examples of secondary metabolites - durham university · examples of secondary metabolites name...

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Examples of Secondary Metabolites Name Chemical Structure Species Uses Morphine H N H HO O HO Papaver somniferum (Poppy) Pain control Digitoxin O OH O O C 18 H 31 O 9 Digitalis purpurea (Foxglove) Treatment of congestive heart failure and to control ventricular rate Salicylic acid O OH OH Salix sp. (Willow) Analgesic Anti- inflammatory Pyrethrin I O O O Compositae family (Including Chrysanthemum and Pyrethrum pulchrum) Insecticide Taxol HO O O OH O AcO H AcO O HO NH O O O Taxus brevifolia (Pacific Yew) Anticancer agent Tetrodotoxin H N N H O O OH HO OH OH HO H 2 N OH Lagocephalus lagocephalus (Puffer fish) Poison

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Page 1: Examples of Secondary Metabolites - Durham University · Examples of Secondary Metabolites Name Chemical Structure Species Uses Morphine H N H HO O HO Papaver somniferum ... Streptomyces

Examples of Secondary Metabolites

Name Chemical Structure Species UsesMorphine

HN

H

HO

O

HO Papaversomniferum

(Poppy)

Pain control

Digitoxin O

OH

O

OC18H31O9

Digitalispurpurea

(Foxglove)

Treatment ofcongestive heartfailure and tocontrolventricular rate

Salicylic acid O OH

OH

Salix sp.

(Willow)

AnalgesicAnti-inflammatory

Pyrethrin I

O

O

O

Compositaefamily

(IncludingChrysanthemumand Pyrethrumpulchrum)

Insecticide

Taxol

HO

O

O OH

OAcOH

AcOO

HO

NH

O

O

O

Taxusbrevifolia

(Pacific Yew)

Anticancer agent

TetrodotoxinHN

NH

OO

OH

HO

OH

OHHO

H2N

OH

Lagocephaluslagocephalus

(Puffer fish)

Poison

Dr J Sanderson
Page 2: Examples of Secondary Metabolites - Durham University · Examples of Secondary Metabolites Name Chemical Structure Species Uses Morphine H N H HO O HO Papaver somniferum ... Streptomyces

Penicillin

N

S

CO2O

HN

O

Penicillium sp. Antibiotic

Lysergic acid

HN

N

H

O OH Claviceps sp.

(Ergot)

Poison

MuscarineO

HO

N

OHH3C

Amanitamuscaria

(Fly agaric)

Poison

Parasympathomi-metic

Lovastatin

O

OHO

H3C

O

O

H

Aspergillusterreus

Lowering ofCholesterol

Bleomycin(bleocin)

HN

O NH2

NH2

NH2

ON N

H2NO

HNNH

HOHN

NH

O

H

OH

N

S

S

N NH

O

HO

H

O

HO

HNH

N

O O

O

OH

OH

HO

OH

OHOH

O

O NH2

SStreptomycesverticillus

Antitumourantibiotic

Vancomycin

O

O

O

O

OH

HOHO

O

O

HOH2N

Cl

OH

O

HN

NH

ONHMe

NH

O

NH2

O

HN

O

HO

NH

O

NH

HO2C

O

OHOH

Cl

Nocardiaorientalis

(actinomyceteformerlyknown asStreptomycesorientalis)

Antibiotic