. DC. 274A. Carissa carandus L 274B. Carissa edulis Vahl 275. Carissa ovata'R. Br 275A. Carpodinus dulcis Sab 275B. Carpodinus gracilis Stapf 276. Catharanthus lanceus (Boj. ex A. DC.) Pichón 277. Catharanthus longifolius (Pichón) Pichón 278. Catharanthus roseus (L.) G. Don 279. Catharanthus trichophyllus (Baker) Pichón 280. Cerbera ahouai L 281. Chilocarpus australis F. Muell 281 A. Chilocarpus suaveolens Bl 282. Chonemorpha macrophylla (Roxb.) G. Don 283. Chonemorpha penangensis Ridley 283A. Conopharyngia pachysiphon

s ly s_

b I, s I, s, 5. rb b I, s, r. I, r._.. I, s, r. w

ly s. r

284. Cyrtosiphonia madurensis Teijsm. & Binn._ 285. Cyrtosiphonia spectabilis Miq

aspidosamine aspidospermine haslerine quirandine aspidospermine U-alkaloids B, C, D uleine paytamine pay tine unn unn unn unn

unn unn unn unn unn unn unn unn unn carpaine unn unn chonemorphine unn 20a-amino-3iS-hydroxy-5-preg

nene. unn unn

M-H II 422. M-H II 422. M-H II 422. M-H II 422. Klein 792. Helv 41:288. Helv 40:1189. M-H II 422. M-H II 422. BA 23:1939. D-K. D-K. M-H V 315.

Bisset (2) 124. Bisset (2) 124. Webb 241, 268. Bisset (2) 125. Bisset (2) 125. CR 245:1265. CR 245:1265. CR 245:1265. CR 245:1265. Sokolov 133. Webb 241. Bisset (2) 129. CA 49:15926. D-K, ACSJ 81:3154.

We 985. Klein 741.

Page 31: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

286. Dyera laxiflora B.o6k, f 287. Elytropu8 chilensis Muell. Arg 288. Ervatamia angustisepala (R. Br.) Domin (Tahernae-

montana orientalis var. angustisepala Benth.). 289. Ervatamia orientalis (R. Br.) Tmrill (Tahernaemon-

tana orientalis R. Br.). 290. Ervatamia {Tahernaemontana) pubescens Markgraf-_

291. Ervatamia spp 292. Forsteronia hrasiliensis A. DC. 293. Forsteronia pubescens A. DC._ 294. Funtumia elástica Stapf 295. Funtumia latifolia Stapf

296. Funtumia spp .— 297. Geissospermum laeve Miers.

298. Geissospermum sericeum (Sag.) Benth. & Hook._ 299. Geissospermum vellosii Allem

300. Gonioma hamassii E. Mey..

301. Haplophyton cimicidum A. DC.

302. Holarrhena africana A. DC

I, s, r-. ¿, s, fr.

hfr—

L If sd, 6_

I /

I, s, r.. Z, s, r_. I, s, r_. b b l,fr,b.

w b, rb- b b b^rb. b 6_._. r6_-.

unn. uiin_ unn.

unn_

unn_ unn_ unn forsteronine_. forsteronine_. unn funtumidine. funtumine__. unn flavopereirine__ geissospermine. pereirine geissospermine-. alkaloids D2, Ei. flavopereirine-- geissoschizoline _ geissospermine- pereirine pereitrine vellosine kamassine quebrachamine - unn cimicidine haplophytine--. conessimine conessine holafrine holarrhenine holarrhetine holarrhimine kurchicine

D-K. CA 47:3519. Webb 241, 268.

Webb 241.

Webb 268. Bisset (2) 125. Webb PS. We 997. Klein 795. Wall 15. CR 246:3076. î CR 246:3076. Wall 26. CR 244:2066.

HH Bisset (2) 162. Bisset (2) 162. ö CA 49:4234.

>- ACSJ 80:1601. ACSJ 80:1604. ACSJ 80:1601. Ö Henry 735. 0 Henry 736. *^ Sokolov 129. Henry 736. 1 CA 45:9222. Helv 35:114. CQ

Henr 781. CA 47:6594. CA 47:6594. Bisset (2) 168. Henry 742. Helv 41:11. Bisset (2) 168. Helv 41:11. Bisset (2) 168. Bisset (2) 168.

lO CO

Page 32: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species Plant part Alkaloid Reference

APOCYNACEAE—Continued

303. Holarrhena antidysenterica (Roxb.) Wall _ b conamine Ber 89:1288 b conarrhimine __ Ber 91:1504. b conessidine M-H V 313 b conessimine M-H V 313 b conessine _ M-H V 313 b conimine M-H V 313. b b

conkurchine _ __ __ _ _ M-H V 313. conkurchinine M-H V 313.

b holarrhenine M-H V 313. b holarrhine Henry 747.

Ber 87:1719. b holarrhessimine b b

holarrhidine _ CA 52:8165. holarrhimine M-H V 313

b isoconessimine M-H V 313. 6_._ kurchamine Ber 91:1504. b kurchine M-H V 313. b lettocine Henry 748.

Ber 91:1504 b monomethyl-holarrhimines I, II_ norconessine b Henry 744.

Ber 91*1504 b tetramethylnholarrhimine trimethyl-conkurchine b Ber 89*1288.

b unn. (2)___ _ M-H V 313. 304. Holarrhena congolensis Stapf _ _ b conessine Henry 742.

Henry 742. Henry 742. Helv 41:12.

6, I holarrhenine 305. Holarrhena febrífuga Klotzsch _ b conessine 306. Holarrhena floribunda Durand & Schinz ____ conessine. _ _ _

holarrhenine __ _ _ Helv 41:12. 307. Holarrhena wulfsbergii Stapf b conessine Henry 742.

We 985. 308. Hunteria corymbosa Roxb __ b unn 309. Hunteria ebúrnea Pichón _ 6 unn _ _ CR 240:1470. 310. Iboga (Tabernanihe) sp r ibogaine CR 246*279

r ibogamine CR 246:279.

00 o

H w

i d IT«

to ¿o

O

d

Page 33: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

311. g 312. §313. § 314.

I 315.

Kickxia africana Benth.. Kickxia arbórea Blume.. Kopsia albiflora Boerl.= Kopsia arbórea Blume__. Kopsia flavida Blume

K. flavida Blume _

316. Kopsia fruticosa (Ker) A. DC 317. Kopsia longiflora Merrill=ííL. arbórea Blume.

318. Kopsia pruniformis Reichb. f. & Zoll. = K. arbórea Blume. 319. Kopsia roxburghii Wehmer = K. fruticosa (Ker) A. DC.. 320. Kopsia singapurensis Ridley

321. Kopsia sp. nov 322. Leuconotis eugenifolius (Wall.) A. DC

323. Lochnera (Vinca) lancea (Boj.) K. Schum.

324. Lochnera (Vinca) pusilla (Murr.) K. Schum.— 325. Macoubea guianensis Aubl 325A. Malouetia spp. 326. Mélodinus acutiflortis F. Muell 327. Mélodinus australis Maiden & Betche 328. Mélodinus bacellianus (F. Muell.) S. T. Blake. 329. Melpdinus guilfoylei F. Muell 330. Mélodinus laevigatus Blume 331. Mélodinus murpe F. M. Bailey 332. Nerium oleander L

r sd sdj b- l sd

/r_. h s.

Z, b b,l l b,l b /, s, sd. sd l Z__.

h s. h s.

L.. r Z, S- ly s. r

wdj 6_-. Z, 6 ly Sy 6__ lyb Z, 6_--. ly by sd- l USyfl..

iboxy gaine tabernanthine unn unn kopsine unn kopsamine kopsine kopsinine. unn unn kopsine kopsamine kopsiflorine kopsilongine kopsinine unn unn kopsaporine kopsingarine kopsingine unn unn unn unn ajmalicine lanceine tetrahydro-alstonine yohimbine« ô-y ohimbine vincarosine macoubeine guachamacine unn unn unn unn unn unn unn

CR 246:279. CR 246:279. We Sup 113. Bisset (2) 117. CA 48:1387. Bisset (2) 210. Bisset (2) 210. Sokolov 129. CA 50:1056. D-K. M-H V 315. CA 44:2997. CA 53:428. CA 50:1056. CA 53:428. CA 50:1056. Bisset (2) 125. We 989. K-A 165. K-A 165. K-A 165. D-K. Webb 268. We 981. D-K. CÁ 51:1544. CA 52:5745. CA 52:5745. CA 51:1544. CA 49:5496. Chopra 652. Henry 372. Bisset (2) 120. Webb 241, 268. Webb 268. Webb 268. Webb 268. Chopra 653. Webb 268. CA 50:5240.

O H-1 Ö W

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3

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CO

Page 34: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued 00 to

Plant—Entry No., family, genus, and species Plant part Alkaloid Reference 1-9

p

d

APOCYNACEAE—Continued

333. Ochrosia ackeringae Miq.

334. 335. 336. 337. 338.

Ochrosia acuminata Trimen Ochrosia calocarpa Miq Ochrosia coccinea Miq.__ Ochrosia cowleyi F. M. Bailey. Ochrosia elliptica Labill

I 6___. 6.__. I

339. Ochrosia kilneri F, Muell 340. Ochrosia moorei F. Muell 341. Ochrosia oppositifolia (Lam.) K. Schum

342. Ochrosia poweri F. M. Bailey 342A. Odontadenia hojfmannseggiana (Steud.) Woods 343. Ophioxylon serpentinum L. {Rauvolfia serpentina) 344. Ophioxylon trifoliatum Gaertn. (Rauvolfia serpen-

tina), 344A. Pachypodium brevicaule Bak 344B. Pachypodium rutenbergianum Vatke 345. Parsonsia huruensis (?) (Teijsm. & Binn.) Boerl 346. Parsonsia (Lyon^ia) eucalyptifolia F. Muell 347. Parsonsia latifolia (Benth.) S. T. Blake 348. Parsonsia lilacina F. Muell 349. Parsonsia minahassae Koord 350. Parsonsia straminea F. Muell. 351. Parsonsia velutina R. Br

I h b h Ij s, sd- I, s, 6__ h rh rb

b, wd.,

I, s Z, s__. Z, &_._ Z, 6.__ I, s, fr.

unn unn unn unn unn unn ellipticine elliptine elliptinine methoxy-ellipticine unn unn unn unn unn unn unn unn unn unn

unn unn unn unn unn unn unn unn unn

We 989. Bisset (2) 207. We 989. We 989. We 989. Webb 268. CR 247:1390. CR 247:1390. ACSJ 81:1903. CR 247:1390. Webb 241. Wall 60. Webb 268. Webb 268, CR 247:1390. Bisset (2) 125. Webb 241. Bisset (2) 121. We 981. We 981.

Bisset (2) 115. Bisset (2) 115. Webb 268. Webb 241. Webb 268. Webb 268. We 981. We 268. Webb 241, 268.

Page 35: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

352. Picrálima klaineana Pierre,

353. Picrálima nitida Th. & H. Dur.,

354. Pleiocarpa mutica Benth 355. Pleiocarpa tubicina Stapf 355A. Pleioceras barteri Baill 356. Pleioceras sp 356A. Plumeria acutifolia Poir 357. Plumeria lancifolia Muell. Arg 358. Plumeria sp 359. Prestonia amazónica (Benth.) Macbr. {Haemadic-

tyon amazonicum). 359A. Pr estonia quinquangular is (Jacq.) Spreng 360. Pseudochrosia glomerata Blume 360A. Rauvoífia affinis Muell. Arg. (?)

361. Rauvoífia amsoniaefolia (Miq.) A. DC

362. Rauvoífia hahiensis A. DC

363. Rauvoífia heddomei Hook, f—,

sd. sd, sd.

sd.

I, s r sdj rh^

s 6__. I, s_ L..

6__.

r r r r r r r r r__ r_.. r_. r_. r__

akuammenine akuammicine ^-akuammicine akuammidine akuammigine ^-akuammigine akuammiline akuammine akuammicine akuammidine akuammigine ^-akuammigine akuammine unn unn unn unn unn unn unn N, N-dimethyltryptamine

unn unn deserpidine reserpiline reserpine reserpinine amsoniaef oline rescinnamine reserpine reserpiline reserpine ajmalicine sarpagine serpentine Ô-yohimbine

Henry 760. Henry 760. Henry 760. Henry 760. Henry 760. Henry 760. Henry 760. Henry 760. CA 51:13881. CA 46:2556. CA 46:2556. CA 46:2556. CA 46:2556. D-K. CR 244:2991. Bisset (2) 118. Schmit. Bisset (2) 178. Hocking 176. D-K. ACSJ 79:5735.

Bisset (2) 110. We 989. APAJ 46:720. APAJ 46:720. AP A J 46:720. APAJ 46:720. PPAJ 44:127. PPAJ 44:104. PPAJ 44:104. APAJ 46:720. APAJ 46:720. Chatt 142. CA 51:671. Chatt 142. CA 51:671.

^

3

CO

00 CO

Page 36: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species

APOCYNACEAE—Continued

363A. Rauvolfia boliviana Mgf, = R, schuelii Speg..

364. Rauvolfia caffra Sond

365. Rauvolfia cambodiana Pierre ex Pitard

366. Rauvolfia canescens L. = Ä. tetraphylla L._

Plant part

rb. rb. rb. rb. r_ b. r_

¿I r_. r_ rh r_. r_. L- r_. r_.

r_. r_. L- L- r_. r_. r_. Z_- r_. L.

r_. r.. r_.

Alkaloid

ajmaline isoreserpiline reserpiline reserpine ajmaline rauwolfine rescinnamine reserpine unn. (2) isoreserpiline reserpine unn ajmalicine ajmaline aricine canescine corynanthine deserpidine desmethoxyreserpine isoraunescine isoreserpiline isoreserpinine raujemidine raunescine raupine rauwolscine recanescine reserpiline reserpine ^-reserpine reserpinine reserpoxidine

Reference

CA 53:3595. CA 53:3595. CA 53:3595. CA 53:3595. Quart Rev 10:129. Henry 761. APAJ 46:720. CI 1956:1387. Henry 761. LCSJ 1958:2432. CI 1957:1013. CR 244:1254. Naturw 42:391. Naturw 42:391. CA 49:10320. ACSJ 77:820. CA 51:669. CA 49:10511. APAJ 45:89. APAJ 44:639. CA 49:10320. CA 49:10320. JOC 21:923. APAJ 44:639. CA 51:18131. CA 35:7967. CA 50:4994. CA 49:10320. APAJ 44:253. LCSJ 1956:187. Naturw 42:391. CR 244:2989.

00

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î w cl

is9 Cb

Ci

tel

O

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^ W H

Page 37: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

367. Rauvolfia cubana A. DC-

368. Rauvolfia cumminsii Stapf- 369. Rauvolfia decurva Hook—

370. Rauvolfia degeneri Sherff.

371. Rauvolfia densiflor a Benth._

372. Rauvolfia fruticosa Burck-.

373. Rauvolfia grandiflora Mart.

374. Rauvolfia hirsuta (heterophylla) Jacq. L.

■- R. tetraphylla

r l,fr- r r r r6.._

r r r rb rb I, s, r_. I, s, r__ r /, bj wd. r I, s, r_._ Z, s, r.__ r r r ¿, s, r_.. r

s, r_

serpentine serpine yohimbine— _ a-y ohimbine /8-yohimbine ^-yohimbine unn unn rescinnamine reserpiline reserpine reserpine isoreserpiline reserpiline reserpine sarpagine ajmaline serpentinine tetraphyllicine tetraphylline ajmaline reserpine ajmaline serpentine ô-yohimbine reserpine unn ajmalicine ajmaline alstonine chalchupines A, B- deserpidine heterophyllin rauwolscine reserpiline reserpine sarpagine serpentine serpine yohimbine ô-yohimbine

CA 49:11956. Naturw 45:365. Naturw 41:479. CA 49:10320. CA 49:10320. CA 49:10321. C-P-W 350. Webb 241. APAJ 46:720. APAJ 46:720. APAJ 46:720. CA 50:5991. APAJ 48:37. APAJ 48:37. APAJ 48:37. APAJ 48:37. C-P-W 405. C-P-W 405. C-P-W 405. C-P-W 405. Naturw 42:183. Naturw 42:183. Chatt 142. Chatt 142. Chatt 142. CI 1956:173. CI 1956:173. ACSJ 77:3551. ACSJ 77:3551. CA 49:11239. CA 32:721. APAJ 46:7201. ACSJ 77:3551. ACSJ 77:3551. APAJ 46:720. Naturw 42:182. CA 50:2745. ACSJ 77:3551. CA 51:17957. ACSJ 77:3551. CA 50:13369.

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Page 38: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species

APOCYNACEAE—Continued

375. Rauvolfia indecora Woodson

376. Rauvolfia inehrians K. Schum._

377. Rauvolfia cf. javanica Koord. & Val 377A. Rauvolfia lamarkii A. DC. = R. viridis Roem. &

Schult.

378. Rauvolfia ligustrina Roem. & Schult..

Plant part

6___. I, s, sa_ r

Alkaloid

ajmaline rescinnamine. reserpiline reserpine reserpinine sarpagine rescinnamine. reserpiline reserpine unn unn deserpidine...

rescinnamine, reserpiline reserpine reserpinine ajmalicine ajmaline aricine deserpidine isoraunescine_. isoreserpiline_. isoreserpine isoreserpinine. ^-reserpine raugustine raunescine renoxydine rescinnamine,. reserpiline reserpine. _«__

Reference

CA 50:13369. APAJ 46:720. APAJ 46:720. CA 50:13369. APAJ 46:720. CA 50:13369. APAJ 46:720. APAJ 46:720. APAJ 46:720. CA 51:6952. Bisset 125. APAJ 46:720.

APAJ 46:720. APAJ 46:720. APAJ 46:720. APAJ 46:720. Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479.

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Page 39: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

379. Rauvolfia littoralis Rusby 380. Rauvolfia macrophylla Stapf-

381. Rauvolfia mannii Stapf 382. Rauvolfia mauiensis Sherif _

383. Rauvolfia micrantha Hook. f..

384. Rauvolfia momhasiana Stapf.

385. Rauvolfia nana E. A. Bruce. 386. Rauvolfia natalensis Sond. _ _

387. Rauvolfia nitida Jacq

388. Rauvolfia obscura K. Schum..

389. Rauvolfia paraensis Ducke.-

rh-

r,b. r

sarpagine serpentine serpentinine yohimbine cr-yohimbine reserpine reserpine unn. (3) reserpine mauiensine tetraphyllicine _ sandwicine serpentinine ajmalicine micranthine reserpiline reserpine sarpagine serpentidine serpentine ô-yohimbine rescinnamine.- reserpiline reserpine reserpine ajmaline rauwolfine reserpine rescinnamine.- reserpiline reserpine alstonine rescinnamine.- reserpine unn reserpiline reserpine

Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479. Exp 13:479. APAJ 46:720. CA 52:4108. CA 52:4108. CA 51:8896. Tetra 1:328. Tetra 1:328. Tetra 1:328. Tetra 1:328. C A 49:9229. Schl 56. CA 51:15068. CA 49:9339. Schl 56. Schl 56. Schl 56. CA 52:5430. APAJ 46:720. APAJ 46:720. CI 1956:1387. CA 51:8896. CSJ 1956:215. We Sup 172. CSJ 1956:215. APAJ 46:720. APAJ 46:720 APAJ 46:720. Quart Rev 10:129. APAJ 46:720. CI 1956:1387. CA 51:6952. APAJ 46:720. APAJ 46:720.

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Page 40: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species

APOCYNACBAE—Continued

390. Rauvolfia pentaphylla Ducke

391. Rauvolfia perakensis King & Gamble.

392. Rauvolfia pernifolia

393. Rauvolfia rosea K. Schum._

394. Rauvolfia salicifolia Griseb..

395. Rauvolfia samarensis Merr 396. Rauvolfia sandwicensis A. DC.

397. Rauvolfia sarapiquensis Woodson. 398. Rauvolfia schuelii Speg

Plant part

r6_ r6_ rh. rb.

rh. rh-

Alkaloid

deserpidine__ rescinnamine. reserpiline reserpine isoreserpiline. perakenine perakine reserpine sarpagine unn. (3) unn

ajmalicine deserpidine reserpiline reserpine deserpidine rescinnamine__. reserpiline reserpine unn ajmalicine reserpiline reserpine sandwicencine. sandwicine serpentinine tetraphyllicine. tetraphylline.-- reserpine ajmaline aricine

Reference

APAJ 46:720. APAJ 46:720. APAJ 46:720. APAJ 46:720. W-K 181. Naturw 42:182. W-K 181. Naturw 42:182. Chatt 142. W-K 181. Rev Brasil Quim

41:124. APAJ 46:720. APAJ 46:720. APAJ 46:720. APAJ 46:720. APAJ 46:720. APAJ 46:720. APAJ 46:720. APAJ 46:720. PPAJ 44:109. APAJ 46:720. APAJ 46:720. APAJ 46:720. Tetra 1:328. Tetra 1:328. Tetra 1:328. Tetra 1:328. Tetra 1:328. CI 1956:1387. CA 53:3595. CA 53:3595.

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Page 41: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

399. Rauvolfia sellowii Muell. Arg..

400. Rauvolfia semperflorens (Muell. Arg.) Schlecht..

401. Rauvolfia serpentina (L.) Benth

rh r6._ rh rh rh rh rh rh rh rh rh rh If s, hf rh. h

isoreserpiline reserpine reserpiline ajmalicine ajmalidine ajmaline ajmalinine aricine tetrahydroalstonine reserpine serpentine tetraphyllicine total alkaloids semperflorine unn ajmalicine ajmaline ajmalinine alkaloids A, F alkaloid C alloyohimbine chandrine 3-epi-a-y ohimbine isoajmaline isorauhimbine isoyohimbine 1 l-methoxy-Ô-yohimbine. methylreserpate neoajmaline papaverine rauhimbine raupine rauwolfinine rauwolscine rescinnamine reserpiline reserpine reserpinine reserpoxidine sarpagine

CA 53:3595. CA 53:3595. CA 53:3595. ACSJ 77:6687. ACSJ 77:6687. CA 49:14270. C A 49:14270. ACSJ 77:6687. ACSJ 77:6687. ACSJ 77:6687. CA 49:14270. ACSJ 77:6687. CA 49:5780. CA 49:3218. CA 49:3218. CA 26:1288. CA 26:1288. CA 26:1288. ACSJ 76:3234. C A 49:4684. Quart Rev 10:129. CA 49:4938. CA 51:9648. Quart Rev 10:129. CA 51:9648. CA 49:9666. CA 49:4684. Quart Rev 10:129. Quart Rev 10:129. CA 49:4684. CA 49:2447. CA 48:6649. CA 48:1380. C-P-W 369. ACSJ 77:2241. CA 49:5778. CA 47:8084. Quart Rev 10:129. CR 244:2989. CA 49:1742.

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Page 42: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species

APOCYNACEAE—Continued

401. Rauvolfia serpentina (L.) Benth.—Continued.

402. Rauvolfia sprucei Muell. Arg.,

403. Rauvolfia sumairana (Miq.) Jack.

404. Rauvolfia ternifolia HBK. = i?. ligustrina Roem. & Schult.

405. Rauvolfia tetraphylla L.__

Plant part

r_. r», r_. r_. r_. r_. r_. r__ r_. sd. r__ r_. r__ r_ _ r_. r__ r__ r__ r__ r__ r.. r_- r__ r__ r__ r_ _ r__

Alkaloid

serpine serpinine serpentine serpentinine _ thebaine yohimbine 7-yohimbine _ Ô-yohimbine _. unn. I,II unn deserpidine _ _ rescinnamine. reserpiline reserpine ajmaline aricine rauwolscine_ _ rescinnamine. reserpiline reserpine serpentine yohimbine ô-yohimbine__ deserpidine. _. rescinnamine. reserpiline reserpine ajmaline deserpidine. _. reserpiline reserpine _

Reference

reserpinine APAJ 46:720.

CA 51:17957. CA 50:532. CA 26:1288. CA 26:1288. CA 49:4684. CA 49:4684. Quart Rev 10:129. CI 1954:375. CA 48:9626. CA 51:18485. APAJ 46:720. APAJ 46:720. APAJ 46:720. APAJ 46:720. Chatt 142. Chatt 142. Chatt 142. APAJ 46:720. APAJ 46:720. Chatt 142. Chatt 142. Chatt 142. Chatt 142. APAJ 46:720. APAJ 46:720. APAJ 46:720. CA 51:670. C-P-W 403. APAJ 46:720. APAJ 46:720. CI 1955:627.

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Page 43: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

406. Rauvolfia verticillata Baill 407. Rauvolfia viridis (Muell. Arg.) Guillaumin. 408. Rauvolfia vomitoria Afzel

410. Rejoua sp 410A. Rhahdadenia pohlii Muell. Arg 410B. Rhazya stricta Decne 411. Rhynchodia macrantha Wehmer 412. Stemmadenia donnell-smithii R. E. Woodson_

413. Stemmadenia galeottiana Miers_

414. Strophanthus gratus Baill— 415. Strophanthus hispidus DC._ 416. Strophanthus kombe Oliver.

6-. r_.

rb.

r_. r6_ rh. r^.

r_ r_ r_. r_. r&_ r_, r_, r_ r_. r_

6_..

6-.

&__ 6__

wd_

sd sd, rh-

serpentinine — tetraphyllicine _ tetraphylline__. ^-yohimbine__. ô-yohimbine reserpine ajmalicine ajmaline ajmalinine alstonine isoajmaline isoreserpiline__. raumitorine rauvomitine rescinnamine_ _. reserpiline reserpine reserpoxidine._. sarpagine seredine vomalidine yohimbine a-yohimbine__. unn unn rhabdadenine _. unn unn isovoacangine_. quebrachamine stemmadenine. tabernanthine_. voacamine voacangine ibogamine unn trigonelline trigonelline trigonelline

CI 1955:627. CI 1955:627. CI 1955:627. C-P-W 403. CA 50:8965. APAJ 46:720. AJP 127:270. AJP 127:270. C-P-W 399. AJP 127:270. AJP 127:270. CA 51:6085. AJP 127:270. C-P-W 399. CA 49:16337. Naturw 43:328. AJP 127:270. CR 244:2989. CA 51:6085. AJP 127:270. Helv 40:1866. Naturw 43:328. Naturw 43:328. Helv 40:1866. Webb PS. Bisset (2) 112. Bisset (2) 170. We 985. Tetra 2:173. Tetra 2:173. Tetra 2:173. Tetra 2:173. Tetra 2:173. Tetra 2:173. Tetra 2:173. Bisset (2) 138. Klein 294. Klein 294. M-H I 176.

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Page 44: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species

APOCYNACEAE—Continued

417. Tabernaemontana coronaria (Jacq.) R. Br..

418. Tabernaemontana corymbosa Eoxb 419. Tabernaemontana crispa íloxb 420. Tabernaemontana dichotoma Roxb 420A. Tabernaemontana holstii K. Schum. _. 421. Tabernaemontana pandacaquii Poir 422. Tabernaemontana salzmannii A. DC. _. 423. Tabernaemontana sphaerocarpa Blume. 424. Tabernaemontana wallichiana Steud 425. Tabernanthe iboga Baill

425A. Tanghinia venenífera Poir 426. Thevetia nereifolia Juss 427. Tonduzia longifolia (A. DC.) Markgraf.

428. Urechites lutea (L.) Britt 429. Vallesia dichotoma Ruiz & Pav..

430. Vallesia glabra (Cav.) Link_

Plant part

b b I, s I, s rb b sd ly s h h,fr_ ¡j b, sd. I, b, sd.

r r r hfr.

Ij S- r r r r b ly «, fr- it s If s s Ij s I, s I, 8

Alkaloid Reference

coronarme tabernaemontanine. unn unn unn unn unn unn tabernaemontanine unn unn ibogaine ibogamine iboluteine tabernanthine unn tanghinine unn ajmaline deserpidine rescinnamine reserpine vincamajine unn aspidospermine di chotamine reserpine. -, vallesine aspidospermine vallesine

Henry 501. Henry 501. D-K. D-K. CA 49:6541. CA 48:7715. Bisset (2) 134. PPAJ 43:144. We 986. We 986. We 986. Henry 768. CA 46:6334. CA 47:8969. Henry 768. Bisset (2) 137. Klein 741. D-K. JOC 21:480. JOC 21:480. JOC 21:480. JOC 21:480. CA 51:672. Wall 43. JOC 24:314. JOC 24:3i4. JOC 24:314. JOC 24:314. M-H II 422. M-H II 422.

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Page 45: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

431. Vinca di ff or mis Pourr..

432. Vinca erecta Regel & Schmalh..

433. Vinca herbácea Waldst. & Kit.. 434. Vinca lihanotica Zuce 435. Vinca major L

436. Vinca minor 1J..

437. Vinca puhescens VTV

438. Vinca (Lochnera) rosea L._

w h s, r- r r r ly s, r_

tí?--. Ij S- l,s.

Us.

Z-_ L- r__ r__ r__ Ií;_-

tíJ__

rh-

r__

isovincamine

sarpagine

vincamedine unn minorine reserpinine vincaine vincanidine vincanine unn unn reserpinine serpinine vincamajine vincamajoreine _ vincamaj orí dine isovincamine minorine perivincine pubescine vincamine vincaminorine- . vinií.e unn pubescine vinine ajmalicine akuammine alstonine catharanthine. _ leurosine lochnericine lochnerine perivine reserpine serpentine

Ann Pharm Franc 15:513.

Ann Pharm Franc 15:513.

CA 50:17338. CR 245:1265. CA 51:11487. CA 52:3044. CA 52:3044. CA 52:3263. CA 51:11487. CA 27:1029. CR 245:1265. CA 49:11672. CA 49:11672. CA 50:8694. CA 49:16343. CA 49:8563. CA 49:15931. Orekhov 792. CA 49:10328. Sokolov 129. Helv 36:2017. CA 53:8543. Sokolov 129. Wall 26. Henry 778. Henry 778. CR 243:1789. CR 243:1789. CA 53:428. APAJ 48:256. APAJ 47:834. APAJ 48:256. CI 1956:173. APAJ 47:834. Nature 181:552. CI 1956: 173.

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Page 46: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species

APOCYNACEAE—Continued

438. Vinca (Lochnera) rosea L.—Continued

439. Voacanga africana Stapf.

Plant part

l,r-

440. Voacanga hracteata Stapf 440A. Voacanga dregei "E. Mey

441. Voacanga foetida (Blume) K. Schum, 442. Voacanga obtusa K. Schum

443. Voacanga thouarsii Roem. & Schult..

w r Ij S-- h h 6, r6_ r, 6..

6-_-. r, 6_. r s hj ro. h h

b Krb- b

l±: r,h.. b, T.. b,r.. b,r..

Alkaloid

tetrahydroalstonine» vincaleucoblastine. _ vincamine vinceine vindoline vindolinine virosine ô-y ohimbine unn voacaf ricine voacafrine voacamidine voacamine voacaminine voacangarine voacangine voacanginine voacorine voacristine voacryptine vobasine vobusine voacorine voacangine vobtusine unn voacamine voacangine vobtusine voacamine voacangine vobtusine

Reference

CA 53:428. APAJ 48:256. CA 50:4985. CA 48:4559. APAJ 48:256. APAJ 48:256. APAJ 47:834. CA 53:428. Webb 241. JOC 23:1455. JOC 23:1455. Exp 13:468. CR 240:1719. Helv 41:169. Helv 41:169. CA 50:8965. CA 50:17338. CR 244:1955. Exp 13:468. Exp 15:185. Exp 15:185. CR 240:1719. CR 244:1955. JCS 1958:476. JCS 1958:4776. We 985. CA 49:12774. CA 49:12775. CA 49:12774. CR 240:1719. CA 50:8965. CR 240:1719.

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Page 47: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

444. Voacanga sp 445A. Willughheia firma Blume 446. Wrightia antidysenterica (L.) R. Br— 446A. Wrightia calycina A. DC 447. Wrightia mitigar F. M. Bailey 448. Wrightia salignaY. Muell 448A. Wrightia tomentosa Roem. & Schult.. 449. Wrightia zeylanica (L.) R. Br

AQUIFOLIACEAE

450. Ilex cassine (/. vomitoria) L

451. Ilex cuiahensis Reiss 452. Ilex paraguayensis Hook.-

453. Ilex vomitoria Ait.-

454. Alocasia macrorhiza Schott 455. Amorphophallus campanulatus Blume. 456. Amorphophallus rivieri Dur 457. Amorphophallus viridis Ridley 458. Arisarum vulgäre Targ. Toz 459. Arum italicum Mill

460. Arum maculatum L 461. Caladium bulbosum Pharm. ex Wehmer_ 462. Dieffenbachia picta Schott 463. Eminium lehmannii (Regel) Kuntze 464. Epipremnum pinnatum Engl 465. Gymnostachys anceps R. Br 466. Pinellia ternata Druce 467. Pinellia tuberifera Tenore 468. Symplocarpus foetidus Nutt 469. Zantedeschia aethiopica Spreng

b sdf b-

l I

I, s, r-

I, rh.

Z, s, r-

unn unn conessine. unn unn unn unn conessine-

caffeine unn caffeine caffeine theobromine- theophylline. caffeine

hs.fl.

unn unn coniine unn coniine coniine unn coniine coniine unn unn tongine unn unn unn — 5-hydroxytryptamine_ etiopine

Webb PS. Bisset (2) 125. Klein 676. Bisset (2) 118. Webb 241. Webb 268. Bisset (2) 118. Sokolov 129.

We 718. Wall 55. We 719. CA 47:7695. ^ CA 49:4237. CA 49:4237. Klein 731. ï Wall 55.

>

Webb 241. i D-K.

3 M-H I 211. D-K. ^ M-H I 211. M-H I 211. Ui

We 135. M-H I 211. M-H I 211. Webb 241. BA 20:18514. Jahresber 41:91. Webb 268. Klein 761. Klein 761. CR 247:1382. CA 43:1156. >^

ÜI

Page 48: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species Plant part Alkaloid Reference

ARALIACEAE

470. Acanthopanax sessiliflorum Seem unn CA 49:5603. CA 49:5603. CA 49:5603. Webb 268. CA 49:5603. CA 49:5603. Webb 268

471. Aralia continentalis Kitagawa unn 472. Aralia mandshurica Rupr unn 473. Astrotricha longifolia Benth Z, s,fr unn 474. Echinopanax elatus Nakai unn 475. Kalopanax ricinifolium Miq unn 476. Kissodendron australianum Seem. {Hederá austral- l,b unn

iana F. MuelL). 477. Mackinlaya confusa Hemsl I unn Webb 241.

Webb 268 478. Tieghemopanax (Polyscias) elegans (Moore & F. I unn _ Muell.) Viguier.

ARISTOLOCHIACEAE

479. Aristolochia argentina Griseb r aristidinifi anid Henry 722. Henry 722. Henry 722. We 265

r aristinic acid r _ aristolic acid r aristolochine.

480. Aristolochia clematitis L sd aristolochinp Merck. CA 52:13188. Henry 721. CA 51:17963. Webb 241. Webb 268. CA 31:5101. Henry 722. CA 51:17963. We 265. Webb 268. Klein 708. Merck. CA 33:5592.

481. Aristolochia debilis Sieb. & Zuce aristolochic acid aristolochine magnoflorine

482. Aristolochia deltantha F. Muell I unn 483. Aristolochia elegans Mast I, s unn 484. Aristolochia indica L r aristolofihinp

isoaristolochic acid 485. Aristolochia kaempferi Willd magnoflorine 486. Aristolochia longa L r__ _ __ __ aristolochine 487. Aristolochia praevenosa F. Muell I, s.__ unn 488. Aristolochia reticulata Nutt aristolochine 489. Aristolochia rotunda L r aristolofihinp 490. Aristolochia rumicifolia Mart. & Zuce unn

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Page 49: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

491. Aristolochia sipho L'Herit..

492. Aristolochia tagala Cham.__ 493. Aristolochia spp

493A. Asarum canadense L. 494. Asarum europeum L 495. Bragantia wallichii R. Br._

496. 497.

498. 499.

500. 501. 502. 503. 504. 505. 506. 507. 508. 509.

510. 511. 512.

513. 514. 515. 516. 517. 618. 519.

ASCLEPIADACEAE

Asclepias curassavica L Asclepias galioides H.B.K..

Asclepias (Gomphocarpus) physocarpa Schlechter. _ Asclepias syriaca L

Calotropis procera Ait Chlorocodon whiteii Hook, f Chloristigma stuckertianum Kurtz Crypiolepis sanguinolenta (Lindl.) Schlechter. Cryptolepis triangularis N. E. Br Cryptostegia grandiflora R. Br Cryptostegia madagascariensis Boj Cynanchum bowmanii S. T. Blake Cynanchum kuznetzowii Bordz Dregea volubilis Benth

Genianthus blumei King & Gamble Gymnema geminatum {G. sylvestre) R. Br Gymnema micradenia Benth. (Gongronema miera-

dénia Benth. & Hook. f). Heterostemma cf. acuminatum Decne Marsdenia cundurango Nichols Marsdenia microlepis (?) Benth 1 Marsdenia rostrata R. Br Marsdenia tinctoria R. Br Mor renia brachystephana Griseb Sarcolobus spanoghei Miq

r_ s I, s, r- r

Z, s, fl, r_ Z, s r l> s Jr... b r, Sf sd.. Z. rh. rh. I.. Z__ Z__

sd

h fr- l

l,s. b...

aristolochic acid__. aristolochine unn__ unn unn__ unn asarine chakranine isoaristolochic acid

unn unn unn unn nicotine unn unn unn chlorostigmine cryptolepine cryptolepine unn unn unn unn unn unn unn unn unn

unn unn unn unn unn morrenine coniine?

Henry 721. Henry 721. Webb 268. Webb PS. Bisset 125. Wall 55. Henry 779. CA 52:19019. Henry 722.

Arthur. We 1003. Wall 60. Webb 268. Henry 35. Wall 55. Webb 241. Henry 780. We 1004. Henry 773. M-H V 306. Webb 241. Webb 241. Webb 241, 268. CA 48:11727. We 1004. Bisset 125. We 1005. Webb 268. Webb 268.

Bisset 125. We 1005. Webb 268. Webb 241. Klein 744. Klein 743. Klein 744.

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Page 50: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued 00

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3 S3

Plant—Entry No., family, genus, and species Plant part Alkaloid Reference

ASCLEPiADACEAE—Continued

520. Telosma cordata Merrill 521. Tylophora asthmatica Wight & Arn

522. Tylophora brevipes F. Villar 523. Tylophora erecta F. Muell 524. Tylophora exilis Colebr 525. Tylophora fasciculata Ham 526. Tylophora floribunda Benth 527. Tylophora indica (Lam.) Merrill-

528. Tylophora lutescens Decne 529. Tylophora paniculata R. Br._ 530. Tylophora ^^ 531. Vincetoxicum ovatum Benth. _

BERBERIDACEAE

532. Berberís aetnensis Presl__ 533. Berberis amurensis Rupr..

534. Berberis aristata DC

535. Berberis asiática Roxb..

I, Sy r- l, s, r_

I, sL r I...

s b, wd.

b &_.__. r, s, b. r, s, 6.

unn tylophorine tylophorinine tylophorine unn unn tylophorine unn tylophorine. ^ tylophorinine unn unn unn unn

berberine berbamine berbamunine hydroxy berberine jatrorrhizine magnoflorine shobakunine unn berberine palmatine berbamine berberine jatrorrhizine. . _ _.

Bisset 125. Henry 778. Henry 778. Henry 778. Webb 268. Bisset 125. We 1004. Webb 268. C-B-G 689. C-B-G. 689. We 1004. Webb 241, 268. Webb 268. Webb 241.

Henry CA49 CA52 CA49 CA49 CA51 CA49 CA49 CA45 CA45 CA48 CA48 CA48

328. :13597. :5429. :13597. :13597. :4645. :13597. :13597. :2010. :2010. -.9621. :9621. -.9621.

Page 51: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

536. 537. 538. 539. 540. 541.

Berberís Berberís Berberís Berberís Berberís Berberís

bar andana Vidal. buxífolía Lam canadensís Mill._. darwíníí Hook._.. densíflora Raf floribunda Wall.-.

542. Berberís fortuneí LindL.

543. Berberís 544. Berberís 545. Berberís

fremontíí Torr glauca DC heteropoda Schrank-

546. Berberís hímalaíca Ahrendt-

547. Berberís 548. Berberís

ínsígnís Hook. f. & Thorns.. (Mahonía) japónica R. Br...

549. Berberís julíanae C. K. Schneid..

r, s, b. r, s, 6_

wd-

r wd wd wd wd wd I, ty W-

rb.. rb.. rb.. rb.. rb.. rb.. b.. &_. 6__ wd, wd, wd, wd, wd,

oxyacanthine palmatine berberine berberine unn berberine unn berbamine berberine columbamine dehydrocorydaline epiberberine jatrorrhizine oxyacanthine palmatine berbamine berberine jatrorrhizine oxyacanthine palmatine unn berberine berbamine berberine columbamine jatrorrhizine oxyacanthine palmatine berberine himanthine umbellatine berbamine berberine isotetrandrine jatrorrhizine palmatine unn

APAJ 30:248. CA 48:9621. PPAJ 40:117. Henry 328. Klein 715. Henry 328. I-R. BA 27:2345. BA 27:2345. BA 27:2345. BA 27:2345. BA 27:2345. BA 27:2345. BA 27:2345. BA 27:2345, M-H IV 85. M-H IV 85. M-H IV 85. M-H IV 85. M-H IV 85. Wall 15. H 328. We Sup 28. We Sup 28. We Sup 28. We Sup 28. We Sup 28. We Sup 28. CA 48:2726. CA 48:2726. Henry 329. CA 49:13600. CA 49:13600. CA 49:13600. CA 49:13600. CA 49:13600. Wall 15.

m

Page 52: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table 1.—Plants and their contained alkaloids—Continued

Plant—Entry No., family, genus, and species Plant part Alkaloid Reference

BERBERiDACEAE—Continued

550. Berberís lambertii R. N. Parker r r

berbamine CA 48:6075. CA 48:6075. CA 48:6075. CA 48:6075. CA 48:6075. CA 48:6075. CA 48:6075. Henry 329. BA 32:38562. BA 17:2821. APAJ 33:210. APAJ 33:210. Henry 328. Henry 328. Henry 329. Henry 329. CA 50:5993. Henry 329. Henry 329. CA 50:5993. CA 50:13372. Henry 329. Henry 329. M-H IV 85. M-H IV 85. CA 24:3512. Wall 55. ICSJ 29:921. ICSJ 29:921. ICSJ 29:291. ICSJ 29:291. Henry 329.

berberine columbamine jatrorrhizine lambertine oxyacanthine palmatine berberine

r r_ _ r _ _ r r

551. Berberís laurina Thunb. hydrastine umbellatine 552. Berberís lycíum Royle

553. Berberís nepalensis Spreng. r_ neprotine __ r, b uni bel! atine . _ _

554. Berberís nervosa Pursh berberine. 555. Berberís repens Lindl. berberine- 556. Berberís thunb er gíí DC. _ _ r berbamine __

r berberine__ _ __ _ berlambine__ __ _

r columbamine r jatrorrhizine

lambertine _ _ _ _ magnoflorine

r oxyacanthine _ r oxyberberine _ _ r _ _ _ _ palmatine _ r shobakunine

tetrahydroshobakunine L s unn _ __

557. Berberís tíncloría Leschen r _ __ berbamine.- r berberine _ r jatrorrhizine - r palmatine

558. Berberís umbellata Wall rb umbellatine

Ü1 o

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Page 53: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

559. Berberís vulgaris L..

560. Berberís wallíchíana DC 561. Caulophyllum robustum Maxim..

562. Caulophyllum thalíctroídes Michx._

563. Epímedíum alpínum L 564. Epímedíum cremeum Nakai & Maekawa_ 565. Epímedíum grandíflorum Morr 566. Epímedíum rugosum Nakai 567. Jeffersanía díphyUa Pers 568. Leontíce albertíí Regel 569. Leontíce eversmanníí Bunge

570. Leonuro ^eontopetalum Hook. f. & Thorns..

571. Leontíce thalíctroídes L.

573. Mahonía acanthífolía Wall..

574. Mahonía aquífolíum Nutt.

r r r r r r r r r r r rh rh h s, fr, r_ r r, rh r r, rh

w, t- l, s_. Z, S- t. w, t, sd- w, tf sd- w w

r r r r r bf wd- b, wd. b, wd.

berbamine berberine berberrubine columbanaine jatrorrhizine oxyacanthine palmatine unn umbellatine magnof lorine unn_ caulophylline N-methy ley tisine unn unn magnof lorine. magnof lorine magnof lorine berberine N-methy ley tisine thaspine isoleontine leontamine leontidine leontine lupanine paehycarpine leontieine petaline berberine N-methy ley tisine berberine jatrorrhizine neprotine oxyacanthine palmatine berbamine berberine oxyaeanthine

Henry 329. Henry 329. Henry 329. Henry 329. Henry 329. Henry 329. Henry 329. Henry 329. BA 17:2821. CA 52:18487. C A 52:18487. Klein 715. Henry 118. Wall 55. Klein 714. CA 51:12433. CA 51:8366. CA 51:8766. Sokolov 118. CA 44:1997. CA 48:3987. CA 48:3987. CA 44:1997. CA 44:1997. CA 44:1997. CA 44:1997. CA 44:1997. CA 51:6662. CA 51:6662. Klein 714. Orekhov 167. C A 44:2706. C A 44:2706. C A 44:2706. CA 44:2706. CA 44:2706. Henry 329. Henry 329. Henry 329.

O Ö

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Page 54: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

Table L-^Plants and their contained alkaloids—Continued

Plant—Entry2No., family, genus, and species

BERBERiDACEAE—Continued

5 75. Mahonia borealis Takeda

576. Mahonia fortunei DippeL

577. Mahonia griffithii Takeda.

578. Mahonia japónica Thunb 579. Mahonia leschenaultii Takeda.

580. Mahonia manipurensis Takeda-

581. Mahonia napaulensis DC. (Bierberis nepalensis).

582. Mahonia philippinensis Takeda

Plant part

wd. wd^ s__ wd- wd- b._ 6__ 6__ &__ 6__ W-. &__ 6__. r b... ö_.. &__., &__, r__ 6__. r__ r__ s_- s__.

Alkaloid

berberine jatrorrhizine. neprotine oxyacanthine palmatine berbamine___ berberine jatrorrhizine. magnoflorine. oxyacanthine palmatine berbamine_ _ _ berberine neprotine oxyacanthine palmatine magnoflorine. berberine jatrorrhizine_ neprotine oxyacanthine palmatine berberine jatrorrhizine. neprotine oxyacanthine berberine. jatrorrhizine. berberine jatrorrhizine. shobakunine.

Reference

CA 47:5636. CA 47:5636. CA 47:5636. CA 47:5636. CA 47:5636. CA 47:3323. CA 47:3323. CA 47:3323. CA 51:8366. CA 47:3323. CA 47:3323. CA 44:4636. CA 44:4636. CA 44:4636. CA 44:4636. CA 44:4636. CA 50:13372. CA 45:9068. CA 45:9068. CA 45:4729. CA 45:9068. CA 45:9068. CA 45:9068. CA 45:9068. CA 45:4729. CA 45:9068. CA 52:14630. CA 52:14630. Henry 329. Henry 329. M-H IV 93.

to

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Page 55: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

583. Mahonia sikkimensis Takeda_

584. Mahonia simonsii Takeda

585. Mahonia swaseyi Fedde_

586. Mahonia trifolia Cham. & Schlecht.. 587. Nandina domestica Thunb

588. Podophyllum emodii Wall

BIGNONIACEAE

589. Balanops australiana F. Muell 590. Bignonia sempervirens L. .. 591. ColeafuscaH. Perder ____. 592. Doxantha unguiscastii (L.) Rehder ^-__ 593. Hieris curtisii van Steenis — _ __. 594. Oroxylon indicum Vent _ _ 595. Pandorea pandorana (Andr.) van Steenis (Tecoma

australis R. Br.). 596. Phyllarthron madagascariense (Boj.) K. Schum 597. Radermachia stricta Zoll. & Mor 598. Rhodocolea telfairiae (Boj. ex Hook.) H. Perrier 599. Spathodea stipulata Wall _ _ 600. Stenolohium stans D. Don

r, s___. r, s 6, r

fr

&, r. s s

r6_

r, rh.

I, 5, r, fr. If «___-_ If s h Is

h s, ^, fr-

rh^

berberine_-___ neprotine oxyacanthine _ berberine jatrorrhizine»- neprotine oxyacanthine _ palmatine berbamine berberine berberine berberine domesticine_^_ domestine isodomesticine jatrorrhizine__ magnoflorine__ menisperine,__ nandazurine-- nandinine nantenine protopine berberine

unn gelsemine unn unn unn unn unn

unn unn unn unn unn_>^

CA 45:9068. CA 45:4729. CA 45:9068. CA 47:5636. CA 47:5636. M-H IV 64. CA 47:5636. CA 47:5636. Henry 329. CA 33:2939. CA 33:2939. CA 45:8208. CA 45:8208. Henry 316. Henry 316. CA 45:8208. CA 51:1216. CA 51:1216. Henry 329. Henry 329. Henry 329. CA 44:4202. Merck.

Webb 268. Sokolov 131. CA 52:20419. CA 44:2179. ]>-K. We 1137. Webb 268.

CA 52:20419. D-K. CA 52:20419. We 1137. CA 6:2284.

>

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Page 56: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

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Page 57: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

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Page 58: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

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Page 59: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

656. Styloceras laurifolium H.B.K. w

CACTACEAE

657. Ariocarpus retusus Scheidw 658. Ariocarpus sp 659. A strophytum myriostigma Lern 660. Carnegiea gigantea (Engelm.) Britt. & Rose 662. Cereus coryne Salm-Dyck 663. Cereus grandiflorus Mill 664. Cereus jamacaru DC 665. Cereus pecten-ahoriginum Engelm 666. Cereus peruvianus (h.) Mill 667. Cereus sargentianus Orcutt 668. Dolichothele uheriformis (Zuce.) Britt. & Rose 669. Echinocactus lewinii (Hennings) K. Schum 670. Echinocactus mammulosus Lern 671. Echinocactus viznaga Hook 672. Echinocereus mamillatus (Engelm.) Britt. & Rose_ 673. Echinopsis eyriesii (Turpin) Zuce 674. Epiphyllum ackermannii Haw 675. Epiphyllum russellianum Hook 676. Gymnocalycium gibhosum Pfeiff

677. Gynmocalycium multiflorum Britt. & Rose 678. Harrisia adscendens Britt. & Rose 679. Lemaireocereus weheri Britt. & Rose 680. Leocereus hahiensis Britt. & Rose 681. Lophocereus australis Britt. & Rose 682. Lophocereus gatesii M. E. Jones 683. Lophocereus schottii (Engelm.) Britt. & Rose.

sd.

w.. sd.

sd.

w_.

unn We Sup 198.

unn anhalonine. unn carnegine__. unn unn caffeine carnegine__. unn unn unn unn unn unn unn unn unn unn anhalonine. mescaline. _ unn. (2) unn caffeine anhalonidine_ caffeine pilocereine pilocereine lophocerine _ _ piloceredine__ pilocereine unn

M-H IV 24. Merck. M-H IV 24. M-H IV 15. CA 43:6337. We 810. Freise. Henry 159. M-H IV 24. Klein 704. M-H IV 24. CA 43:6337. We 812. M-H IV 24. M-H IV 24. M-H IV 25. M-H IV 24. Klein 705. Merck. M-H III 324. N-0. M-H IV 25. Freise. CA 49:9003. Freise. CA 49:9003. CA 49:9003. Tetra 2:58. Tetra 2:58. ACSJ 75:3632. Wall 15.

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I Erroneously taken up as Hookeriana ruscifolia and H. tonkinenais by authors after Martin-Sans.

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Page 60: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

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'{'IV^^W 'Ä 'Dtujidptiàd'q uoxpudp -OJÍ91Q) 'l '^ooij ^ 'M^u^S vmd9ptiu9'q vfidvoossojQ

'8^98 •Zï'98 •9^98 •9^98 •i^^98 8^98 2=^98

•11^98

0^98 •6898

•8898

•Z898 •9898

•9898 •^898 "8898 2898

1898

Page 240: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

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'^Z\ AOlO^iOg auiS'Bq'BjoSXz ^ oßvqv; mnaaydoofiz -9998 'LZLlV'^f VO ^^^ iC8j\[ ap 'qosi^ 89ptooí¡dutv mn2jfii{doßnz '9998

•lî'g qq^M ^^^ ííenj\[ -^ mnpiinotdv iun¡¡ñiido6ñz *^998

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v^z qqsM ^^^ — ,-_^

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'I 8}U289dU9t sninquj, -gggg •892 qq^Aii ^^^

« '2 " "•II9nj\[ -^ snddvood^sv 8n¡nquj, -^998 '09 II'BM jjjj^ iC-BJQ -y mnuvotx9tu iunuvô9j •VI998

•90g6:8R VO Qmots^A ps *2/*'« •9S2 o-a-0 ouiiiBSad

"P» •992 o-a-o auiraj'Bq P« •992 o-a-0 lot^xui-eq P»

•992 o-a-0 GUfl'Braj'BIi r::::::::::'/.! 'I098T-29 VO *■■ 2 pu« T 'ON spioi-Biii« »2 ^ t?2i>wi^t?V iunuvÔ9j •1998

'892 qq^Ai ^^^

2 .^ t^a^ovai? vuvdftj^ '0998

•09 II^Ai ^^^ «'2 ^^^^ ffnitsstjnsdt'q vtiudoutsjivjj *V6998 •¿T9-i^2 VO ^^^ ps GnS-BJClg suvinoiqjLo sd^tuvjvQ '6998

avaoviiÄHjODiz

•892 qq^Ai ^^^ <2'8'2 2 n^ï^K •lí V9uvuqm9tu 8ñuíU(j 'S992

•892 qq^Ai y^^

('lIö^K 'Ä t)li^79dtp '(j) BoriJQ vpidtsut sñmuQ -¿992

avaovHaiiiiAi

9ouaioj9H PIOIB^V i^JBd ÎUBI j seioedB pire 'snu93 'Aum^j *-OK iCj:jna—:»ireid:

p9nui:^uo3—^ptop}mo paumpioo ujaiff puv spmij—'x ^iq^x

Page 241: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

5

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ajiK^'Bjs;];

GUldO^OJCi (^) .^^^ augoíj.u'B

(jiCuaqdiCxo jpXq-^P') -¿-x^Cq^am-js! OUTUT^J'BXBÇ

8UlSÍ(^SiC|'BD 8utjnooqiu'BX-3 jj <j *gauTJ8JIXO^-Q 8UTJ8J[XO(^oipÄqipjOU "aV souiuouqara QUTjná'BA'Btn-Q -ui'BJQuqooï 8uu8jixo:^OjpiCqiposi-Q :- - -• QuiwsvBuÉ'Q ouinTjiiooiong-Q áuiínooiong-^ oniz-Bra-Bpaj

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-ai

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-g 9dq9unf mnotxoítjuy '0^98

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oo

Page 242: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

240 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur

Alkaloid

abrine abromine abrotine acalyphine acanthospermine 0-acetylacrif oline acetylcaranine (bellamarine). N-acetylmescaline achiceine achilleine acnistine aconine aconitine

Formula

C12HHN2O2. CflH,3N02__ C2iH28N20_.

C18H25N03-. C18H19N04.. C13H19N04-. C11H17N04-- C14H26N206-

^-aconitine acrifoline (L27) acronidine acrony cidine acronycine acsinatine acsine actinodaphnine acutumine adenocarpine (teidine) _

adlumidine. adlumine__

C26H41NO9- C34H47NOu_

C36H51NO12- C16H23NO2-. Ci8Hi7N04_. C15H15N05.. C2oHi9N03_. C2iH27N04_. C21H29N05-- C18H17N04- C20H27NO8- - Cl9H24N20_.

aegelenine aegelin agarythrine agroclavine ajacine ajacinine ajacinoidine ajaconine ajmalicine (alkaloid F, vincaine,

vinceine, ô-yohimbine).

ajmalidine_ ajmaline

ajmalinine akharkantine! akuammenine akuammicine ^-akuammicine akuammidine akuammigine ^-akuammigine akuammiline akuammine (vincamajoridine) _

CigHisNOe- C21H21NO6-

C14H10N2O2. Ci8Hi9N30_

C16H18N2 C34H46N209. C22H37N06-- C38H66N20i2_ C22H33N03__ C2lH24N203_

C20H24N2O2 - C20H26N2O2-

C20H26N2O3

C20H22N2O4 _ ^2oH2oN202 - C19H20N2O2- C2iH24N203_ C2lH24N203_ C2lH24N203_ C'22H24N204_ C22H26N204_

Plant entry No. In table 1

1515 3524 865 1193 854 2222 75, 81 690 855 855, 856 3266 2689, 2712 2683, 2685, 2686, 2688,

1591,

2536,

2689, 2691, 2692, 2694, 2695, 2697, 2698, 2700, 2701, 2705, 2706, 2708, 27o9, 2711, 2712, 2713, 27i4, 2719, 2721, 2722, 2724, 2727, 2728, 2729, 273O, 2731, 2733, 2735

2684 2690, 2693, 2732 2222,'2223, 2234 3003 3003, 3112 3003, 3112 2691 2691 1450, 1508 2347 1587, 1588, 1590,

1593, 1594, 1720 2504, 2525, 2540 2504, 2532, 2535,

2540 3014 3014 22 1389 2750 2750 2750 2750 323, 363, 366, 374, 378,

383, 393, 396, 399, 401, 408, 438

399 363A, 364, 366, 370, 371,

372, 374, 375, 378, 386, 398, 399, 401, 403, 405, 408, 427

399, 401, 408 1090 352 352, 353 352 352, 353 352, 353 352, 353 352 352, 353, 438

Page 243: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS 241

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

alamarckine alangine alanginine alangium A and B albomaculine alginine alkaloid A (ex Aspidosperma

polyneuron). alkaloid A (ex Buxus semper-

virens). alkaloid A (ex Rauvolfia serpen-

tina) (reserpinine, 11- methoxy-ô-yohimbine, rauba- sine).

alkaloid A (ex Strychnos toxi- fera).

alkaloid B (ex Aspidosperma polyneuron).

alkaloid B (ex Buxus semper- virens).

alkaloid B (ex Gentiana macro- phylla).

alkaloid B (ex Strychnos toxi- fera).

alkaloid C (ex Buxus semper- virens).

alkaloid C (ex Gentiana macro- phylla).

alkaloid C (ex Rauvolfia serpen- tina) (11-methoxy-Ô-yohim- bine).

alkaloid C (ex Strychnos solimo- esana).

alkaloid Ci8H27(29)N03 alkaloid D (ex Bu^xus sempervi-

rens). alkaloid D (ex Strychnos solimo-

esana). alkaloid D2 alkaloid Ei (ex Geissospermum

vellosii). alkaloid E (ex Strychnos soli-

moesana). alkaloid F (ajmalicine) (ex

Rauvolfia serpentina). alkaloid F (ex Strychnos soli-

moesana). alkaloid G alkaloid J alkaloid L (ex Buxus semper-

virens). alkaloid L (ex Lespedeza bicolor). alkaloid L (ex Strychnos suh-

cordata). alkaloid M alkaloid Me 87 alkaloid N . alkaloid No. 1 alkaloid No. 2 alkaloid Pi alkaloid S-C

C'28H36N204_ C19H25NO2-.

C2lH25H203_ C19H23NO5-- C23H39N03_.

C25H42N20_.

C22H26N204_

C2oH22N20_.

C24H42N20_

C9H9NO2--

C20H24N2O_

C24H42N20_

C22H26N2O4

Ci8H27(29)N03. C29H50N2O__.

C39H46N40_ C2oH24N2_ -

C2lH24N203_

C27H48N2_

C12H16N2-

C27H46N20_

C22H35NO2- CnHioN20_ CnHioN202 C15H22N2O. C18H25NO6-

1090 1090 1090 1090 119 2083 264

648

401

2208

264

648

1283A

2208

648

1283A

401

2203

727 648

2203

299 299

2203

401

2203

2203 2209 648

1856 2204

648 1389 648 3661 3661 1883 985

Page 244: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

242 TECHNICAXJ BULLETIN 1234, u.s. DEPT. OF AGRICULTURE

Table|2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

alkaloid S-D alkaloid V alkaloid X (ex Claviceps per-

purea). alkaloid X (ex Veratrum

album). alkaloid a alkaloid 7 alkaloid Ô alkaloid e C-alkaloid A C-alkaloid B C-alkaloid C C-alkaloid D C-alkaloid E C-alkaloid F C-alkaloid G C-alkaloid H C-alkaloid I C-alkaloid J C-alkaloid L C-alkaloid M C-alkaloid O C-alkaloid P C-alkaloid Q C-alkaloid R C-alkaloid S C-alkaloid T C-alkaloid UB C-alkaloid X C-alkaloid Y C-alkaloid 1 C-alkaloid 2 U-alkaloid B U-alkaloid C (guatambuine) U-alkaloid D a-allocryptopine (jS-homocheli-

donine).

/3-allocryptopine (7-homocheli- donine).

alloy ohimbine aloperine alphonsine alstonamine alstonidine alstoniline alstonine alvanidine alvanine a-amanitine 0-amanitine 7-amanitine amaryllidine ambaline ambalinine

Ci^HssNOs- C25H43NO6- CieHioNaO-

C34H45N302_

C20H23N2O2- C23H23N20_.

C2oH2lN20_. Ci9H23N20_. C20H25N2O2- C2oH23N20_.

C19H23-25N2 C19H21N2--

C2oH26-N20 C20H22N 2O C22H27N3O3 C21H26N2O2 Ci9_2oH22-24N2_

C19I124N2O3

C20H20N2- - CflH8N20>_ C18H20N2-- C18H20N2- - Ci7HiíN2-- C21H23NO5-

C2lH23N05_

C21H26N2O3« Ci5H24N2--«

C22H18N2O3 C21H20N2O3 C20H33NO2 C2.H43NO3-... C39H52N10O14S _

C38H42N2O10- C17H31NO3--

985 2780 1389

2125

2162 2162 2162 2162 2191, 2212, 3667 2191, 2212, 3667 2191, 2212, 3667 2212, 3667 2212, 3667 2212, 3667 2212, 3667 2212, 3667 2191, 2212, 3667 2212, 3667 2212, 3667 2212, 3667 2212, 3667 2212, 3667 2212 2212 2212 2212 2208, 2212, 3667 2208, 2212, 3667 2208, 2212, 3667 3667 2212, 3667 270 270 270 2504, 2506, 2507, 2509,

2510, 2511, 2512, 2513, 2515, 2517, 2519, 2532, 2535, 2538, 2539, 2543, 2544, 2547, 2549, 2551, 2555, 2556, 2564, 2565, 2566, 2569, 2573, 2574, 2586, 2590, 2593, 3161

2513, 2556, 2574, 2593

401, 2894 1990 196 246 238 238 238, 242, 374, 388, 408, 438 2081 2081 26 26 26 72 2345 2345

Page 245: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS 243

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid

ambelline-

amianthine 20a - amino - 3j8 - hydroxy

pregnene. ammodendrine ammothamnine amsoniaef oline amsonine (/3-yohiinbine)__. anabasine

5-

Formula

CisHaiNOs-

C27H41NO2. C21H36NO..

anacyclin anagyrine (monolupine).

C12H20N2O-..

C2lH2(,N208- CioHiiNa—

CiaHagNO«, CißHsoNaO.

anatabine andirine angeloylzy gadenine angoline angolinine angustifoline anhalamine anhalidine anhaline (hordenine) anhalinine anhalonidine anhalonine anibine N - (2 - p - anisylethyl) - N

methylcinnamamide. ankoline annotine (L 11) annotinine annotoxine annuloline anolobine anonaine anoniine anthocerine anthorine ^-anthorine anthranoyllycoctonine antofine aphyllidine aphylline apoatropine apocinine aporeidine aporeine aquaticine arachine arborine (glycosine) arborinine.

CioHi2N2-_ C10H13NO3-

C23H25N05_ C24H23NO8. C14H22N2O- CiiHißNOa- C12H17NO3- CioHißNO.. C12H17NO3- C12H17NO3. C12H15NO3- C11H0NO3- C10H21NO8-

Ci7H3eN204- CiÄiNOa-

C32H44N2O5. C2oHiflN04_- CnHißNOa-. C17H15NO2.. C17H16NO3..

Ci8Hi«N02. C18H25NO5. CßHuNaO.. Ci5Hi2N20_

...... , CieHi5N04- arecaidine (arecame) | C7H11NO2,.

C22H31NO2-

C32H44N208_ C23H25N03_. C15H22N20.. C15H24N20.. C17H21N02-

Plant entry No. in table 1

'MIA'"'''''''''''' 2042 283A

1604 1606 361 255 808, 1064, 3305, 3340,

3341, 3342, 3349, 3353, 3354, 3356, 3357A, 3362 3363, 3364, 3365, 3366 3367, 3372, 3374, 3382A 3383, 3386 3388 '

861 1604, 1608, 1629, 1630,

1632, 1695, 1703, 1715, 1814, 1815, 1825 1828 1864, 1869, 1879, 1883 1894, 1979, 1993, 1994 2007, 2024, 2025, 2033. äUO4

3354, 3383 1609, 1610, 1611, 1612 2125 3062 3062 1865, 1890 684, 690 684, 690 688, 690, 704 684, 690 679, 684, 690 ?^fî,^i^'.^.^^'^^^'690,708 I40d, 1454 3163

1090 2222, 2225 2222, 2223 2222 1346 205, 208 201, 203, 204 201 3270 2682 2682 2752, 2757 3670 808 808 3271 1264 2580 2580, 2589 970 1614 3090 3090 2498

Page 246: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

244 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid

areeaine (arecaidine) — arecolidine arecoline -- argemonine (protopine)_ aribine (loturine) aricine (heterophyllin)..

aristidinic acid-- aristinic acid aristolic acid aristolochic acid, aristolochine

armepavme aromoline artabotrine artabotrinine artarine asarine Ashio base I Ashio base II Ashio base III asiminine- aspidosamine aspidospermanine_ aspidospermatine - aspidospermicine _ aspidospermine- _ _

atherospermidine- atherosperminine _ atidine atisine atropine

Formula

CTHUNOZ— C8H13NO2— C8H13NO2— C20H19NO5-- C23H20N4 — C22H26N2O4-

C18H13NO7.. C18H13NO7.. CISHUNOT- CHHUNOT-. C17H19NO3-

C19H23NO3-- C36H38N2O6- C21H25NO4--

C21H23NO4

C24H37-39NO3 C29H33NO6- C27H31NO6-

C20H28N2O2-

C22ÏÏ28N2O2 - Ci7H24NO__ C22IÏ30N2O2-

C18H13N04-. C20H23NO2-. C22H33N03- C22H31N02- C17H23N03.

auricularine aurotensine (scoulenne) avadharidine avadharine azaridine aztequine baccharine bakankosine baptif oline T:"'"X""" base A (ex Boccoma arbórea) _ _ base A (ex Chondodendron

limaciifolium). base A (ex Shimmia japónica) _ base B (ex Bocconia arbórea) _ _ base B (ex Chondodendron

limaciifolium). base B (ex Corydalis ambigua). base B (ex Delphinium ajacis).. base B (ex Skimmia japónica) base Bi base B2 base B3 base B4 base B5

C42H55N60_- C19H21NO4-- C36H51N3O10- C22H31NO3--

C3eH4oN207-

C16H23N08- C15H20N2O2 - C20H17NO4-.

C9Hi7NO-_- C20H15NO4-

C35H36N2O8- C20H23NO4-- C26H39NO7- CôHisNO--. C20H31NO5-- C27H43NO6- C17H24NO4-. C19H27NO7-. C21H31NO8..

Plant entry No. in table 1

2498 2498 2498, 2499 2506, 2507 2830, 2989 366, 378, 398, 399, 403,

2850, 2857, 2866, 2868 479 479 479 481, 491 479, 480, 481, 484, 486,

488, 489, 491 2577, 2581 2371, 2375 207 205, 207 3068, 3175 494 2720 2720 2720 205, 208 263, 266, 267, 268 263, 264 266, 267 263, 264, 267 258, 263, 264, 265, 266,

267, 268, 269, 429, 430 2369 2369 2699 2682, 2699 3271, 3272, 3273, 3288,

3291, 3294, 3297, 3298, 3302, 3304, 3309, 3328, 3411, 3415, 3416, 3417, 3417A, 3447

2909 2515, 2530, 2534, 2538 2714 2714 2288 2253 876 2210 1629, 1630, 1994 2509

2306 3153 2509

2306 2514 2750 3153 1090 1090 1090 1090 1090

Page 247: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS 245

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

base C (ex Bocconia arbórea) — C31H33NO5 - 2509 base C (ex Delphinium ajacis) _ _ C24H35NO7 -_- 2750 base C (ex Skimmia japónica).. C15H22NO3 3153 base D (ex Delphinium ajacis).. C48H66N20n 2750 base D (ex Corydalis ambigua). _ C19H16N04 2514 base D (ex Narcissus hybrids) > _ C17H19-21N03 151 base E _ _______ 2514 base F C20H23NO4 2514 base H _- _ 2514 base I 2514 base J - C30H36N2O6

C21H25N04 C19H21N04 C21H24N05

2514 base K 2514 base L_ ... _- 2514 base M (ex Corydalis ambigua).. 2514 base N ___ C18H19N05

CiAeNOe CnHi8N20 C21H19NO5

168 base P -__ _ - - -_- 1914 base P2 - -- 1624 basePßi-- 2509 base Q 1914 base R -- - ____ C23H35NO4 1914 base S _-_ _- 1914 base X ________ CiAsNOs

C12H21NO2 Ci 6H24-26N2O2

1914, 1979 base Z 3305 base V 808 base VIII C31H26N205

CnH2iN03 C36H38N2O6

2355 base IX 148, 149 bebeerine (buxine, chondoden- 648, 1504, 1510, 2305,

drine, curine, pelosine). 2307, 2308, 2312, 2344. beilupeimine -_ C27H43NO3 2087 belladine _ C19H25NO3

C34H42N2O4 C18H19NO4

72 belladonnine 3271 bellamarine (acetylcaranine) _ _ _ 72 bellaradine (cuscohygrine) Cl3H24N20_ 3271 benzaconine C32H45NO10

C16H19NO4 2712

benzoylecgonine 1183, 1191 benzovltroDine C15H19NO2 1183, 1191 N-benzoyltyramine C15H15NO2 3033 berbamine _ C37H40N2O6 533, 535, 541, 542, 545,

548, 550, 556, 557, 559, 574, 576, 577, 585, 2351, 2357, 2369

berbamunine C36H40N2O6 533 berberine (umbellatine) C20H19NO5 210, 232, 233, 532, 534,

535, 536, 537, 539, 541, 542, 544, 545, 546, 548, 550, 551, 554, 555, 556, 557, 559, 567, 571, 573, 574, 575, 576, 577, 579, 580, 581, 582, 583, 584, 585, 586, 587, 588, 1504, 2300, 2301, 2302, 2322, 2323, 2363, 2365, 2505, 2507, 2513, 2519, 2532, 2555, 2564, 2574, 2737, 2745, 2746, 2747, 2748, 2749, 2781, 2782, 2800, 2801, 2807, 3053, 3054, 3056, 3134, 3135, 3136, 3136A, 3137, 3138, 3157, 3158, 3159, 3160, 3163, 3165,3170,3172

Page 248: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

246 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2,—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. In table 1

berberrubine« _ berlambine (oxyberberine). betonicine bicucine bicuculline—

biflorine biflorone bikhaconitine. boerhaavine.«. boldine boletine .--. bractamine bracteine brevicoUine... brucamarme.- brucine

brunfelsine bruns vigine brunsvinine bryonicine budrugaine budrugainine bufotenine bufotenine oxide_ bulbocapnine

buphanamine buphanidrine buphanine buphanisine burasaine burmannaline burmannine butropine buxiue (bebeerine)_ cactine caffeine

Ci9Hi5N04_ CzoHiyNOfi- CyHigNOa- CzoHiflNOr- CaoHirNOfl.

Ci7Hi7N04_. C17H17NO4.. CaeHßiNOn.

CiÄiNOi.

C11H15NO2- Ci9H«N04- C17H10N8«»

C28H26N2O4

C18H17NO4- Ci7Hi,N04- C10H17NO2-

C12H18N2O.. Ci2Hi<,N202- ClflHigNOi-.

C17H19N04- C18H21N04-

C17H19N03-. C21H24N207. C2lH23N04_. C18H21N03.. C12H21N02-. C36H38N206-

C8H10N4O2.

calebassine C-calebassine (C-toxiferine II) _ oalebassinine

C20H24N2O- C40H50N4O2 CigH22N202

559 556 1437, 1442 2504, 2515, 2536, 2547, 2504, 2515, 2517, 2518,

2522, 2529, 2531, 2534, 2535, 2536, 2537, 2546, 2547, 2550

2940 2940 2725 2431 1505, 2370, 2383 2672 2578 2578 1138 3253 2161, 2167, 2169, 2177,

2182, 2183, 2184, 2187, 2188, 2193, 2197, 2199, 2200, 2205

3276 80A 80A 1124, 1125, 1126 3162 3162 23, 24, 25, 1942, 1944 1942, 1944 2516, 2518, 2523, 2538,

2541, 2545, 2547 79, 168 79 78 79 2303 2325 2325 3304 648 702 199, 450, 451, 452, 453,

664, 678, 680, 698, 712, 802,803,843,844,1144, 1294, 1392, 1393, 2116, 2435, 2608, 2877, 2878, 2879, 2880, 2882, 2883, 2884, 2885, 2886, 2887, 2888, 2889, 2890, 2906, 2941, 3208, 3209, 3210, 3211, 3212, 3526, 3527, 3528, 3529, 3530, 3532, 3533, 3539, 3540, 3545, 3546, 3548, 3550, 3551, 3552, 3553, 3554, 3555, 3556, 3557, 3573, 3574, 3575, 3587, 3588

2172, 2201, 2203, 2208 2191, 2209, 2212, 3667 2203, 2208

Page 249: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS 247

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. In table 1

C-calebassinine calycanthidine. calycanthine calycotamine calycotomine calystigine (gindarinine, pal-

matine). campestrine canadine (oc-canadine, tetrahy-

droberberine). candicine canescine (deserpidine, reca-

nescine, 11-desmethoxyreser- pine).

canthin-6-one capauridine (capaurine) capaurimine capaurine (capauridine) capnoidine capsaicine caracurine I carucurine II caracurine III caracurine IV caracurine V caracurine VI caracurine VII caracurine VIII caracurine IX

C19H23N2O2- C13H16N2— C22H26N4— C11H15NO3-. CiaHnNOs-. C21H23NO5..

CisHiflNOa- C20H21NO4-

C32H38N5O8

C21H26NO5- C2oH23NOfi_ C21H25N05- CiflHisNOe- C18H27NO3-

C21H24N2O2- C2oH2oN20_.

^201122^202

caranine- CioHnNOa.

cardinalis-alkaloid 2 carnegine carpaine ^-carpaine carthamoidine casealutine caseanine (^ndarine, tetrahy-

dropalmatine). casimiroedine casimiroin casimiroitine cassaidine

CiaHiflNOa- CHH25NO2- C14H25NO2- C18H23NO5-

C21H25NO4.

cassame cassamine catharanthine. cathidine cathine cathinine caulophyUine.- ceanothine cecropine celastrine celliamine celtine cephaeline

C21H27N8O6- Ci2HnN04-. C23H22N2O7- C24H41NO4-. C24H39NO4-. C25H39NO6-, C2lH24N202_

C9H13NO.

CiaHiflNaO.. C2»H36N404.

C19H25N03- C21H35N02.

C28H38N204

cepharanthine- cernuine cevacine

C87H38N20e_ Ci6H2ßN20_. C29H45NO9-.

2212, 3667 713, 714 713, 714, 715, 716 1641 1641, 1706, 1710. 3668

977 2518, 2519, 2532, 2539,

2541, 2782, 3161, 3178 704, 706, 707, 2245 366

3129 2515, 2527, 2528, 2533 2528, 2533 2515, 2527, 2528, 2533 2522, 2535, 2536 3278 2208, 3667 2208, 3667 2204, 2208, 3667 2208, 3667 2208, 3667 2208, 3667 2208, 3667 2208, 3667 2208, 3667 72, 74A, 75, 81, 94, 162,

165, 166 722 660, 665 280, 776, 777, 778 778 979 2517 2517

3033 3033 3033 1801 1801 1801 438 788 788 788 562 2809 2391 791 2779, 2780 3592 2834, 2840, 2841, 2842,

2901, 2912, 2963, 2965, 2979, 2994.

2351, 2357 2224 2114

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248 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table l.-^Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

cevadilline_ cevadine--- ce vine chaerophylline chairamidine chairamine chakranine chaksine chalchupine A chalchupine B chandrine channaine chanoclavine chatinine chavicin e cheilanthif oline cheirinine cheiroline chelerythrine (toddaline).

C34H53NO8- C32H49NO8. C27H43NO8-

C22H26N204__ C22H26N204_ _ C21H24NO4CI. C11H21N3O4-- C14H21N3O12-- C,5H2,N.O„.. C25H80N2O8-- C16H21NO3--- Cl6H2oN20._.

C17H19N03-. C19H19N04-- CigHssNsOiT- C6H9N02S2- C21H17N04..

chelidamine_ chelidonine. chelilutine-. chelirubine__

C19H19NO4- C20H19NO5-

chenopodine chinpeimine chlidanthine chlorostigmine chloroxylonine chondocurine chondodendrine (bebeerine). chondofoline chondodine -_. chonemorphine -_. chopeine chrycentrine cimicidine cinchamidine cinchonamine cinchonicine cinchonidine

C6Hi3NO-_ C27H43NO2. C17H21NO3-

C22ll23N07_. C36H38N2O6- C36H38N2O6- C35H36N2O6- C18H21NO4-- C11H23NO3--

Ci8HißN05.. C23lÎ28N206_ Cl9H24N20_. Ci9H24N20_. Cl9H22N20_. Ci9H22N20_.

cinchonine- Ci9H22N20_

cinchotine. cinnamylcocaine- cissampeline

C19H24N2O- C,9H23N04-

2114 2114,2135 2114 3597, 3598, 3599 2857, 2982 2857, 2982 495 1643 374 374 401 51 1389 3619 2643 2519, 2535, 2537 1111 1111,1112,1113,1115 2507, 2509, 2510, 2511,

2512, 2513, 2553, 2555, 2556, 2564, 2565, 2566, 2567, 2574, 2593, 2595, 2596, 3161, 3178

2513 2513, 2555, 2564, 2595 2513, 2553, 2556, 2574 2513, 2553, 2555, 2556,

2564, 2566, 2574. 818, 824 2087 84, 125 502 3034 2309 1373, 2308 2308 2309 282 2397 2546 301 2857 2857, 2982 2857 2198, 2844, 2845, 2846,

2853, 2854, 2856, 2857, 2858, 2860, 2861, 2864, 2867, 2868, 2869, 2871, 2873, 2874, 2980, 2981

2844, 2845, 2846, 2847, 2848, 2853, 2854, 2855, 2856, 2857, 2858, 2860, 2861, 2862, 2863, 2864, 2867, 2868, 2869, 2871, 2872, 2873, 2874, 2980, 2981, 2982

2857, 2873, 2982 1183, 1186, 1191 2312

Page 251: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARINQ PLANTS 249

Table 2.—Alkaloids and the plants in which they occur—Con,

Alkaloid Formula Plant entry No. in table 1

clavatine clavatoxine. clematine__. clivianine--. clivonine cocaine coccinine cocculidine_. cocculine coclamine__. coclanoline.. coclaurine.- coclifoline__. cocoberine_. codamine. _. codeine

C16H25NO2- C17H27NO2-

CirHiflNOs- C17H21NO4- C17H19NO4- C18H23NO2- C17H21NO2. C19H23NO3- C19H23NO4- C17H19NO3- C19H27NO3-

colchamine_. colchiceine__ colchicerine. colchicine__-

C20H26NO4_ C18H21NO3-

C21H26NO5- C2lH23N06_

C22H25N06-

a- and /8-colubrine_ columbamine

C22H24N203_ C2oH2iNOß-.

combretine complanatine..-.^ ^ compound B (N-formyldesace-

tylcolchicine). compound C compound D compound F compound G compound I compound J compound S compound U compound IV

Ci8H3iNO_- C21H23NO6-

C2lH23NOc_ C21H23NO5- C21H23NO5- C22H25NO6- C22H2ßN06- C22H25N06- C22H25N06- C19H21N05-

compound V_

compound VI_-_ compound VII-_ conamine conarrhimine conchairamidine _ conchairamine. _ _ concusconine

C22H36N2— C21H34N2— C22H28N2O4- C22H26N204_ C23H26N2O4-

2225 2225 2741 87 86 1183, 1185, 1191 119, 120, 121 2316 2298, 2316 2316 2316 2316 2316 3063 2589 2397, 2507, 2556, 2585,

2589 2069 2053 2069 1394, 2043, 2044, 2046,

2049, 2050, 2051, 2052, 2053, 2054, 2055, 2056, 2057, 2058, 2059, 2060, 2061, 2062, 2063, 2064, 2065, 2066, 2067, 2068, 2069, 2070, 2071, 2072, 2087, 2088, 2089, 2090, 2091, 2093, 2096, 2097, 2098, 2099, 2100, 2101, 2102, 2103, 2104, 2105, 2106, 2108, 2120, 2122, 2126

2193 541, 545, 550, 556, 559,

2301, 2303, 2334, 2746 845 2226, 2228 2053

2053, 2069 2053 2053, 2069 2053 2053 2053 2053, 2069 2053 1917, 1918, 1920, 1921,

1922, 1923, 1925 1918, 1920, 1921, 1922,

1923, 1925 1918, 1922, 1923 1920 303 303 2857, 2982 2857, 2982 2857, 2982

Page 252: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

250 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

condelphine--- condensamine- condoline conessidine conessimine conessine

conf usine conhydrine— ^-conhydrine- coniceine

commine conkurchine___ conkurchinine. connigelline conoUine conquinamine-

consolicine consolidine convicine convolvamine. convolvicine- - convolvidine. _ con vol vine coptine coptisine

cordrastine_- coreximine_- corlumidine. corlumine coronarine>_ corpa verine- coruscine corybulbine.

corycavamme. corycavidine__ corycavine corydaline

cor y dine _

C26H39NO6- C24H28N206_ C18H25NO6-. C21H32N2 C23H88N2 C24H40N2

C25H39NO6- GgHnNO-. C8H17NO.- C8H15N...- C8Hi7N__..

C22H3flN2- C21H32N2- C25H36N2-

C13H20N2O.. C19H24N2O2-

C10H15N3O8- C17H23NO4.. C10H16N2 C'32H42N208_ C16H21NO4..

C19H18NO6

C22H25NO6-. CiflH2iN04-- C2oHi9NOft.. C21H21NO6-- C44H50N4O6. C20H26NO4.. C18H23NO6.. C21H26NO4-.

C2iH2iNOß_ C22H25NO5- C2iH2iNOß_ C22H27NO4.

corynantheidine corynantheine corynanthidine (rauwolscine,

a-yohimbine). corynanthine (rauhimbine) coryneine corynoxeine corynoxine corj^alline

C20H23NO4

C22H28N2O3 - C22H28N2O3 _ C2lH26N203_

C2lH26N203_ CiiHiflNOa-. C22H26N2O4 - C22H28N204_ CnHisNOa-

2728, 2756 2181 978, 1042 303 302 303 302I 303, 304, 305, 306,

307, 446, 449 2756 3600 3600 3600 456, 458, 459, 460, 461,

519, 2397, 2681, 3594, 3600, 3616

303 303 303 2794 1604 2844, 2857, 2868, 2873,

2981 609, 611, 614, 637 637, 2757 2037, 2038 1075, 1076 1075, 1076 1075, 1076 1075, 1076 2745, 2747, 2748, 2749 2507, 2513, 2514, 2518,

2553, 2555, 2564, 2574, 2587, 2746, 2748

2515 2518, 2548, 2746 2529, 2535, 2537, 2547 2529, 2535, 2537, 2547 417 2515 161 2514, 2518, 2534, 2541,

2545, 2547 2518, 2541 2518, 2541 2518, 2541, 2545, 2547 2514, 2515, 2518, 2524,

2528, 2529, 2534, 2538, 2541, 2545, 2547

2518, 2526, 2534, 2539, 2541, 2545, 2547, 2548, 2549, 2551, 2564, 2565

2959 2894, 2959, 2961 2959

366, 2892, 2894, 2959 703 2959 2959 2515, 2533

Page 253: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS 251

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. In table 1

cor3T)almine_

corytuberine.

costada vine— coumingaine.. coumingidine.

coumingine- crebanine_-_ crinamidine- crinamine— crinidine

ermine crispine criwelline crossopterine cryptaustoline crytocarpine cryptocavine (cryptopine). cryptolepine. cryptopalmatine crytopine (cryptocavine) _ _

cryptopleurine. cryptowoline.-. cuauchichicine. cularidine cularimine cularine

cupreme curalethaline curare alkaloids _ curarine

C-curarine C-curarine I C-curarine II C-curarine III— >_. curine (bebeerine) cuscamidine cuscamine cuscohygrine (bellaradine).

cusconidine. cusconine»-. cuspareine.- cusparidine- cusparine—

C20H23NO4.

C1ÍH21NO4

CieHnN^..

Q28H45NOfl (C27H43NO6).

C20H47NO6 C20H21NO4 CITHIANO» C17H19NO4 CieHnNOs

C17H19NO3- Ci8H23N06- Ci8H2iN06_

C20H23NO4

C21H23N05- CnHißNaO-

C.aH23N05-

C24H27NO3- C19H10NO4. C22H33NO2- C19H21NO4- C19H21NO4- C20H23NO4-

C19H22N2O2 - C25H81NO7..

C10H28N2O.

C20H21-N2 QÍ1H20N2-.. C20II22N2— C20IÍ 20N2— C36H38N2O6-

C13H24N2O.

C23H26N2O4. C23H26N204_ Ci8HiflN02-. C19H17NO3.. C19H17NO3-.

cyclanoline cycleanine (methylisochondo-

dendrine). cygnine cynoctonine

C30H28NO4-. C38H42N2O6.

Cl9H22N203_ C36Hß6N20i3-

2514, 2517, 2518, 2519, 2525, 2531, 2532, 2540, 2541, 2551

2518, 2529, 2541, 2545, 2547^ 2549

1389 1799 1799

1799 2350, 2357 100, 160, 161, 163 75, 92, 94, 98, 102, 106 79, 83, 92, 94, 100, 102,

160, 166, 168 100, 102, 106 168 102 2896 1464 1463 2530, 2532, 2546, 2560 503, 504 2347 2529, 2535, 2536, 2537,

2546, 2547, 2550, 2574, 2589

1474 1464 1096 2547 2548 2520, 2547, 2548, 2549,

2551 2198, 2857, 2981 2186 2168, 2170, 2176, 2202 2172, 2174, 2177, 2201,

2203, 2204, 2206 2209 2191, 2212, 3667 2212, 3667 2212, 3667 2309 2866 2866, 2868 1071, 1073, 1183, 1191,

3271, 3292, 3294, 3297, 3300, 3309, 3329, 3404, 3405, 3415, 3416

2866, 2868 2857, 2866, 2868 3085 3042, 3085 1232, 1805, 3042, 3083,

3084, 3085 2326 2326, 2350, 2351

1805, 1806 2722

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252 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

cynoglossine.

cynoglossophine . cytisine

damascenine daphnandrine daphnarcine daphnimacrine daphniphylline daphnoline daucine dauricine deacetyldiaboline deacetylgermitetrine deacetylneoprotoveratrine. deacetylprotoveratrine decorticasine dehydrocevagenine dehy drocory daline

C20H36NO8. CHHHNíO.

C10H13NO3-. C36H38N2O6- C,.H„N04_. C„H„N04-.

C34H34N2O8- C11H18N2 C38H44N2O6-

C39H61NO14-

C7HI¡N20L'.

C22H23N04

dehydrothalictrifoline delartine delatine delbine delcosine delphamine delphatine delphelatine (eldeline) delpheline delphinine delphinoidine delphisine delsemidine delsemine delsine delsoline delsonine deltaline demecolcine demethylcolchicine demethylhomolycorine. 0-demethyl-N-methyldeacetyl-

colchicine. de-N-methyltenuipine

C21H21NO4 C36H63N20n (?). C19H25NO3 C38H56N3O10 C24H3flN07-- — C25H41NO7 C27H45NO7 C27H41NO8 C25H39NO6 C34H47NO9--- C25H42NO4

C37H60N2O10- C37H53N3O10- C25H41NO7- C26H43NO7- C24H41NO6- C2iH33NOa__ C21H26NO5--

C17H19NO4- C20H23NO5-

C37H38N2O7 2375

609, 610, 611, 614, 620, 622, 623, 627, 637, 640

611 1043, 1608, 1623, 1624,

1625, 1626, 1628, 1629, 1630, 1631, 1632, 1657, 1663, 1688, 1691, 1693, 1694, 1697, 1699, 1702, 1703, 1704, 1705, 1708, 1712, 1713, 1715, 1802, 1808, 1811, 1812, 1813, 1815, 1817, 1818, 1821, 1822, 1824, 1825, 1827, 1828, 1830, 1831, 1850, 1851, 1852, 1860, 1947, 1979, 1981, 1990, 1991, 1993, 1995A, 1996,1999, 2001, 2002, 2003, 2005, 2007, 2015, 2023, 2024, 2025, 2033, 2034

2786, 2787, 2789 2373, 2374 151 1215 1214 2371, 2373, 2374 3601 2338, 2339 2204 2125 2125, 2135 2125 1586, 1589, 1591, 1592 2114 541, 2514, 2515, 2518,

2523, 2528, 2541 2540 2777 2760 2754 2757 2777 2754 2760 2760 2775 2775 2775 2772 2770, 2772, 2774 2770, 2774 2757 2757 2769 2052, 2053, 2069 2088, 2089, 2090 148 2073

Page 255: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS 253

Table 2,—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

demissidine-

dendrobine desacetylneoprotoveratrine_ desacetylproto veratrine deserpidine (canescine)

ll-desmethoxyreserpine (canes- cine).

desmethylcolchicine _-. --- desoxynupharidine *__ diaboline --- dicentrine

dichotamine dichroidine ot-f ß' and 7-dichroine_ dicinchonine _-_ diconquinine dicrotaline dictamnine

8,10-diethyllobelidiol dihydroagroclavine dihydrochelerythrine dihydrocorynantheine dihy droerysodine — dihydrosanguinarine C-dihydrotoxiferine C-dihydrotoxiferine I dihydroxytropane _. dilupine 3,4 - dimethoxy - 1 - (dimethyl -

aminoethyl) phenanthrene* 1,3 - dimethoxy -10 - methyl - 9 -

acridone. N*«, N«-dimethylhistamine O-dimethylisochondodendrine

(cycleanine). 2,6Hlimethylpiperidine N,N-dimethyltryptamine N,N-dimethyltryptamine oxide. dioscorine diphylline (stylopine, tetrahy-

drocoptisine). dipterine discretamine discretine discretinine disinomenine ---. distichine ditamine-, ---- 3,6-ditigloyloxytropane (tigloi-

dine). diversine (ex Cocculus diversi-

folius). diversine (ex Sinomenium acU"

turn).

C27H45NO_

C19H26NO2- C39HeiNOu- C27H43NOfl_. G32H38N2O8 -

C32H38N2O8-

C21H23NO6-. C16H23NO.. C2lH26N203_ C20H21NO4-.

C21-22H24-2«N204 - C18H25N3O3 . - C16H21N3O3 C38H44N4O2 C40H46N4O3 C14H19NO5—— C12H9NO2 -.

C14H29NO2-. C16H20N2O-. C21H19NO4-. C22H30N2O3 _ C20H21NO3- C20H16NO4-. C20H23N2 C20H22N2 CsHijNOj..

C20H23NO2-.

CieHîjNOs-

C38H42N2O6-

C7H15N C12H16N2 Cl2Hi6N20_. C13H19N02- C19H17N04-.

CiiHuNi-. C19H21NO4-

C40H52N2O10-- Ci8-19H2lN05_ CißHiöNOz— C18H27NO4—

C20H27NO5-

C20H27NO6-

3443, 3444, 3458, 3460> 3491,3494,3500

2485, 2487, 2488, 2489 2125 2125 360A, 366, 374, 377A, 378,

390, 393, 394, 402, 404, 405,427

366

1394 2442 2171 2350, 2548, 2549, 2551,

2552 429 3238 3238 2857, 2870, 2873, 2981 2844, 2857 1669, 1670 3014, 3016, 3033, 3043,

3055, 3075, 3077, 3105, 3126, 3130, 3153, 3155, 3157A

727 1389 2507 2959 2316 2507 3667 3667 1183, 1191 1867 1462, 1477

3003

3033 2326

834, 835 359, 1942, 1944 1942, 1944 1149, 1150 2595

813, 814, 830 230 230 230 2347 78 242, 246 3292, 3294, 3304, 3305

2313

2347

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254 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids andithe plants in which they occur—Con.

Alkaloid

domesticine (epidicentrine, nan- tenine).

domestine donaxarine donaxine (gramine) doryphorine douglasiine— douradine drummine dubamine dubinidine dubinine a- and /3-earleine echiine echimidine echinatine echinops-fluorescine- _ echinopseine echinopsine

/3-echinopsine. echitamidine.. echitamine

echitenine echiumine edulein eduline edulinine edulitine elatidine elatine eldeline (delphelatine)-. eleagnine ellipticine elliptine (isoreserpiline). elliptinine elymoclavine emetamine emetine

emetoidine. ephedrine—

^-ephedrine-

Formula

CiflHi9N04

C20H21NO4-. C13H16N2O2- CnHi4N2-.. C18H21NO4-.

C14H19NO2- C13H17NO4. CieHizNOfi-.

CaoHsiNOr. C15H25NO6.

CioHíNO-

CioH9NO__- C2oIl26N203_ C22H28N204_

C20H27NO4.-. C20H31NO6... C17H15NO2— C17H15NO2-.. C16H21NO4-.. CiiHnNOa- C26H41NO7-. C38H60N2O10- C27H41NO8- C12H14N2 C18H14N2 C28H28N205_.

C16H18N2O.. C29H36N2O4- C29lÏ4oN204_

CioHisNO.

epiberberine epidicentrine (domestine, nan-

tenine).

CioHißNO-

C20H17NO4-

Plant entry No. In table 1

587

587 1335 1335 2376 983 2949 1219, 2438 3097 3097, 3098 3097 1619 1264 613 632 915 915 908, 909, 910, 911, 912,

913, 914, 915, 916, 917 915 237, 242 235, 236, 237, 239, 242,

245, 246, 247 242, 246 613 3033 3033 3033 3033 2760 2760 2760 1163, 1164, 1166, 1167 338 338 338 1389 2841, 2842, 2965 2833, 2834, 2840, 2841,

2842, 2901, 2912, 2922, 2923, 2964, 2965, 2966, 2979, 2983, 2991, 2994, 3651A

2965 788, 1298, 1300, 1301,

1303, 1305, 1306, 1308, 1309, 1310, 1311, 1312, 1313, 1314, 1317, 1319, 1320, 1321, 1322, 1323, 2271, 2273, 2592, 2712, 3566

788, 1298, 1299, 1300, 1303, 1306, 1307, 1309, 1310, 1311, 1312, 1313, 1314, 1316, 1317, 1320, 1322, 1323, 2271, 2592, 3566

541 587

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ALKALOID-BEARING PLANTS 255

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid

epilupinine epilupinine N-oxide epiquinidine epiquinine. epistephanine ^-epistephanine 3-epi-a-yohimbine (iso-rauhim-

bine). equisetine equisetonine eremophiline ergocornine ergocorninine ergocristine ergocristinine ergoheptine ergohexine ergokryptine ergokryptinine ergometrine (ergonovine) ergometrinine ergonovine (ergometrine) ergosine ergosinine ergotamine ergotaminine ergothioneine.. ergotinine ^-ergotinine ^ ergotoxine ericodinine eritrocurarine I eritrocurarine II erysodine

erysoline.. erysonine. erysopine.

crythraline_

Formula

CioHiaNO.

C20H24N2O2- C20H24N2O2- CiflH23N03- CiflH2iN03_- C2lH26N203_

C17H29N3O2- C18H31N3O4-

C31H39N5O5- C31H39N5O5- C35H39N5O5. C35H39N5O5- C32H38N504_ C31H30N5O4- C32H41N5O5- C32H41N5O5- Ci9H23N302_ C19H23N3O2- C19H23N3O2- C3oH37N505_ C30H37N5O5- C33H35N5O5- C33H35N5O5- C9Hi5N302S_ C35H39N505_.

C35H4,N506

C18H21NO3

erysothiopine

erysothiovine

erysovine

C2oH23N07S_

Cl8H2lN03__

C18H19N03-

Plant entry No. in table 1

C6HUNO2S Ci7Hl9N03_ C17H19N03-

Cl9H2lN07S_

560871—61- -17

1891, 1898 1898 2857 2857 2350, 2355 2355 401

1176 1176 984 1389 1389 1389 1389 1387 1387 1387, 1389 1389 1389 1389 28 1387, 1389 1389 28, 1389 1389 29, 1336, 1389 1389 1389 1389 1178 2172, 2177 2177 1738, 1741, 1742, 1743,

1751, 1752, 1753, 1754, 1757, 1758, 1759, 1760, 1761, 1763, 1766, 1773, 1779, 1781, 1784, 1785, 1792, 1795

1116 1738, 1751, 1752, 1763 1738, 1739, 1741, 1742,

1743, 1751, 1752, 1753, 1754, 1758, 1759, 1761, 1763, 1766, 1773, 1779, 1781, 1783, 1784, 1785, 1792

1741, 1743, 1759, 1763, 1766, 1784

1741, 1743, 1759, 1763, 1766, 1779, 1781, 1784

1738, 1739, 1741, 1742, 1743, 1751, 1752, 1753, 1754, 1757, 1758, 1759, 1760, 1761, 1763, 1766, 1773, 1779, 1781, 1783, 1784, 1792, 1795

1738, 1752, 1753, 1754, 1758, 1760, 1761, 1763, 1765, 1773, 1794, 1795

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256 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid

erythramine-

erythratidine. erythratine _ _

erythricine erythrocurarine III _ _ a- and /3-erythroidine_ erythrophlamine erythrophleine escholerine eschscholtzine esenbeckine eseramine eseridine 8-ethylnorlobelol-I etiopine eucurarine eupatorine europine N-oxide e vodiamine evodine evolatine evolidine evolitrine e voxanthidine evoxanthine evoxine evoxoidine eximidine eximine F 15 F 16 F21 F 22 F24 - F25 F 28 F29 F 30 F 33 F35_-- F 37 F 38 F 40 F 41 F42 F43 F45 F 46 F49 F51 F52 F 53 --- F 54 F 55 F 56 F57 F58 F59 F60

Formula

C18H21NO3

CiflH25N04 C,8H2,N04

C10H9NO2-

C16H19N03.- C25H3«N06_. C24H39N05-. C41H61N013-

Ci6H25N403_ Ci5H23N303_ C9Hi9NO-_.

C20H23N2O_

CioHnNaO.. C18H19NO5-- CisHaiNOe-- C15H23N3O4-. CisHuNOs.- Ci5HnN04_- Ci6Hi3N04_- C16H21NO6-- C15H15NO4-- C2oH2sN04_. C2oH23N04_- C19H19N05.- CisHnNOs-- C20H25NO4.- C37H40N2O10- Ci9H23N04_- C19H17NO6-- C17H19NO3-. C19H21NO4-- C19H21NO4-- C19H21NO4-- C20H23NO4-- C2iH23N05-_ C20H19NO6--

C20H23NO4- C20H19NO8- CuHöNOz- C20H23NO4- C20H23NO4-

C2lH2lN08_ C19H23N05-

C23H27N06- C18H21N03- C22H21N05- C20H23NO4- C20H21NO3-

Plant entry No. in table 1

1752, 1753, 1754, 1758, 1763, 1784, 1792

1758 1752, 1753, 1754, 1758,

1763 1279 2204 1741, 1743, 1751, 1793 1801 1801 2127 2556 2900 1940 1940 727 469 2211 927 620 3058 3060 3050 3060 3055, 3130 3060 3050, 3060, 3155A 3034A, 3060 3060 2548 2548 2537 2537 2548 2545 2515 2546 2515 2548 2548 2517 2517 2560 2560 2532 2527 2527 2527 2531 2531 2530 2533 2520 2529 2529 2529 2528 2515 2569 2540 2540

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ALKALOID-BEARING PLANTS 257

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid

F 62 fagaramide f agaramine f agaridine a-f agarine 7-fagarine (haplophine) _

Ô-fagarine x-fagarine fagarine II fagarine III f alcatine f angchinoline febrif ugine f edamazine fiancine flavopereirine flexinine flindersiamine flindersine floribundine floripavidine floripavine flueggeine fluorescent alkaloid I__ fluorescent alkaloid II _ fluorocordatine C-fluorocurarine

C-fluorocurarinine _ fluorocurine .

Formula

CigHirNOs. Ci4HnN03_ CnHnNOa. Ci9H24N07_ C19H23NO4- CisHisNOa-

^-fluorocurine C-fluorocurine C-fluorocurinine fluorosolimoesine I fluorosolimoesine II fluorosolimoesine III fluorosolimoesine IV folicanthine f oliosidine formosanine (uncarines A & B) _ N-formyldesacetylcolchicine

(compound B), forsteronine fritillarine -_^_. fritilline fritimine fritiminine f uchsisenecionine fumaramine fumaridine fumarinine fumaritine fumvailine f untumidine- funtumine > ___. galanthamidine

C2lH23N05_ C22H26NO4- C17H19NO4-. C37H4oN206_ C16H19N3O3- C2oH2oN20_. C„H„NO,..

Ci,H„N04.. CuHnNO».. C23H26N2O7 - C18H19NO2-- C21H29NO5-- C19H21NO4- CioHisNO-.

C2oH23N20_

C20H22N2O2 -

C20IÎ25N2O2 - C20H25N2O2 _ C2iH29N202_

C18H23N3 _ _ . C17H23NO5-. C21H24N2O4- C2lH23N06_.

C19H33NO2- C25H41NO3- C38H62N2O3.

C12H21NO3- C2lH22N205_ C23H26N205_ Ci6Hi5N04-_ C20H21NO5- C20H19NO6- C2lH37NO-_ C2lH36NO_- C18H23N05-

Plant entry No. in table 1

2525 3064, 3068, 3166 3068, 3085 3064, 3068 3063, 3068 3014, 3033, 3063, 3105,

3130 3063 3063 3063 3063 162, 165 2321 3238, 3240 2208, 3667 151, 156 297, 299 163 3072, 3074, 3075, 3077 3070 2581 2581 2579, 2581 1230, 2107A 2204 2204 2204 2172, 2191, 2203, 2204,

2206, 2209 2209 2174, 2189, 2201, 2203,

2204, 2206, 2208, 2209 2212 2190, 2208, 2212, 3667 2191, 2212, 3667 2203 2203 2203 2203 713, 715 3098 2943 1394,2088,2089,2090

292, 293 2086 2086 2082 2087 988, 1042 2559, 2562 2562, 2563 2562 2562 2563 295 295 117

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258 TECHNICAL BULLETIN 1234, U.S. DEBT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

galanthamine (lycoremine) _ Ci7H25N03-_

galanthidine- galanthine.-.

CHH17NO3- C16H23NO4-

galegine galipidine galipine galipoidine galipoline gambirine — ganiarine _____ garryfoline _-_ garryine geissoschizoline geissospermine gelsedine gelsemicine gelsemidine gelsemine gelseminine gelsevirine geneserine. ^ genisteine (l-a-isosparteine)_ gentianine

CôHisNa-

C20H21NO3- C19H15NO4- C19H19NO3- C22H26N204_

geralbine _ germanitrine _ _ ^_- germbudine germerine germidine germine germinitrine germitetrine germitrine gindaricine gindarine (caseanine) gindarinine (calystigine) _ girgensonine glaucentrine

glaucidine. glaucine__.

C22H33NO2-- C22H33NO2-- CHsaNaO.. G40H50N4O3- Ci9H24N203_ C19H24N2O3-

C20H22N2O2-

C21H24-26N2O3- C15H21N3O3-- C16H28N2 C10H9NO2----

C22H33NO2-- C39H59NOn_ C37H59NO12- C37H59NOu_ C34H53NOiO- C27H43N08- C39H57N03- C41H63N014- C39H61N012- CisHisNOa- C2lH25N04-_ C21H21NO4- C13H16N2O.. C20H23NO4-

C21H25NO4

gloriosine glycosine (arborine)- glycosmimine glycosmine gnoscopine gramine (donaxine)_ graminif oline grandiflorine grantianine

C22H25NOg_ Ci5Hi2N20_

C22H23N07- CiiHi4N2-_ C18H23N05-

88, 94, 105, 114, 115, 117, 132, 136, 137, 141, 143, 144, 145, 146, 147, 148, 151, 152, 153, 155, 155A, 156, 158, 170, 174, 180, 182, 183 A, 187

117 94, 98, 114, 117, 136, 150,

151, 152, 155, 155A, 156, 185, 186

1804 3085 3042, 3085 3042, 3085 3085 2943, 2944 3635 1096 1095, 1097, 1098, 1100 299 297, 298, 299 2153 2153 2153 590, 2152, 2153 2153 2153 1940 1702, 1713, 1828, 1985 1156, 1276, 1278, 1279,

1280, 1281, 1282, 1283, 1283A, 1284, 1285, 1286, 1287, 1289, 1290

2125 2128 2135 2125,2132,2135 2135, 2143 2125, 2135, 2143 2128 2125 2135 2353 2353 2353 830, 831 2539, 2548, 2549, 2551,

2566, 2567, 2568 2584 2539, 2541, 2548, 2549,

2551, 2564, 2565, 2566, 2567, 2568

2090 3091 3091 3090 2589 1335, 1343 991 3455

C18H23NO7 1671

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ALKALOID-BEARING PLANTS 259

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

gratambuine guachamacine guaiacurarine I guaiacurarine II guaiacurarine III guaiacurarine IV guaiacurarine VIII guaiacurarine IX guaiacurarine X guaiacurine C-guaianine guatambuine (U-alkaloid C) guvacine guvacoline haemanthamine (natalensine)—

haemanthidine-

haemanthine haemultine halost achine hamadine hanadamine Hanamiyama base l^aploperine haplophine (7-fagarine). haplophylline haplophytine harmaline harmalol harmine

haslerine hastacine hasubanonine hedyotine hemultine heleurine N-oxide helioeupine heliotridine heliotridine N-oxide heliotrine heliotrine N-oxide hercynine herpestine heteratisine heterophyllin (aricine) hetisine hexalupine (thermopsine). himaline himandravine himandreline himandridine himandrine himanthine himbacine himbadine

C21H24N2O. C18H20N2— C6H9NO2--. C7H11NO2-. CnHi9N04-

C17H19NO5-

C18H21NO5. C16H17NO3- CgHisNO--

C21H24N2O4

C17H19NO6-. CiaHnNOa- C16H23NO4.. C27H31N3O5. CISHHNSO.. C12H12N2O.. C13H12N2O..

C18H27NO5.. C21H29NO5.. C,6H22N203- C16H17NO3..

C16H27NO6.. C16H27NO7-. C16H27NO5-. C16H27NO6-. CflHisNsOa-. C34H46N20e. C22H33NOß_. C22H26N204_ C20H27NO3- C16H20N2O.. C17H23NO3«. C21H33NO2.. C32H41NO7-. C30H37NO7-. C30H37NO6- C37H40N2O6. C22H35NO2-- C21H31NO2-

260A. 325A 2177 2177 2177, 2204 2204 2177 2177 2204 2177, 2204 2177, 2212 260A 2498 2498 78,83,92,94,98,108,115,

123, 132, 133, 136, 137, 141, 142, 151, 152, 153, 155,155A, 156,158,166, 173, 181,182,183A, 184, 185, 186

123, 125, 126, 128, 147, 150, 173, 182

80 74A, 125 832 1071 2946, 2995 2720 3100 3099, 3100 3101 301 2254, 3128, 3661 3128, 3661 2254, 2256, 2257, 2258,

2259, 3128, 3661 268 883 2355 2909 125 620 624 620 620 620, 622 620 19, 24, 2671 3122, 3244 2699 374 2699 1870 3412, 3415 1381 1381 1380 1380,1381 546 1380, 1381 1380

ß60871—61- -18

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260 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

himbeline himbosine himgravine-. himgrine hippeastrine_

hippopheine hodorine holaf rine holarrhenine holarrhessimine holarrhetine holarrhidine holarrhimine holarrhine holstiine holstiline a-homochelidonine /3-homochelidonine (a-allocryp-

topine). 7-liomochelidonine (jS-allocryp-

topine). homolycorine (narcipoetine)

i/'-homoly corine homophleine homoquinine homostachydrine homostephanoline homothermopsine hordenine (anhaline).

C22H35NO2--- C43H45NOi3(?)- C22H33NO2 C22H33NO3 C.jHnNOs—-

C19H31NO5.. C29H46N2O2- C24H38N2O.. C22H36N20_. C30H48N2O2- C2lH36N20_. C21H36N2O.. C2oH38N203_ C23H28N204_ C23H30N2O4- C2lH23N05_. C2lH23N05_.

CaiHgsNOfi-

C19H23NO4.

hortiacine hortiamine hunnemannine hyatine hyatinine hydrastine hydroalkamine S hydrocinchonidine hydrocinchonine hydrocotarnine hydrocotyline hydrohydrastinine I hydroipecamine hydroquinidine hydroquinine hydrorhombinine hydroxyberberine 1 - hy droxy - 2,3 - dimethoxy -10 -

methyl-9 ( 1 OH)-acridone. 7-hy droxy-3,6-ditigloyloxy tro-

pane, hydroxylupanine (octalupine) -.

hydroxy matrine N-hy droxyplatyphylline -

C19H23NO4-. C56H9oN209_

C32H44N2O7. CTHJíNJO..

C10H15NO-.

Ci9Hi8N203_ C20H17N3O2- CgoHaiNOs-. C35H38N205_ C3oH32N209_ C21H21NO6- C27H45NO8-.

C12H15NO3.. C22H33N05_. C11H13NO2-. C28ll35N204_ C20H26N2O2 - C20H26N2O2- C16H30N2O2-

C16H15NO4-

C18H27NO5-

C15H24N2O2

C15H24N2O2.

1381 1380 1380 1381 94, 125, 132, 133, 136, 141,

142, 151, 153, 156, 171, 174

1168 3521 302 302, 303, 304, 306 303 302 303 302, 303 303 2181 2181 2513 2510, 3063, 3161, 3178

3161

85, 132, 133, 137,141, 144, 145, 148, 150, 151, 153, 155, 155A, 156, 158

148 1801 2981 1902 2355 1878, 2024 704, 706, 1334, 1336, 1341,

1342, 1343, 1351, 1352, 1354, 1355, 1358, 1360

3105 3105 2569 2312 2312 551, 2782 2114 2857 2982 2589 3605 2541 2842 2857 2857 1883 533 3060

3292, 3294, 3300, 3302

1713, 1863, 1865, 1875, 1890, 1892, 1895, 1900, 1985

1994 993

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ALKALOID-BEARING PLANTS 261

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

8-hy droxyspartalupine 3-hy droxystachydrine 5-hydroxytryptamine (seroto-

nin). hy droxy tyramine hygrine j8-hygrine hygroline hymenodictine hyoscine (scopolamine)

hyoscyamine

C15H26N2O. C7H13NO3-. C10H12N2O.

CsHnNOz- CgHißNO.. C14H24N2O CsHnNO. C23H40N2-. C17H21NO4

C17H23NO3

^-hyoscyamine (norhyoscya- mine).

hypaconitine

C16H21NO3-

C33H46NO10-

hypaphorine. C14H18N2O2

hypoepistephanine hypognavine hypoquebrachine hypotuberostemonine _ ibogaine ibogamine

C27H31NO5

iboluteine iboxygaine ignavine imperialine (sipeimine). imperoline imperonine incanine incanine N-oxide indaconitine indicaine indicamine insulamine— insulanoline insularine Integerrimine inuline

C20H26N2O— C18H22N2

(CMHMNJ) C20H24N2O2-- C20H26N2O2 C27H31NO6--- C27H43NO3--- C27H45NO3--- C27H45NO3— C18H29NO6 — C18H29NO7--- C34H47NO1O— CioHiiNO___. Ci4H23NO___. Ci6HiflN03--- C37H38N2O6- - C36H34N2O4- - C18H26NO5--- C16H23NO4.--

1895 759 38, 468, 1914, 2262, 2404,

3617, 3617A 1713, 2433 1071, 1183, 1191 1183, 1191 1183, 1191 2915 2214, 3271, 3287, 3288,

3291, 3292, 3294, 3297, 3298, 3299, 3300, 3301, 3302, 3304, 3305, 3307, 3308, 3309, 3332, 3406, 3411, 3415

24, 25, 946, 3271, 3272, 3287, 3288, 3291, 3292, 3294, 3295, 3297, 3298, 3299, 3300, 3301, 3302, 3304, 3305, 3307, 3308, 3309, 3310, 3328, 3329, 3330, 3331, 3332, 3406, 3411, 3413, 3414, 3415, 3416, 3417, 3417A

3332

2686, 2691, 2695, 2697, 2698, 2700, 2702, 2708, 2712, 2713, 2719, 2720, 2721, 2728, 2729, 2731, 2735

1738, 1739, 1741, 1743, 1751, 1752, 1753, 1754, 1758, 1759, 1760, 1761, 1763, 1765, 1766, 1768, 1769, 1773, 1781, 1783, 1784, 1785, 1792, 1793, 1794, 1795

2355 2720 266, 267 3522 310, 425 310, 413, 425

425 310 2701, 2709, 2720, 2729 2079, 2079A 2079 2079 642 642 2687 2657, 2658 2657 151 2326 2310, 2311, 2326, 2355 997, 1003, 1672 940

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262 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

ionidine ipecac-alkaloid A ipecamine irenine isatidine isoaconitine isoajmaline isoammodendrine (sphaerocar-

pine). isoaristolochic acid isocaly canthine isochaksine isochondodendrine

CiflH25N404- C19H29NO7-. C28H36N2O4- C17H23NO3-. Ci8H25N07-. O34H47NO11. C20H28N2O2- C12H20N2O-.

Ci7HnN07-- C22H26N4— C12H21N3O2- C38H38N2O6-

isococlaurine isoconessimine isocorybulbine isocorydine (luteanine).

C17H19NO3- C23H38N2_ - C21H26NO4- C20H23NO4-

isocorypalmine- C20H23NO4

C-isodihydrotoxif erine isodomesticine isofebrifugine isogermidine (neogermidine) isoguvacine isohypognavine isoleontine isolobinanidine isolobinine isolupanine a-isolupanine isolupinine isolycopodine isoorensine isopelletierine isopenniclavine isophysostigmine isopilocarpine isopiptanthine isoporoidine isopropylvinylputrescine isopyrine ^-isopyrine isopyroine isorauhimbine (3-epi-a-yohim-

bine). isoraunescine isoreserpiline (elliptine)

C20H22N2— C19H19NO4-. Ci6Hi9N303_ C34H53NO10. CflHfiNOz--.

Ci5H24N20_. CgHgyNOa-. C18H25NO2- C15H24N2O.. C15H24N2O.. CioHi9NO_. Ci6H25NO__. CiflH24N20.. CsHisNO... C16H18N2O2. C16H21N3O2- C11H10N2O2- C14H24N2— C12H21NO2-. C9I120N2

isoreserpine isoreserpinine isorh vncophylline _ isorubijervine isorubijervosine_ _ - isosetoclavine

C28H46NO»_. C'2lH26N203_

CHaeN^Os- C23H28N205_

C33H4oN209_ C22H26N204_ C'22H28N204_ C27H43NO2-. C33Hß3N07.. C,flHi2N20-.

2556 2965 2842 151 976, 998, 1017, 1025, 1031 2736 401, 408 1604

484, 495 713, 714, 715, 716 1643 648, 1504, 2300, 2305,

2306, 2307, 2308, 2309, 2312, 2326, 2344

2308 303 2518, 2534, 2541 1462, 1477, 2335, 2369,

2383, 2526, 2534, 2539, 2545, 2547, 2555, 2564, 2566, 2568, 2596, 3161, 3178

2517, 2518, 2526, 2529, 2531, 2534, 2541

2212, 3667 587 3238 2135, 2141 2498 2701, 2736 569 727 727 1865, 1895 1869 1891 2222 1588, 1591, 1720 1103, 2681, 3305 1389 1940 3142, 3144, 3145 1946 3305 1737 2785 2785 2783, 2785 401

366, 378 338, 363A, 365, 366, 369,

378, 391, 398, 408 378 366, 378 2947 2125, 2127 2127 1389

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ALKALOID-BEARING PLANTS 263

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

isosinomenme a-isosparteine (genisteine) ß-isosparteine (spartalupine). isostemonidine isotalatisidine isotazettine isotetrandrine

isothebaine isotomine isotrilobine isotuberostemonine _ isovincamine isovoacangine soyohimbine

jaborandine ^-jaborine jacobine

C19H23NO4-. C16H26N2— C16H26N2 — C19H31NO5-. C23H37NO5-- CisHaiNOß-. C38H42N2O6-

CiflHziNOs-.

C36H36N2O5 - C22H33N04_. C2lH26N203_ C22H28N203_ C2iH26N203_ C18H28N2O2-

jacodine (a-longilobine, seneci- phylline).

jacoline jaconine jacozine jambosine japaconitine jatrophine jatrorrhizine (neprotine)

C18H25NO6-

C18H23NO5-

C18H27NO7-- C20H32CINO7- C18H23NO6--- C10H16NO3---

C14H20NO6- C20H21NO5-

javanme jaxartinine. j er vine

C10H15NO.. C27H39NO3-

^-jervine jesaconitine junceine Kajigamori base kamassine (quebrachamine) _ Katsuyama base I Katsuyama base II 4-ketodihydroquinazoline kobusine ^-kobusine kokusagine kokusaginine

C33H49NO8--- C36H49NO12-- C18H27NO7--- C23H27-29-N Oe- Oi9H2flIN2 C22IÎ27-29N Os- C29H35N06--. CgHeNaO---. C20H27NO2--- C20H27NO3--. C13H9NO4- — Ci4Hi3_i6N4_-.

kokusaginoline kopsamine (kopsine). kopsaporine kopsiflorine kopsilongine kopsine (kopsamine). kopsingarine

C17H13NO5--- C24H28N2O7 — C23H26N2O6 — C23H28N2O5— C24H30N2O6 — C24IÏ28N2O7 — C23H.28-3oN207_

2347 1869 1895 3520 2728,2756 143 548, 2313, 2315, 2351,

2358, 2369 2578, 2584 720 2320, 2321 3522 431, 436 412 401, 2894 2638, 2647, 3145 3149 975, 981, 986, 999,

1014, 1042 970, 981, 999, 1014

999 999 999 2418, 2420 2695 1237 533, 535, 541, 542, 545,

548, 550, 556, 557, 559, 573, 575, 576, 579, 580, 581, 582, 584, 587, 2301, 2303, 2322, 2323, 2329, 2333, 2334, 2746, 2748, 2801, 3134

2844, 2857, 2864 3669 2042, 2125, 2127, 2128,

2129, 2131, 2132, 2134, 2135

2125, 2127, 2128, 2135 2695, 2709, 2719, 2727 1673 2720 300 2720 2720 3238 2695, 2702, 2703, 2719 2703, 2734 3060, 3126 3003, 3050, 3055, 3060,

3074, 3075, 3077, 3091, 3126, 3130, 3152

3126 315, 317 320 317 317 313, 315, 316 320

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264 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. In table 1

kopsingine kopsinine koumine kouminicine kouminidine kouminine kounidine krigeine kukoline kurchamine kurchicine kurchine L2 L3 L4 L5 L8 (L30) L9 L 10 L 11 (annotine). L 13

14. 15_ 16. 17. 18. 19.

L L L L L L L20 L21 L22 L23 L24 L25 L26 L 27 (acrifoline) _ L28 L29 L30 (L8) L31 L33 L34 L35 laburnine lagochiline lamarkine lambertine lanceine

lantanine lanthopine lappaconitine lasiocarpine lasiocarpine N-oxide_ laudanidine laudanine laudanosine laureline laurepukine laurif oline

C24H28N2O7. C21H26N2O2- C20IÏ 22^20-.

CÄsN^Oi-

C21H24N2O5- C18H21NO6.. C16H20NO3-. C22IÎ36N2 C2oH36N20_. C'23ll38N2 C18H29NO2-. C18H31NO2-. Ci6H27N___. C18H28N2O2 - C16H25NO2-. C16H25NO2-. Ci6H27NO__ C16H21N03-. CieHssNO..

CieHssN.... C20H31NO4-- CieHssNO.. C18H27NO3-. C17H22N4O8-

C17H27NO2- CisHaiNO.. C16H27NO.. C16H25NO2- Ci6H25NO_. C16H25NO2- CisHasNO.. C16H21NO2- C17H27NO2- C16H23NO2- C16H25NO2. C20H29NO4-

C16H25NO2 C14H21NO C8H15NO C12H23NO2 Ci3Hi2N206 C20H19NO4 C'2oH26N203

(CîiHsoNîOi)

C23H25NO4- C'32H44N208- C21H33NO7.. C21H33NO8.. C20H25NO4.- C20H25NO4- C21H27NO4- C19H19NO3- C18H17NO4- C22IÎ33NO2-

320 315, 317 2152 2152 2152 2152 2152 164 2313 303 302, 303 303 2226, 2228 2226, 2228 2226, 2228 2226, 2228 2222, 2234 2222 2222 2222 2225, 2230, 2231, 2232,

2235 2235 2235 2231 2231 2225 2225 2230 2230 2230 2230 2230 2230 2232 2223 2222, 2223 2222, 2223 2223 2222, 2223 2224 2227 2227 1702 1408 1090 550, 556 323

3633 2589 2691, 2714, 2722 620, 622 620 2589 2589 2589 1488, 2830 1488, 2380 2316, 3157A

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ALKALOID-BEARING PLANTS 265

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid

laurotetanine.

lelobanidines I, II lelobanidine III leontamine leonticine leontidine leontine leonurine leonurinine leptactinine leptaflorine (tetrahydrohar-

mine). leptocladine lettociae leucenol (mimosine) leurosine lilloine linantenine lindelof amine lindelofine lobelanidine lobelanine lobeline

lobinaline lobinanidine lobine lobinine lochneram lochnericine lochnerine loganine loliine loline lolinidine ût-longilobine Oacodine).__ jS-longilobine (restrorsine) _ lophanterine lophilacrine lophiline lophocerine lophophorine loturidine loturine (aribine) loxopterygine lucaconine lucidine-L lucidine-S lucidusculine luffanine lumicolchicine lunacridine lunacrine lunamaridine lunamarine lunariamine lunaridine

Formula

Cl9H2lN04-

C18H29N02

C]4H26N2-

C14H18N2O.. Cl5H24N20-_ C10HHN2O2- CIOHHNSOS-

CuHieNaO.

C13H16N2-- C17H25NO2- C8H10N2O4-

C20H33NO5- C15H27NO4- C22H29NO2- C22H25NO2- C22H27NO2-

Plant entry No. in table 1

C28H38N20__ C18H27NO2-. C23H31N3O4- CÍ8H25NO2-

C2lH24N,03 C2O-21H26-28N2O2

CSHHNO-

C18H23N05- C18H25N06-

C14H25-27N02 C^7_28H36_38N203

C13H17NO3-

C23H2oN4__, ^261134^202 C21H33NO6-

C24H37NO4-

C17H23NO4- C16H19NO3- C16H15NO2- C18H15NO4- C24H33N304_ C25H31N3O4-

846, 1376, 1451, 1457, 1476, 1489, 1490, 1491, 1492, 1496, 1497, 1498, 1499, 1501, 1507, 1514

727, 730 730 569 570 569 569 1413 1413 2921 2920

813, 814 303 1857 438 1941 1288 626, 631 626, 631 727, 737, 738 727, 732A, 733, 739 722, 724, 725, 727, 730,

731, 732, 732A, 733, 734, 736, 737, 738, 739

722 727 1929 727 3667 438 438 2188 1349 1345 1345 969, 979, 983, 984, 1008 969,983,984, 1008, 1016 2260 736 736 683 684, 690 3558 3558 190, 191, 192, 194 2703 2188 2188 2703 1131 2090 3106, 3107 3106, 3107, 3108 3106, 3107 3106, 3107 1121 1121

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266 TECHNICAL BULLETIN 12 34, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

lunarine. lunasine. lunine--. lupanine

lupanoline lupilaxine lupinine lurenine luteanine (isocorydine). luteine LV-1 LV-2 LV-3 LV-4 ly caconitine ly coctonine lycodine lycopodine

lycoramine lycoremine (galanthamine) _ 1 vcorenine

lycorine (narcissine) _

^-lycorine macarpine macoubeine macralstonidine _ macralstonine macrocarpine macrophylline macrophylline A_ macrophylline B_ maculine maculosidine

C26H31N3O4 C16H21NO5. Ct6HnN04- Ci5H24N20_

C15H24N2O2- C15H24N2O2- C10H10NO..

C20H23NO4- C15H16NO4- CisHaaNzO.. C15H24N2O2- C20H27NO4— C17H23NO5- C36H46N20io_

C17H24N2-- C,6H25NO_

C17H25N03- C17H23N03- Cl8H2,N04-

C16H17N04-

C16H17N04-

G22H26N202- C41H50N4O3- C4lHß4N405.

C13H21N03-. C2oH23N202_

C13H9NO4-. Ci4Hi3N04>

1120, 1121 3106, 3107 3108 569, 1632, 1690, 1695,

1702, 1712, 1713, 1714, 1820, 1863, 1865, 1866, 1869, 1871, 1874, 1877, 1880, 1883, 1886, 1890, 1891, 1892, 1894, 1895, 1897, 1900, 1964, 1966, 1967, 1985, 2040, 3466

1895 1880, 1895 808, 1882, 1886,1887, 1889 738 2526 175 1898 1898 1898 1898 2696, 2705 2752 2222 2222, 2223, 2225, 2226,

2227, 2228, 2230, 2231, 2232, 2234, 2235

148, 150 148 88, 118, 119, 143, 144, 145,

148, 150, 151, 152, 153, 155, 155A, 158, 186

72, 73, 74A, 75, 78, 79, 80A, 81, 83, 84, 85, 86, 88, 89, 90, 92, 94, 95, 96, 97, 98, 100, 102, 103, 104, 105, 106, 107, 108, 110, 111, 113, 114, 115, 116, 117, 121, 123, 125, 131, 132, 133, 136, 137, 138, 139, 140, 141, 142, 143, 144, 145, 146, 147, 148, 150, 151, 152, 153, 154, 155, 155A, 156, 158, 160, 161, 162, 163, 164, 165, 166, 167, 168, 170, 171, 173, 174, 175, 176, 177, 178, 180, 181, 182, 184, 185, 186, 187, 188

90, 148 2574 325 240, 244, 247, 248 240, 244, 247, 248 2803 240, 1009 2189 2189 3075, 3077 3077

Page 269: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS 267

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

maculosine magnarcine magnocurarine _

magnoflorine--.

magnolamine_. magnoline makrotomine-. manacine mandragorine- manthidine man thine margosine masonine matrine

matrine N-oxide_ mauiensine mavacurine

C-mavacurine. mayumbine meconidine medicosmine.- megacarpidine_ melicopicine.-- melicopidine. _ melicopine melinonine A__ melinonine B__ melinonine E__ melinonine F_- melinonine G-_ melinonine H_. melinonine I-- melinonine K_. melinonine L__ melinonine M_ menisarine menisidine menisine menisperine menispermine- mercurialine. _ mesaconitine--

mescaline mesembrenine_ mesembrine metaphanine__ meteloidine.

CisHisNOs- C17H21NO4- C19H25NO4-

C36H40NO7-. C30H40NO6-- C15H27NO5- C15H22N4O5- C15H19NO2.. C18H21NO4-- C18H21NO4-.

Ci7HnN04- Ci5H24N20_

C15H24N2O2- C20H26N2O_.

CnHi7N03- Ci7H23N03_ C17H26NO3- C18H29NO3-

C13H21NO4- 5-methoxycanthin-6-one C15H10N2O2

C20H25N2O._- C21H24N2O3-- C21H23NO4-- CnHisNOs-- C27H45NO2--- CigHigNOs--. C17H15NO5--- CnHisNOfi... C22H27N203_ _ C2oH27N20__. C20H23-25N2O- C13H13N2 C17H15N2--.- C'2oH21-23N20_

C2oH26N204_

C35H34N2O6- C36H38N2O6- C38H42N206_ C21H26NO4-- C18H24NO2-.

C33H45NOn.

3077 151 1370, 2243, 2247, 2248,

2249, 2250 481, 485, 533, 556, 561,

564, 565, 566, 576, 578, 587, 2243, 2245, 2246, 2249, 2316, 2321, 2326, 2347, 2746, 2806, 3134, 3157A, 3173

2244 2244 629 3276 3276, 3328, 3329, 3332 121 120 2288 166 1043, 1865, 1990, 1991,

1994, 1999, 2000, 2004 1994 382 2162, 2174, 2189, 2191,

2201, 2203, 2204 2190, 2208, 2212, 3667 2960, 2962 2589 3109 3471A 3003, 3112 3003, 3050, 3060, 3112 3002, 3003, 3112 2190, 3667 2190, 3667 2190 2190 2190 2190 2190 2190 2190 2190 2320 2321, 2342, 2358 2321, 2342, 2358 587, 2339 2298, 2299 1250 2686, 2691, 2692, 2695,

2697, 2698, 2700, 2701, 2702, 2706, 2707, 2708, 2709, 2711, 2712, 2713, 2719, 2720, 2727, 2728, 2729, 2731, 2735

676, 684, 690, 693, 708 51 49, 50, 51 2355 3292, 3294, 3295, 3298 3129

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268 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

methoxychelidonine _ C21H21NO6 Ci9Hi6N20(?)

C17H15N02 C12H16N20

C16H13NO

2513 methoxyellipticine _ _ 338 7-methoxy-l -methyl-2-pheny 1-

4-quinolone. 5 -methoxy-N-methyltrypta-

mine. 4-methoxy-2-phenylquinoline

3108 1355

3106 3-methoxypyridine CeHyNO 1174 2025 ll-methoxy-5-yohimbine (alka-

loid A ex R!serpentina). N-methylanabasine . __ __

C22H26N2O4

C11H16N2

401

808 3383 0-methylanhalonidine C13H19NO3

C18H23NO4 C9H19N

690 methylcocaine_ 1183 1191 N-methylconiine 3600 N-methylcytisine _ C12H16N2O 562, 568, 571, 1043, 1608,

1624, 1629, 1630, 1693, 1699, 1702, 1704, 1715, 1815, 1825, 1828, 1924, 1979, 1994, 1999, 2004, 2007, 2023, 2024, 2025

1183, 1191 meth ylecgonidine _ N-methylephedrine CnHirNO

CHITNO 1317

N-methyl-^-ephedrine 1317 1323 8-methyl-lO-ethyl-lobelidiol N-methyl - 2 - (4 - hydroxy-

C13H27N02---!-_-- C9H13NO

727 3669

phenyl) -ethy lamine. methylisochondodendrine (cy-

cleanine). N-methylisocorydine _ _

C38H42N206

C21H25N04 C9H17NO

2309, 2310, 2351

1462, 3063, 3161, 3178 1105. 2681 methylisopelletierine _ _ .

N-methyllaurotetanine methyllycaconitine

C20H23NO4 C37H48N2O10 C12H19N03 CoHnNO

1491, 1492, 2383 940, 2755, 2759, 2760, 2770 684 690 N-methylmescaline

methy Ipelletierine _ _ 2681 N-methvl-/3-phenethylamine _ C9H13N . _._ 813,1516 1523 1561 1563 8-methyl-lO-phenyl-lobelidioL _ _ N-methylpiperidine

C17H27N02 C6H13N

727 830 831

2-methylpiperidine_ __ _ _ CßHigN 3600 methylpseudolycorine__ - _ C17H21NO4

C29H38N2O4 C5H11N

155A 0-methylpsychotrine __ 2841 2842 N-methylpyrroiidine _ _ 3383 /S-methylpyrroline __ C5H9N 2643 N-methylpyrroline CSHQN 3271 0-methylrepandine _ _ _ C38H42N20e

C23H30N2O5 C12HHN2

2372 2374 methylreserpate (seredine) 3-methyl-l, 2, 3, 4-tetrahydro-

401 813

a-carboline. N-methyltetrahydroharmol 4- (methylthio) canthin-6-one N-methyltyramine .

C13H16N20 C15H10N2OS C9H13NO

1163 3129 1342 1343

0 - methyltyramine - N - meth- ylcinnamide.

micranthine-_

C19H21N02

C21H28N206 C21H29N06 C8H,oN204 C22H28N203_- C27H43NO2

3159

383, 1237A, 2373, 2374 1001 1011 mikanoidine _

mimosine (leucenol) _ _ _ 1S/Í7 1Q10 minorine, __ __ 432, 436

2087 minpeimine_ _ _ _ minpeiminine __ _ 2087 mitragynine_ _ _ C22H31NO5 2926, 2927, 2928, 2929,

2930, 2932, 2933, 2943, 2947

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ALKALOID-BEARING PLANTS 269

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

mitraevnol _ C^ÄÄO»

C2,H.5Nj04

CiÄeNA CjÄeNjO,

C22H28N2O4

2926, 2927, 2928, 2929,

mitraphylline

2930, 2932, 2933, 2943, 2947

2826, 2928, 2931, 2943,

mitraspecine __ __ 2995

2932 mitra versine _ ___ 2926, 2927, 2928, 2929,

mitrinermine (rhynchophylline) _ mixture

2930, 2932, 2933, 2943, 2947

2927, 2930, 2934 2753, 2767, 2768, 2773

miyaconitine _ __ C23H2,NOe

2710 miyaconitinone 2710 moUiclavine 1389 momordicine 1133 monephedrine CiiH.oNO 1313 monoacetylsongorine 2724 monoacetyltalatisamine 2713 monocrotaline _ C16H23NO6

C16H23NO8 C15H20N2O C22H38N2O C22H38N2O C15H22N2O C17H19NO4

1680, 1683 monocrotaline N-oxide monolupine (anagyrine) monomethylholarrhimine I monomethylholarrhimine II monspessulanine

1680 1869 303 303 1704

montanine _ _ 120, 121, 124 moradeine 2956 moringine ___ C7H9N 2402 morphine __ C17H19NO3

C34H36N2O6

2397, 2507, 2556, 2587,

\^-morphine 2588, 2589

2589 marrenine 518 moschatine C21H27NO7 855, 856 mucuadine 1914 mucuadinine __ 1914 mucuadininine 1914 mucunadine__ _ 1914 mucunine ____ 1914 muricine . C19H21NO4

C18H19NO4 CRHIQNO^

201 muricinine _ 201 muscarine __ _ 20, 24, 25, 27, 30, 31, 32,

a- and /3-myketosine_ 33, 34, 35, 36, 44

24 myoctonine C72H84N4O20

C9H10N2 2705

myosmine. _ _ _ 3383 myriocarpine_ ll29 mandazurine nandinine _ _ _

C28Hi8N20e C19H19N04 C19H19N04

C22H33N03 C22H31N03 C23H27N08 C19H23N04 C16H19N03 C18H23N05 C16H17N04 C22H23N07

C21H21N07

587 587, 2532

nantenine (domesticine, epidi- centrine).

napelline

587'

2712 napellonine 2712 narceine. __ 764, 2589 narcipoetine (homolycorine) narcissamine __ __ _ _

Í55 1Ö1, 155A

narcissidine __ l50, 151, 152, 155, 166 narcissine (lycorine) 78 narco tine __ __ 1IO9, 2190, 2585, 2587,

narcotoline

2589, 3035, 3038, 3318, 3509

2589 naregamine 2290

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270 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con,

Alkaloid Formula Plant entry No. in table 1

nartazine narweditie narzettine natalensine (haemanthamine). natrine nebularine nelumbine nemorine neoajmaline neogermbudine neogermidine (isogermidine) _ _ neogermitrine

C'2oH23N06-. C17H19NO3-. C2oH23NOfl- C17H19N04- CasHasNO-. C10H12N4O4-

neoline neopelline neopine neosabadine neprotine (jatrorrhizine).

nerinme nerispine _ _ neronine nerundine.. neruscine _ _ nicoteine _ _ nicotelline _ nicotimine _ nicotine

nicotyrine nierembergine nigelline nigerine nikanine nikanine N-oxide. nishindine nitidine nivaline nonalupine norarecaidine norarecoline norargemonine noratropine norconessine

C24H39NO4-. C20H26N2O2- C37H59NO12- C34H63NO10- CgßHßsNOn-

C23H39NO6-. C32H45NO8-. C18H21NO3.- C27H43NO8-- C19H21NO6--

C19H25NO5- C17H19NO4- CisHigNOe- C18H21NO5- C18H23NO3- CioHi2N2__ C10H8N2 CioHi4N2_ - CioHi4N2__

CioHioN2_

Ci3H9N20_. Ci8H27N06_ C18H27N06- CisHaiNO.. C21H18N05- C18N19N05- C16H28N2--

CiflHaiNOa- C23H38N2 - -

156 151 156 126, 128 3442 21 2440, 2441 2713 401 2125, 2135 2141,2143 2127, 2128, 2135, 2141,

2143 2712 2712, 2726 2589 2114 553, 573, 575, 577, 579,

580, 583, 584 136, 137, 142, 167, 184 168 164 168 161 3383 3383 3383 499,918,1064,1103,1174,

1175,1176,1183,1191, 1914, 2224, 2225, 2226, 2228, 2230, 2232, 2235, 2390, 3303, 3305, 3335, 3337, 3338, 3339, 3340, 3341, 3342, 3343, 3345, 3346, 3347, 3348, 3349, 3350, 3351, 3352, 3353, 3354, 3355, 3356, 3357, 3357A, 3358, 3359, 3360, 3362, 3363, 3364, 3365, 3366, 3367, 3368, 3369, 3370, 3371, 3372, 3373, 3374, 3376, 3378, 3380, 3381, 3382, 3382A, 3383, 3385, 3386, 3387, 3388, 3390, 3517

3383 3391 2794 1908 642 642 3645 3168 116, 140 1864, 1895 2498 2498 2506, 2507 3417A 303

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ALKALOID-BEARING PLANTS 271

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

norcy cleanine nordihydrotoxif erine nor- C-dihydrotoxif erine norephedrine nor-^-ephedrine norevoxanthine norf agarine norhyoscyamine (^-hyoscya-

mine, solandrine, tropylnor- tropeine).

norisocorydine norlelobanidine norlobelanidine norlobelanine normelicopidine normenisarine nornicotine

C37H40N2O6-

C19H20-22N2-

CÄNÖli;

C16H21NO3-

norpluviine novacine nucif erine nupharidine cf and jS-nupharidine nymphaeine obscurine ochotensimine ochotensine ochrobirine ocoteine ocotine octalupine (hydroxylupanine). oduline olivacine ophiocarpine orensine oreoline onpavine orixine ormosanine _

ormosine ormosinine_

orobanhamine. othosenine

iV-oxidoplatyphylline- - iV-oxidoseneciphylline _ oxosparteine exotuberostemonine

C19H21NO4-. Ci7H27N02_- C21H27NO2.. C21H23NO2-. CieHiaNOß-. C535H32N2O6- C9H12N2

C16H19NO3-. C24H28N2O5 _ C19H21NO2-. C15H23NO2-. CisHísNO- CUH23NO2-. Ci8H28N20_. C22H23NO4.- C21H21NO4-. C20H19NO6-. C16H17NO3-. C35H36N2O6- C16H24N2O2- C17H19NO4-. CnHi4N2-_- C20H21NO5-. C19H24N2O.. C26H43NO7-. C18H21NO3-. C18H21NO6-. C20H33N3 —

C2oIÏ33N3_ C2oH33N3_

C20H3lNOi4- C19H27N07-

C18H27N06- C18H23N06-

C22H31N05

2326 3667 2208 1323 788, 1323 3060 3105 3297, 3298, 3304, 3305,

3329, 3332, 3414, 3415, 3417A, 3417B

2383 727 727, 730, 733 727, 733, 737 3060 2321 1064, 3303, 3305, 3335,

3339, 3340, 3341, 3342, 3344, 3345, 3349, 3350, 3351, 3352, 3353, 3354, 3355,3356,3357,3357A, 3358, 3359, 3361, 3362, 3363, 3364, 3365, 3366, 3367, 3369, 3371, 3372, 3373, 3374, 3375, 3377, 3378, 3380, 3381, 3382, 3382A, 3383,3385,3386, 3387, 3388, 3389, 3409

148 2193 2441 2442 2443 2444 2222, 2226, 2228, 2231 2530 2530, 2537, 2547 2526, 2531, 2537 1509 1510 1895 151, 153 262A 2532 1587, 1591 2770 2578, 2581, 2584 3126 1917, 1918, 1920, 1921,

1922, 1923, 1925 1918, 1919 1918, 1919, 1920, 1921,

1922, 1923, 1925 2497B 985, 1013, 1024, 1042,

1679 1021 1021 1815 3522

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272 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid

oxyacanthine.

oxy aphy Uidine oxyaphylline oxyberberine (berlambine) - oxycandicine oxychelidonine oxymatrine oxynarcotine oxynitidine oxysanguinarine pachy carpidme— _ pachycarpine (á-sparteine).

pahybrine paipunine palicourine palmatine (calystigine) _

Formula

C37H4oN206_

C15H20N2O2-

CzoHnNOV-"

C20H17NO6- C15H24N2O2- C22II23NO8— C2iHi7NOß-_ C20H13NO6-- G16H22N2O2- C15H26N2—

palmatisine.. palosine palustridine. palustrine--- panamine—

C22H30N2O4- C24H37NO4-

C21H23NO5-

C23IÏ32N2O2- Ci8H3iN303_ C17H29N3O2- C20IÏ33N3

pancratine paniculatine (ex Aconitum pa-

niculaium). paniculatine (ex Celastrus pa-

niculata). paniculatine (ex Corynanthe

paniculata). paniculatine (ex Pausinystalia

paniculata) papaveramine papaverine paraisine paramenispermine paricine parkamine paronychine parostemenine parquine parthenine parvifagarine passiflorine

C17H19NO5- C29H35NO7-

C21H26N2O3-

C21H25NO6- C20H21NO4-

paucicaline, paucine paytamine-. pay tine

C18H24NO2- C16H18N2O. C18H21NO5-

C21H39NO8-

C23H21NO4- C12H10N2--

C18H27NO8- C,7H39N505. C2lH24N20-. C21H24N2O..

Plant entry No. in table 1

535, 541, 542, 545, 550, 556, 559, 573, 574, 575, 576, 577, 579, 580, 583, 584

808 808 556 703 2513 1991 2589 3168 2593 2000 569, 1604, 1608, 1695,

1979, 1990, 1995A, 1997, 1998, 2000, 2024

2582 3523 2948, 2949 210A, 534, 535, 541, 542,

545, 548, 550, 556, 557, 559, 573, 575, 576, 577, 579, 584, 2303, 2317, 2319, 2322, 2323, 2329, 2333, 2334, 2340, 2341, 2363, 2367, 2518, 2746, 2748, 2801, 3134, 3135, 3137

2715 264 1176 1174, 1175, 1176 1917, 1920, 1921, 1922,

1923, 1925 171 2716

791

2893

2950

2589 401, 2585, 2589 2288 2298, 2299 2857, 2868, 2873, 2982 74A 782 1503 3283, 3285, 3311 954 3066 2597, 2598, 2599, 2600,

2603, 2605, 2606 1017 1934 271, 2918 271, 2918

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ALKALOID-BEARING PLANTS 273

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

peganine (vasicine) peimidine peimine peiminine peimiphine peimisine peimitidine pelletierine ^-pelletierine pellitorine pellotine pelosine (bebeerine) penniclavine pentalupine pentaphylline (skimmianine) — perakenine perakine peregrinine pereirine pereitrine perivincine peri vine perlolidine perloline_-_-

C11H12N2O- C27H45NO2-. C27H45NO3-. C27H43NO3- C27H46NO3- C27H43NO4-. C27H44NO3-. CsHisNO.-. CgHisNO--.

C13H19NO3- C36H38N2O6- C16H18N2O2- CieHgoNsO- C14H13NO4-

C21H22N2O3

CaoH^eNaO- Ci9H24N20_. C23H,ôN204-

petaline petomine phaeanthar ine _ _ - phaeanthine phalloidine phanostenine pheliozine phellodendrine— phenethylamine.

C25H18N4O2- C36H22N403_

C20H22NO3- C17H21NO6-

C38H42N2O6-- C4oH47N90ioS_ C17H19NO4-- C17H15NO3—

8-phenyl-lobelol-I 8-pheny l-norlobelol-I - physostigmine

physovenine phy telephantine _ phytolaccine a-picoline — picroroccelline- _ _ pilli Janine pilocarpidine pilocarpine

i/'-pilocarpine_ piloceredine__ pilocereine pilosine

CsHiiN-

C14H21NO.. Ci3Hi9NO_ C15H21N3O2

C14H18N2O3-

C6H7N.__ C27H28N0O5- C15H24N2O.. C10H14N2O2- C11H16N2O2-

C30H44N2O4- C30H42N2O4_ C16H18N2O3-

3661 2082 2082, 2085 2079, 2082 2082 2082 2082 2681 2681 861 684, 690, 691 2367 1389 1889 3090 391 391 2797 297, 299 299 436 438 1347 1340, 1346, 1347, 1349,

1357 570 74A, 151 218 218, 1370, 2343 26 2357 3098 3134 1516, 1517, 1518, 1522,

1524, 1525, 1529, 1534, 1536, 1537, 1539, 1543, 1549, 1550, 1551, 1553, 1554, 1556, 1560, 1561, 1562, 1563, 1564, 1565, 1566, 1569, 1571, 1572, 1573, 1579, 1580, 1598, 1599, 2220, 2673A

727 727 1235, 1730, 1912, 1915,

1939, 1940, 2036 1940 2502 2610 1347, 2669 2822 2233 3142 1389, 3141, 3142, 3144,

3145, 3146, 3147 3149 683 681, 682, 683, 695, 699 1389, 3142, 3144, 3145, 3149

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274 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

pinidine a-pipecoline_ piperidine_-_ piperine

pipero vatine__ piptamine piptanthine. . pithecolobine. plant agonine _ platiphylline-

pleurospermine pluviine poeticine pogonopamine pogonopeine pogonopidine pogonopine pontaconitine poroidine porphyrine porphyrosine porphyroxine powelline prangosine precurarine premavacurine I premavacurine II premavacurine III premnine protocevine protoemetine protopine (argemonine) _

CflHnN..» CaHi3N._. CfiHnN,.. C17H19NO3-

C16H21NO2

Ci4 H24 N2-- C23H48N4O2- CioHnN02- Ci7H25NOfi.-

C14H19NO3- C17H21NO3- C20H23NO6-

protostemonine protostephanine protoveratridine protoveratnne protoveratrine A protoveratrine B (veratetrine) _ prurienidine

C12H21NO2- C21H25N3O2-

C19H23NO4- C17H19NO4. C15H15NO3-

C14H15NO C27H43NO8 C19H27NO3 C20H19NO5

C20H29NO5- C21H26NO4.- C32H51NO9- C39Hfl,NOi8. C41H63NOH. C4lHfl3NOi6.

2628 2628 52, 836, 2643, 3383, 3600 52, 2633, 2634, 2635, 2636,

2637, 2639, 2640, 2643, 2645

2643, 2646 1945, 1946 1945, 1946 1950, 1957, 1958, 1961 2657, 2658 955, 967, 993, 995, 1021,

1042 1474 148, 150, 151, 152, 155A 155 2957 2957 2957 2957 2717 3305 238, 242 238 2589 83, 100, 102 3611 2203 2203 2203 2203 3635 2114 2965 587, 2504, 2507, 2509,

2510, 2511, 2512, 2513, 2514, 2515, 2516, 2517, 2518, 2519, 2520, 2521, 2522, 2523, 2525, 2526, 2527, 2528, 2529, 2530, 2531, 2532, 2533, 2534, 2535, 2536, 2537, 2538, 2539, 2540, 2541, 2542, 2542A, 2543, 2544, 2545, 2546, 2547, 2548, 2549, 2550, 2551, 2552, 2553, 2555, 2556, 2557, 2558, 2559, 2560, 2561, 2562, 2563, 2564, 2565, 256&, 2567, 2568, 2569, 2571, 2572, 2574, 2584, 2586, 2587, 2589, 2589A, 2590, 2591, 2593, 2594, 2595, 2596, 3671

3519, 3521 2355 2125, 2135, 2143 2125, 2131 2125, 2135, 2143 2125, 2135, 2143 1914

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ALKALOID-BEARING PLANTS 275

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

prunemne prurieninine—, psilocauline.-. psilocine psilocybine psilospermine. psychotrine.-.

C6H12N2O2- CiHieN202-

C13H18-20N2O3P2- C21H28N2O3 C28H36N2O4

pubescine pukateine punarnavine punikathine pusilline... pycnamine pycnarrhenamine py cnarrhenine pycnarrhine _ pyridine pyroclavine pyrrolidine quebrachamine (kamassine). quebrachine (yohimbine) quinamine

C20H26N2O4- C18H17NO3- C17H22N2O.. Ci9H23N06_- C15H26N2 C40H46N2O8- C35H4oN20ö_. C36H42N20fl. C16H18N03- C5H5N,.... C16H14N2 C4H8N C19H26N2— C21H26N203-. CiöH.24N202_

quinicme. quinidine.

C20H24N2O2- C20H24N2O2 -

qumine. C20H24N2O2 -

h-quinine quirandine raubasinine (alkaloid A ex Rau-

volfia serpentina,) raugustine rauhimbine (corynanthine) raujemidine raumitorine

C20H24N2O2-

C22H2cN204_

raunescme raupine rauvomitine rauwolfine rauwolfinine rauwolscine (corynanthidine). raddeamine raddeanine ratanine recanescine (canescine) renardine renoxydine (reserpoxidine) repandine

C82H38N2O0 _. C2lH2flN203_ . C33H4oN209_ . C22H26N204_ . C3iH3eN208_. C2oH26N203_ . C30H34N2O5.. C2oH26N203_ . CiflH26N202- . C'2lIÎ28-N203_ . C23H37NO2-- C24H39NO2-- CioHiaNOs-- C32H38N208_ . C18H25NO5- C33II40 N 2 010 _ C38H42N206_ .

1914 1914 960 39, 41, 42, 45 39, 40, 41, 42, 43, 45 2199 2834, 2840, 2841, 2842,

2901, 2912, 2963, 2965, 2979, 2994

436, 437 1488, 2380 56, 2430 123 1864, 1884, 1894, 1895 2345 2345 2345 2345 862 1389 3383, 3601 259, 264, 266, 267, 300, 412 2894 2844, 2851, 2852, 2857,

2861, 2864, 2870, 2873, 2981

2857 2198, 2843, 2844, 2845,

2847, 2848, 2853, 2857, 2858, 2860, 2861, 2864, 2865, 2867, 2871, 2873, 2895, 2980, 2981

2198, 2844, 2845, 2846, 2847, 2848, 2849, 2853, 2854, 2855, 2856, 2857, 2858, 2859, 2860, 2861, 2862, 2863, 2864, 2867, 2868, 2869, 2871, 2872, 2873, 2874, 2895, 2919, 2980, 2981, 2982, 3262

2857 268 401

378 401 366 408 366, 378 366, 401 408 364, 386 401 238, 366, 374, 401, 403 2081 2081 1401 366 955, 1024 378 2374

560871—'6a- -19

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276 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid rormula Plant entry No. in table 1

repandinine-. repanduline-. rescinnamine

reserpiline

reserpme.

C38H40N2O7. C40H46N2O8 C35H42N2O,

C23H28N2O5

C33H4oN209_

^-reserpme reserpine N-oxide (renoxydine) reserpinine (alkaloid A ex Rau-

volfia serpentina), reserpoxidine (renoxydine) retamine

retronecine N-oxide retrorsine (j8-longilobine) -

retrorsine N-oxide retuline retusamine_ retusamine N-oxide retusine . rhabdadenine rhoeadine rhoeagenine rhombifoline rhombinine rhynchophylline (mitrinermine)

ncmme riddelliine.

robecine rodiasine roemeridine roemerine rosmarinecine. rosmarinine rotundif oline. _

C'32ll38N209^ . C33H4oN20io_ C22H26N204_ .

C33H40N2O10- Ci5H26N20_.

C18H25NO6-

C18H25NO7-- C'2lH26N202_ C19H25NO7-. C19H25NO8-. C16H25NO5--

C2lH2,N06.. C20H19NO6.. C'i5H2oN202- C1ÖH22N202- C22H28N204_

C8H8N2O2-. C18H23NO6-

C17H21NO3-. C38H42N206_ C3iH39N305> C18H17NO2-. C8Hi5N03_. C18H27N06-. C22H28N205_

2372, 2374 2372,2374,2375 361, 364, 367, 375, 376,

377A, 378, 384, 387, 388, 390, 394, 401, 402, 403, 404, 408, 427

360A, 362, 363A, 366, 367, 369, 374, 375, 376, 377A, 378, 383, 384, 387, 389, 390, 393, 394, 396, 398, 401, 402, 403, 404, 405, 408

238, 360A, 361, 362, 363A, 364, 365, 366, 367, 368, 369, 371, 373, 374, 375, 376, 377A, 378, 379, 380, 381, 383, 384, 385, 386, 387, 388, 389, 390, 391, 393, 394, 396, 397, 398, 399, 401, 402, 403, 404, 405, 407, 408, 427, 429, 438

366, 378 378 360A, 366, 375, 377A, 401,

405, 432, 435 366, 401, 408 1808, 1823, 1826, 1979,

1980, 1981 1680 924, 968, 976, 990, 991,

996, 998, 1005, 1017, 1023, 1025, 1028, 1031, 1039, 1042

924 2181 1680 1680 1680 410A 2582, 2587, 2589 2587 2025 1869, 1883, 2025 2826, 2925, 2926, 2927,

2928, 2929, 2930, 2932, 2933, 2943, 2945, 2947

1212, 1259, 1260 983, 984, 1008, 1016, 1026,

1673 151 1510 2586,2591 1462, 1477, 1505, 2592 995 974, 995, 1018, 1027, 1031 2925, 2926, 2927, 2928,

2930, 2932, 2933, 2943, 2947

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ALKALOID-BEARING PLANTS 277

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. In tablet

rotundine royline rubi jervine rilbiverine rubrocurarine I rubrocurarine II_- rubrocurarine III- rubrocurarine IV_ rutaecarpine ruwenine ruzorine ryanodine sabadine sabatine sabine salicifoline

salicilobine salsamine salsolidine salsoline sambucine sandwicencine- sandwicine sangoline. sanguinarine _ _

sankhpuspine_ sanshoamide_. santiaguine

sapinme sarothamnine _ sarpagine

sarracine sarracine N-oxide sauroxine saururine saussurine sceleratine scopolamine (hyoscine).

scoulerine (aurotensine).

securinine__. sedamine sedinine sedinone sedridine sekisanine _ . sekisanoline.

CirHaiNOs... C2lH35_37NOfl_ C27H43NO2-.. C25H3flN02--_

Ci8Hi3N30__. C18H27H6 C18H27NO8-. C25H35NO9.-. C29H51NO8-.. C29H44-49NO8 - C27H45-47NO7 . C12H19NO2-..

C12H17NO2. C11H15NO2-

Cl9H22N20_. C20H26N2O2 _

C20H13NO4-

C17H23NO3- CieHssNOz- C19H24N2O.

C15H24N2 — C19H22N2O2-

C18H27NO5-. Ci8H27N06_. Ci7H26N20_. C10H19N....

C18H27NO7- C17H21NO4-

C19H21NO4

Cl3Hi5N02_ C14H21NO.. Ci7H25N02_ Cl6H23N02_ C8Hi7NO__ C16H19N04. C18H23N05-

2356 940 2125, 2127, 2132, 2135 2125 2203 2203 2203 2203 3058, 3105 1029 1029 1272 2114 2114 2114 2243, 2245, 2246, 2247,

2250, 2251 733 839 838, 839, 839A, 839B, 1820 838, 839, 839A, 839B 769 396 382, 396 2367 1159, 2507, 2510, 2511,

2513, 2553, 2555, 2556, 2564, 2565, 2566, 2567, 2572A, 2574, 2593, 2595, 2596, 3213

1074 3173 1587, 1588, 1590, 1591,

1593, 1594, 1595, 1720 1261 1702, 1713, 1985 363, 369, 374, 375, 378,

383, 391, 401, 408, 431 1030 1030 2233 2233 964, 965 1031 3271, 3289, 3290, 3291,

3293, 3294, 3295, 3296 3297, 3300, 3301, 3302, 3305, 3328, 3329, 3410, 3414, 3416, 3417

2517, 2527, 2528, 2533, 2534, 2535, 2537, 2541, 2560, 2566, 2568

1263 1103, 1105 1103 1103 1103 148 148

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278 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

^-selagine semperflorine_ sempervirine _ senecifolidine. senecif oline _ _ senecine senecionine

C16H25NO2- CaiHzeNaO. C19H16N2- - C18H25NO7- C18H27NO8-

C18H25NO5-

senecionine N-oxide seneciphylline (jacodine).

C18H25NO6- C18H23NO5-

seneciphylline N-oxideJ senkirkine sepeerine septentrionaline seredine (methyl reserpate) _ _ serotonin (5-hydroxy tryptamine) serpentidine serpentine

serpentinine-

C18H23NO6-. C18H25NO6-. C37H40N2O7- C33H46N209_ C23H3oN206_ CioHi2N20_. C2lH22N203_ C21H22N2O3-

C2oH2oN205_

serpine (yohimbine, rauwolscine) serpinine setoclavine (triseclavine) Shimoburo-base I Shimoburo-base II Shiriya base I shobakunine sigmine silvasenecine

C21H26N2O3 C20H24N2O C16H18N2O C21-22H29-31NO3- C23-24 H36_37 N O7- C23H37_39N06 --

sinactine sinapine sinine sinomenine sinostemonine sipeimine (imperialine) siphocampiline skimmianine (pentaphylline).

smirno vine smirnovinine soladulcidine solamargine solandrine (norhyoscyamine) solangustidine. solangustine

C12H21NO4 (C,3H2lN03)

C20H21NO4 C16H25N06

C1ÖH23N04- C2lH36N06_ C27H43N03-

C14H13N04-

Cl2H24N40_ C12H21N40. C27H45N03. C45H73N015 C16H21N03- C27H43N02- C33H53N07-

2234 400 2152, 2153, 2156 1005, 1042 972, 1005, 1042, 3215 972, 999, 1042 923, 924, 955, 968, 969,

972, 975, 978, 979, 981, 983, 984, 985, 987, 989, 996, 997, 999, 1008, 1015A, 1022,1023, 1033, 1038, 1041, 1042, 1673

924 923, 924, 968, 975, 987,

993, 996, 999, 1021, 1023, 1024, 1032, 1034, 1042, 1673

924 1002 1504, 1510, 2312 2722 408 1914 383 363, 366, 372, 374, 378,

383, 399, 401, 403, 438 370, 378, 382, 396, 401,

405 366, 374, 401 401, 435 1389 2736 2701, 2736 2736 533, 556, 582, 2301 3260 1035, 1042

2347, 2560 1108, 1123 2447, 2448 2337, 2339, 2347, 2348 3523 2084 741 3003, 3014, 3033, 3034,

3034A, 3043, 3062, 3063, 3065, 3067, 3068, 3072, 3075, 3077, 3091, 3096, 3098, 3099, 3100, 3105, 3112, 3126, 3130, 3152, 3153, 3154, 3157A

1736, 1737, 1989 1736, 1989 3447 3446, 3454, 3474, 3478 3399 3423 3490

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ALKALOID-BEARING PLANTS 279

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry Nc . in table 1

solanidine C27H43NO 3278, 3318, 3414, 3419,

3404, 3411, 3420, 3422,

3424, 3425, 3427, 3429, 3430, 3431, 3432. 3434. 3435. 3436. 3436A. 3437, 3438, 3441, 3442, 3445, 3447, 3451, 3452, 3453, 3455, 3458, 3459, 3461, 3462, 3464, 3465, 3467, 3469, 3470, 3472, 3473, 3475, 3476, 3478, 3482, 3483, 3484, 3487, 3489, 3494, 3497, 3499, 3502, 3504, 3507, 3509, 3511, 3512, 3512A

solaiiidine-¿ _ - _ C27H43NO 3509 3489 solanocapsidine «_ C26H42N2O4

solanocapsine C27H46N2O2 3489 solasodine C2TH«N02 3426, 3427,

3471, 3478, 3463, 3468, 3479, 3481,

3502, 3508, 3513 solauricidine. ,_ » C^H^NOü 3426

634 solenthine solimocurarine 2203

2203 2203 2203 3517 3517 3517 2724

solimoesine I solimofiainft TT soUmopsinfi ITT somniferine _ _ _ > _ somniferinine __ somnine songorine CîiHîjNOj. sonpeimine ^ C27H43NO4 2087

1997 sophocarpidine _. sophocarpine CisHjiNjO . 1606, 1990, 1991, 1997,

2000 sophochrysine Cia-lßH 21-19 Na Ü2 1992. 1993. 1999, 2004 sophoramine C15H20N2O 1990, 2000 sophoridine C15H26N20 1990 spartalupine (|8-isoparteine) sparteine

C15H26N2- - 1895 C15H26N2 1586, 1588,

1604, 1606, 1589, 1592, 1608, 1624,

1629, 1630, 1632, 1690, 1692, 1694, 1695, 1696, 1698, 1700, 1701, 1702, 1705, 1707, 1709, 1710, 1711, 1712, 1713, 1717, 1718, 1719, 1808, 1809, 1810, 1815, 1816, 1819, 1820, 1822, 1823, 1826, 1836, 1841, 1863, 1866, 1867, 1869, 1880, 1882, 1886, 1887, 1894, 1895, 1898, 1900, 1946, 1980, 1981, 1984, 1985, 1997, 2000, 2007, 2008, 2024, 2383, 2513, 2712

spartioidine. __ C18H23N05 1032 spathulatine C32HMN406 1864.1884,1895,1896 speciosine C28H,iN06 - 1 2069

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280 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

spectabiline spegazzinine spermatheridine spermatherine spermostry chnine sphaeranthine sphaerocarpine (isoammoden-

drine). sphaerophysine spigeline spilanthine sporine sprintillamine sprintilline squalidine stachydrine

C18H25NO7 C21-22H28-30N2O3 _ CITHUNOS

C21H26N2O2- C13H19NO5-. C12H20N2O..

staphisagroine. staphisine stemmadenine_ stemonidine stemonine stephanine Stephan oline__ steponine sternidine sternine stillingine stizolophine struxine strychnicine strychnine

^-strychnine strychnolethaline strychnospermine stylopine (diphylline).

suaveoline subaphylline- suisenine supinidine supinine sweetine syname tabernaemontanine _ tabernanthine tabersonine tacendine Takawo base I Takawo base II Takao-base I

CioH22N4_

C28H45N04. C26H41N03. C18H25N05- C7H13N02-

C40H46N2O7. C22H3lNO__ C2lH26N203_ C19H31NO5-. C17H23NO4.. C35H39N2O6- C3lH42N207_ C20H23NO4-.

C18H21NO3-

C16H23NO5-. C2lH3oN204_

C21H22N2O2-

C2lH22N203_ C22H27NO4.. C22H28N203_ C19H17NO4-.

C17H23NO4-. Cl4H2oN203_ C17H19NO5-.

C15H25NO4-

C24H39NO__ C2oH26N203_ C21H28N2O.. C2oH24N202_

C23H27N307_

C'23H37N07_.

1683 259 2369 2369 2199 1047 1979, 1981

1737, 1989, 2010 2158, 2159, 2160 1049 1389 2779, 2780 2779, 2780 1033 755, 900, 901, 1351, 1405,

1407, 1411, 1429, 1430, 1431, 1433, 1434, 1435, 1436, 1437, 1438, 1439, 1440, 1441, 1442, 1443, 1902, 2403, 3035, 3039

2775 2775 412 3519, 3520 3519, 3520, 3521, 3522 2350, 2355 2355 2355 174 174 1264 1049A 2193 2193, 2199 2167, 2169, 2177, 2182,

2183, 2187, 2188, 2193, 2199, 2200, 2205

2193 2186 2199 2513, 2519, 2520, 2521,

2526, 2529, 2534, 2538, 2539, 2540, 2543, 2555, 2595

207 840 148 624 620, 624, 638, 808 2014 2125 417, 422 310, 412, 425 256 3129, 3176 2701 2701 2736

Page 283: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS 281

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

talatisamine- talatisidine-- talatisine talaumine— tanghinine- .. taxine taxine A taxine B taxine-I-___ taxinine tazettine

C24H89NO5- C23H37NO5- C2oIÎ29N03_

CSTHSINOIO- C35H49NO10- C33H45NO8- C35H44NO8-- C37H57N3O10- CisHiiNOfi-

teidine (adenocarpine) temulentine temuline tenuipine tetrahy droalstonine _ tetrahydroberberine (canadine). tetrahydrocoptisine (diphyl-

line). tetrahydroharman tetrahydroharmine (leptaflorine) tetrahydroharmol tetrahydropalmatine (caseanine)

tetrahy droshobakunine. _ tetralupine tetramethylholarrhimine- tetrandrine

C19H24N2O.

C7Hi2N20_. C38H40N2O7 _ C2lH24N203_ C20H21NO4-. Ci9H,7N04-.

C12H14N2-- C13H16N20- CIîHHNZO- C21H26NO4-

C20H23NO4- CioH,9NO_.

tetraphyllicine- tetraphylline--. thalicmidine thalicmine thalictricavine- thalictrifoline,. thalictrine thalictrinine thalmidine thalmine thaspine thebaine

theobromine-

theophylline thermopsine (hexalupine). thesine tienmulilmine tienmulilminine -_

C38H42N2O6-

C20IÏ26N2— C22H2eN204_ C20H25NO4-- C21H25NO6.. C21H23NO4-. C21H23NO3- C20H27NO4-. C38H48N207_ C21H25NO4-- C2oH23N03_. C2oHi9NO«_. C19H21NO3-.

C7H8N4O2-

C7H8N4O2- Ci5H20N2O_

2713, 2728 2728 2728 2253 425A 3566, 3569 3566 3566 3566 3567 84, 108, 115,

119, 133, 116, 118,

136, 137,

C27H48NO. CS4H51NO8-

138, 139, 140, 141, 142, 148, 150, 151, 153, 156, 158, 161, 166, 167, 171, 173, 176, 177, 181, 184, 185

1585, 1595 1349 1349 2372, 2375 238, 323, 399, 438 2519 2513, 2514, 2539, 2541,

2560 1935, 2920 2254 1163 2514, 2515, 2517, 2523,

2526, 2527, 2528, 2529, 2531, 2533, 2534, 2538, 2541

556 1889 303 2244, 2313, 2315, 2321,

2339, 2351, 2358 370, 382, 396, 399, 405 370, 396, 405 2804 2804 2541 2540 2801, 2803 2805 2804 2804 569 401, 2190, 2578, 2584,

2585, 2587, 2589 452, 2879, 2884, 2885,

2887, 2888, 2889, 3208, 3526, 3529, 3550, 3551, 3552, 3553, 3554, 3555, 3556, 3557, 3575

452, 3208, 3575 1869, 2024, 2025 3188 2136 2136

Page 284: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

282 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid

tigloidine (3,6-ditigloyloxytro- pane) .

3-tigloyloxytropane , tiliacorine timbonine __. toddaline (chelerythrine) toddalinine tomatidine

Formula

C13H21NO2

tomentocurine. tomen tosine tongine tournefortine-- toxiferine I

toxiferine II toxiferine III toxiferine IV toxiferine V toxiferine VI toxiferine VII toxiferine VIII toxiferine IX toxifrine X toxiferine XI toxiferine XII C-toxiferine I C-toxiferine II (C-calebassine

II). toxiferine H toxiferine K trachelantamine trachelantine tremidine tremine triacan thine triacetonamme trianthemine tricachnine trichodesmine trichodesmine N-oxide tricliseine triclisine tricocereine trigonelline

C13H21NO2-. C37H38N2O8-

C21H17NO4. C,9Hi«N04- C27H45NO2-

C19H27NO7.

C13H21NO3- C2oH23N20_

C2oH29N203_ C2oH27N20_. C21H27N2O4, C2lH27N203_ CaHajNsOs. C*,H«N40-. C22H25N2O3 _ C23H27N203_ C19H23N2 C2lH27N20_. C39H46N40_. C20H22N2O_- C2oH25NaO..

trilobamine trilobine trilupine 1,2,3-trimethoxy-10-methylac-

ridone. trimethylconkurchine 1,2,6-tr imethylpiper idine

C,5H27N04- C15H25N05-

C8H10N4— C9Hi7NO__ C32I136N206

CisHayNOe-. C18H27NO7-- C38H40NO7-- C16H31NO10- OisHziNOa-- C7H7NO2.--

C36ll38N20e- C36H36N205_ C,6H24N203-

Plant entry No. in table 1

C24H38N2 - CsHnN..

3292, 3294, 3304, 3305

3292 2360, 2361 3208 3156 3156 3317, 3318, 3319, 3320,

3321, 3322, 3323, 3324, 3325, 3326, 3327, 3486, 3488

2309 1038 464 639 2174, 2203, 2206, 2208,

2212 2208, 2212 2208 2208 2208 2208 2208 2208 2208 2208 2208 2208 3667 3667

2209 2209 633, 641 633, 641 3593 3593 1831 1193 55 1359 618, 642, 1673 642 2368 2368 708 414, 415, 416, 772, 905,

966, 1143, 1336, 1351, 1356, 1442, Í444, 1583, 1621, 1832, 1902, 1949, 2027, 2028, 2029, 2030, 2031, 2032, 2390, 2398, 2434, 2673A, 2878, 2884, 3043, 3473, 3509

2321 2316, 2320, 2321 1867, 1880 3050

303 834, 835

Page 285: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS 283

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. In table 1

triosteine tripterigine triseclavine (setoclavine) tropacocaine tropine ^-tropine tropylnortropeine (norhyoscya-

mine). a- and /3-truxiiline tryptamine

CicHisNsO. C15H19NO2- CsHißNO^

C16H21NO3

tuberostemonine. tubocurarine tuduranine tulipiferine tulipine turicine turnefortine tylophorine tylophorinine tyramine

uleine umbellatine (berberine).

uncarine A (formosanine)_ uncarine B (formosanine). undulatine (distichine) ungeridine ungerine unn unn unn unn unn unn unn unn unn unn unn. I (resperpinine) _ unn. II (ajmalicine)__ unn unn unn unn unn unn unn unn unn unn unn unn unn unn unn unn unn unn

C38H46N2O8- C10H12N2—

C22H33NO4.. C38H39N20o_ C18H19NO3..

C7H13NO3-. C13H21NO3. C24H27NO4- C23H27NO4. CgHnNO,-

C18H22N2-- C21H21NO8.

C21H24N2O4. C21H24N2O4- C18H21NO5-. C20H25NO4-. Ci«H23N06-. C10H12N4O3- Ci7HiflN04-. C19I124N2O2 - C23H38N2— C23IÏ34N2— Ci8HieN20-- C14H16N2--. Q23H3oN205_ C23H28N2O3 - CjiHsiNaO,- C2lH24N203_ C'2lH24N203« C21H26N2O3- C21H22N2O3- CittHzzNzO-. C22H36N20_. C1ÖH23N203- Ci4H2iNO_,. C14H21NO... CBHIONO--. C29H37NO13-. C3,H3,NOu. C27H35NO12- C18H26NO5-. Ci8H27N05_. C9H15NO2-- C18H27NO6-. C13H21NO3-- CgHiaNO.-. C13H21NO2--

773 807 1389 1183, 1191 3292, 3294 3292, 3294 3399

1183, 1191 1518, 1525, 1529, 1543,

1553, 1560, 1564, 1580 3522 2309 2337, 2347 2242 2121 1437, 1442 639 521, 522, 525, 527 521 527 29, 1045, 1110, 1294, 1389,

1713, 2217, 2218, 2219, 2220

262A, 270 547, 552, 553, 558, 560,

2748 2946, 2995, 2996 2995 74, 105, 160, 163, 168 177, 178 177 3 78 255 303 303 341 366 391 391 391 401 401 401 408 559 653A, 653B 727 727 727 727 799 799 799 975 982 988 995 1030 1030 1147

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284 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid

unn unn unn unn unn unn unn unn unn unn unn unn-_- unn_-_ unn unn__- unn-_- unn unn— unn— unn___ unn-_- unn___ unn-_. unn._. unn.__ unn_-. unn._. unn__. unn__. unn._. unn._. unn__. unn__, unn__ unn-_ unn__ unn__ unn__ unn._ unn_. unn__ unn__ unn__ unn__ unn__ unn__ unn__ unn_. unn_. unn_. unn_. unn_. unn_. unn_. unn_ unn_ unn_ unn_ unn_ unn_ unn.

Formula Plant entry No. in table 1

C22H36N2O---. C10H12-13NO2- C20H23NO2--- C20H23NO4--- C19H19NO4--- C14H19NO3--- C36H38N20ß CuHiflNOs--- C12H18N2O3.. CiîHîîNaO-.- C15H24N2O2.- C15H20N2O2-- Ci6H24N20___ Ci6H22N202_ - Ci5H20N2O5_- C27H45NO3--- C27H39NO3--- C25H39NO6--- C27H43NO7--- C29H47NO2--. C27H43NO7--. C20H24N2O4 _ _ C20H22-24N2O3 C21H24N2O3-- C23H28N2O5.- C24H3oN205_ . C23H28N2O4-- CIOHIQNO... Ci6H25NO___ C16H21N03-- C17H26N02-- C17H26N03-- C18H25N03-- C18H25N04-- C12H20NO2-- C22H28N204- C18H19N03-- C36H36N207- C38H40N2O7- C2oHnN04 2509 C20H15NO4 2509 C31H33NO5 2509 C2ÎH19NO5 2509 C19H24N2O I 2513

1262 1280, 1283, 1289, 1386 1462 1464 1464 1474 1510 1651 1667 1702 1880 1885 1890 1926 2033 2087 2125 2125 2125 2135 2137 2153 2153 2153 2179 2179 2211 2222 2222 2222 2222 2222 2222 2222 2243 2327 2352 2357 2357

C20H17NO4-- C21H18N2O8- C6H9NO__.. C18H23NO5-- C21H23NO7-. C21H21NO8-. C21H23NO5-. C21H19NO5-. Ci9Hi9NOô_ C7H9NO___ C9H17NO2- C10H19NO2- C30H47NO7- C27H31NO6- C26H34N2O2. C20H27NO2- C33H51NO8-

2514 2519 2534 2536 2541 2541 2541 2556 2587 2681 2681 2681 2693 2718 2718 2736 2760

Page 287: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS 285 t

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

unii_ unn_

unn. unn_

unn_ unn_ unn urceoline ur minine usaramoensine ustilaginine ustilagotoxine valerine valeroidine vallesine vallotidine vallbtine valtropine vanilloylverace vine _ vanilloylzygadenine. Vasicine (peganine)- veatchine vellosine veneficine

C20H29NO5-- C23H26N2O4- - C23H25N05__. C19H27NO3--- CiÄiNOs--- C9H17NO C20H10NO4--- C23H25N05-.- CieHisNOa— C22Hi9N303_ _ Ci4H8N20__.. Ci5H20-22NO4_ C27H43NO2--. C22H33NO4--. C27N37N3---. C10H15N C19H25NO5-.- C19H23NO5--. C18H25NO5--.

C13H23NO3-. C21H23N2O2- Ci8H2lN05_. C17H19N05-. C13H23N02-. C35H49NOn- C36H49NO10- C11H12N20-. C22H33N02-. C23H28N204-

veracevme veragenine verager mine veralbidine veratetrine (protoveratrine B)_ veratramine

C27H43NO8--- C3iH53_66NOi3- C3lH53NOi3__ C37H61NO12- _ C41H63NO15-. C27H39NO2---

veratridine veratrine veratrobasine veratrosine veratroylzygadenine.

CseHsiNOn.

verine verticilline verticine vicine villalstonine vinaline vine aine (a j malicin e) ___ vincaleucoblastine vincamajine vincamajoreine vincamajoridine (akuammine) _ vincamedine vincamine vincaminorine vincanidine

C24H37NO3-. C33H49NO8-- C36H51NO10-

C25H39NO2-. C19H33NO2-- C18H33NO2-. C10H16N4O7- C4oH5oN404_

C2lH24N203_

C22H26N2O3 C21H26N2O2 C22H26N2O4 C24H28(26)N204 C21H26N2O3 C22H30N2O2 C20H24N2O3

2775 2811 2815 2842 3034A 3066A 3066A 3068 3085 3105 3129 3292 3481 3521 3608 3619 181 74A, 181 1686 3618 3618 3619 3305 429, 430 182 182 3304 2114 2141, 2143 2, 9, 3128, 3661 1098 299 2335, 3161 2114 2136 2114 2125 2125, 2135 2125, 2127, 2129, 2134,

2135 2114,2125,2135 3236 2125 2127, 2135 2125, 2127, 2128, 2132,

2141, 2143 2125 2086 2086 2038 240, 244, 247, 248 1971, 1972 432 438 427, 435 435 435 431 436, 438 436 432

Page 288: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

286 TECHNICAL BULLETIN 1234, U.S. DEPT. OF AGRICULTURE

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid ÏXiiinula Plant entry No. in table 1

vmcanine vincarosine vinceine (ajmalicine)- vindoline vindolinine vinine virgilidine virgiline viridiflorine virosme vittatine voacaf ricine voacafrine voacamidine voacamine (voacanginine). voacaminine voacanganne voacangine voacanginine (voacamine). voacorine voacristine voacryptine vobasine vobtusine vomalidine vomicme wilf odeine wilforgine wilforidine wilforine wilf ortrine wilforzine withananine withananinine withanine ^-withanine worenine wuchuyine xanthaline a- and /3-xantherine xanthevodine C-xanthocurine xanthof agarine xanthorhamnine xanthoxoline xylopine xylopinine __ yatanine y emensine yohimbine (quebrachine).

C19H22N2O.

C21H24N2O3— C'25H32N20e C21H24-26N202- Ci«H26N204-_- C,oHi9NO_... CiÄcNiOa-- C15H27NO4---

C16H17NO3-.-- C22H24-26N2O4 - C22H26N2O4 — CsH^NíO.... C«H5,N40....

C22H28N2O4 C22H28N2O3 C45H56N40(, C46-46H54-50N4O7 _ C45H58N4O8 C22IÎ26N2O4 C21H24N2O3 C42H50N4O7---- C21H22N2O3 C22H24N2O4 C43H4flNOi9 C4lH47NOi9.__.

C43H49NO18- C41H47NO20- C41H47NO17.

C44H8oN20i2_

C20H19NO4- Ci3Hi3N02_ CaoHioNOs. C24H23N06_ CieHisNOfi- C2oH2oN20_ C18H22N08-

C15H13N04.

C18H21N05-. C2lH26N203_

«-yohimbine (corynanthidine) _ /î-yohimbine (amsonine) y-yohimbine ^ -yohimbine (aj malicine)

C21H26N2O3 C21H26N2O3 C21H26N2O3 C21H24N2O3

432 324 438 438 438 436, 437 2040 2040 612 438 133, 137, 161, 170 439 439 439 412, 439, 442, 443 439 439 412, 439, 440A, 442, 443 439 439, 440 439 439 439 439, 440A, 442, 443 408 2193 807 807 807 807 807 807 3517 3517 3517 3517 2746 3058 2589 3165, 3169 3060 2212, 3667 3064 1220 3060, 3167 230 230 3254 105 238, 264, 266, 267, 323,

366, 374, 378, 401, 403 408, 1197, 1198, 2891, 2893, 2950, 2951, 2952, 3230

366, 378, 408, 2894 255, 366, 2894, 2959 401, 2894 323, 363, 371, 372, 374,

383, 401, 403, 406, 438

Page 289: ALKALOID-BEARING PLANTS and Their Contained Alkaloids · rinden-Alkaloide," Société Chimique de France Bulletin 1958: 99. KAS Kentucky Academy of Science Transactions. Louisville

ALKALOID-BEARING PLANTS 287

Table 2.—Alkaloids and the plants in which they occur—Con.

Alkaloid Formula Plant entry No. in table 1

5-yohimbine, 11 Me 0 C22H26N2O4 C21H26N2O3 C19H26N2O3 C7HflN3S

401 ^-yohimbine _ 366, 405 yulocrotine 1241, 1242, 1243 zapotidine 3033 zeravschanidine - _ CîoHqisNO 2723 zeravschanine C23H33N05

C29H45N08 C39H63NO10

C12H10N2--

2723 zygacine 2141, 2143 zygadenine 2137, 2138, 2139, 2140.

zygof abagine 2141, 2143

3666

U.S. GOVERNMENT PRINTING OFFICE: 1961