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Vol. 28, No. 10, October, 2017

ISSN 0103-5053JBCSJournal of the Brazilian Chemical Society

Metal complexes remain an important resource for the generation of chemical diversity in the search for novel anticancer agents. The ruthenium possesses chemical properties that indicate it may be a strong candidate to form a basis for rational anticancer drugs. In the present study novel DNA-intercalating agents with promising anticancer activities, based on ruthenium(II) with the planar ligand dipyrido[3,2-a:2',3'-c]quinoxaline[2,3-b]quinoxaline) were evaluated for their cytotoxicity against human breast tumor cancer cells. Details are presented in the Article Polypyridyl Ruthenium Complexes: Novel DNA-Intercalating Agents against Human Breast Tumor by João P. Barolli, Rodrigo S. Corrêa, Fabio S. Miranda, Juliana U. Ribeiro, Carlos Bloch Jr., Javier Ellena, Virtudes Moreno, Márcia R. Cominetti and Alzir A. Batista on page 1879.

Contents

Articles1843 Femtoliter Scale Detection of an Antithyroid Drug Using Gold

Nanoparticles in a Microfluidic ChipAtefeh Abbasi-Ahd, Nader Shokoufi, Sara Adeleh and Kazem Kargosha

Graphical AbstractPhoto thermal lens effect of gold nanoparticles (GNPs) capped with

methimazole.

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J. Braz. Chem. Soc.iv

1857 Grape and Apple Pomaces from Southern Brazil: Valorization of By-Products through Investigation of Their Antioxidant PotentialMariéli Karling, Thariane C. Bicas, Vanderlei Aparecido de Lima and Tatiane Luiza C. Oldoni

Graphical AbstractOptimizing the extraction of phenolic antioxidants from grape and apple

pomaces from Brazil using response surface methodology.

1850 Synthesis by Click Reactions and Antiplasmodial Activity of Lupeol 1,2,3-Triazole DerivativesTatiane F. Borgati, Guilherme R. Pereira, Geraldo C. Brandão, Juliana O. Santos, Dayane Aparecida M. Fernandes, Renata C. de Paula, Maria Fernanda A. do Nascimento, Luciana F. Soares, Júlio César D. Lopes, José D. de Souza Filho and Alaíde B. de Oliveira

Graphical AbstractFive new lupeol 1,2,3-triazole derivatives were synthesized from lupeol

which was isolated from Parahancornia fasciculata and were assayed for antiplasmodial and cytotoxic activity.

1874 Multi-gram Preparation of 7-Nitroquinoxalin-2-amineDaniel N. do Amaral, Fernando R. de Sá Alves, Eliezer J. Barreiro, Stefan A. Laufer and Lídia M. Lima

Graphical AbstractA methodology to obtain 7-nitroquinoxalin-2-amine using

o-phenylenediamine as starting material in a five-step procedure in good yields and high purity.

1866 Magnetic Solid-Phase Extraction in Combination with Ultra High-Performance Liquid Chromatography-Tandem Mass Spectrometry Analysis: Quantification of Risperidone and 9-Hydroxyrisperidone in Biological SamplesQinhong Yin, Yanqin Zhu and Yaling Yang

Graphical AbstractMagnetic solid phase extraction procedure used for the determination of

targeted compounds in biological samples.

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1890 Commercial and Noncommercial Peroxidases Activity under Ultrasound and Microwave Treatment: a Pretreatment to Improve Wastewater TreatmentSimone M. Golunski, Thamarys Scapini, Tatiani Andressa Modkovski, Camila T. Marques, Aline F. Camargo, Karina Paula Preczeski, Camila Dalla Rosa, Daiane P. Baldissarelli, Jéssica Mulinari, Bruno Venturin, Gean D. L. P. Vargas, Jaqueline G. Buffon, Altemir José Mossi and Helen Treichel

Graphical AbstractUsing a power of 30% and a temperature of 55 °C an increase in relative

activity of 147.9% in the enzyme from soybean meal was obtained.

1896 On the Fluorescent, Steric and Electronic Factors Affecting the Detection of Metallic Ions Using an Imidazolyl-Phenolic Derived Fluorescent ProbeRonaldo B. Orfão Jr., Fabrício de Carvalho, Paula Homem-de-Mello and Fernando H. Bartoloni

Graphical AbstractAddition of CuII or FeIII switches OFF the probe emission, but FeIII also

induces the formation of a fluorescent coordinated compound (switch ON).

1879 Polypyridyl Ruthenium Complexes: Novel DNA-Intercalating Agents against Human Breast TumorJoão P. Barolli, Rodrigo S. Corrêa, Fabio S. Miranda, Juliana U. Ribeiro, Carlos Bloch Jr., Javier Ellena, Virtudes Moreno, Márcia R. Cominetti and Alzir A. Batista

Graphical AbstractRuthenium(II) complexes with the extended planar ligand

[dipyrido[3,2-a:2′,3′-c]quinoxaline[2,3-b]quinoxaline)] have been synthesized and shown to be active against breast tumor cells

(MDA-MB 231 and MCF-7).

1905 Volatile Compounds from the Bark Bugs Phloea subquadrata and Phloeophana longirostris (Heteroptera: Phloeidae)Francine S. A. da Fonseca, Adriana T. Salomão, João Vasconcellos-Neto, Thiago I. B. Lopes and Anita J. Marsaioli

Graphical AbstractThe volatile compounds differed both within and between Phloeidae

species. Some compounds were sex specific, and others were characteristic of different developmental stages.

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1917 Nuclear Magnetic Resonance (1.40 T) and Mid Infrared (FTIR-ATR) Associated with Chemometrics as Analytical Methods for the Analysis of Methyl Ester Yield Obtained by Esterification ReactionSara R. M. Kollar, Etelvino H. Novotny, Claudia J. do Nascimento and Paulo A. Z. Suarez

Graphical Abstract1H NMR (60 and 300 MHz) and FTIR-ATR associated with chemometrics

were used to quantify esterification of fatty acids with methanol.

1926 Synthesis of New Xanthenes Based on Lawsone and Coumarin via a Tandem Three-Component Reaction Mariana F. C. Cardoso, Luana S. M. Forezi, Victor G. S. Cavalcante, Cecília S. R. Juliani, Jackson Antônio L. C. Resende, David R. da Rocha, Fernando C. da Silva and Vitor F. Ferreira

Graphical AbstractThe synthesis of several xanthenes based on the 1,3-dicarbonyl

scaffolds lawsone and coumarin was developed using tandem three-component reactions involving the reagents ortho-hydroxybenzaldehyde,

as bifunctional reagent, and an appropriate thiol. These reactions generated two series of para- and ortho-naphthoxanthenes that are

structurally related to a- and b-pyranaphthoquinones and one series of coumarin-xanthene derivatives.

1911 Isolation and Structural Characterization of Two New Furanoditerpenes from Pterodon emarginatus (Fabaceae)Leandra A. R. Oliveira, Gerlon A. R. Oliveira, Geralda F. Lemes, Wanderson Romão, Boniek G. Vaz, Sérgio Albuquerque, Cristiana Gonçalez, Luciano M. Lião and Maria Teresa F. Bara

Graphical AbstractTwo new furanoditerpenes were obtained from Pterodon emarginatus.

Methyl 6a-acetoxy-7b-hydroxyvouacapan-17b-oate (previously identified) showed leishmanicidal activity.

1937 Effects of Iron Enrichment of Adzuki Bean (Vigna angularis) Sprouts on Elemental Translocation, Concentrations of Proteins, Distribution of Fe-Metalloproteins, and Fe BioaccessibilityAline P. de Oliveira and Juliana Naozuka

Graphical AbstractEnrichment effects with different iron species on translocation of this

element, chemical composition (essential elements, proteins and Fe-proteins) and Fe bioaccessibility.

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viiVol. 28, No. 10, 2017

1953 New Design of Mini PTFE Vessels for Sample Preparation in Micro Scale: Determination of Cd, K, Mg and Na in Biological SampleCamila M. Oliz, Alexander O. Souza, Camila C. Pereira, Richard M. Oliveira, Aline L. Medina, Mariana A. Vieira, Anderson S. Ribeiro and Adriane M. Nunes

Graphical AbstractThe new mini PTFE vessel was evaluated as a potential system for the

preparation of biological samples and subsequent determination of metals.

1960 Determination of Rare Earth Elements in Some Flower Herb Teas and their Infusions Zhanglin Ni, Chuanyi Ren, Junyong Cheng and Fubin Tang

Graphical AbstractThe sixteen rare earth elements content in twelve types of popular flower herb teas and their infusions consumed in China was evaluated by ICP-MS.

1947 A Novel Nanofibrous Film Chemosensor for Highly Selective and Sensitive Optical Signaling of Zn2+

Chen Zhou and Heng Liu

Graphical AbstractRecognition mechanism of the nanofibrous film chemosensor for Zn2+.

1966 Application of Full Factorial Design to Evaluate the Effect of Different Variables on the Stability of Biodiesel:Diesel Blends under Storage ConditionsMichelle J. C. Rezende, Daniella L. Vale, Paula F. Aguiar, Carlos A. S. Riehl and Debora A. Azevedo

Graphical AbstractThe stability of biodiesel:diesel blends were studied in actual Brazilian

storage conditions. The degradation was quantified by target compounds in the oxidation process and a full factorial design evaluated the effect

of variables.

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1988 Boron Isotopic Ratio in Brazilian Red Wines: a Potential Tool for Origin and Quality Studies?Cibele M. S. de Almeida, Ana Cristina Almeida, Tatiana D. Saint’Pierre and José Marcus Godoy

Graphical AbstractBoron isotopic composition was applied as a tool to differentiate among Brazilian red wine origin. The results have demonstrated that is possible

to discriminate between wines produced on the Southern region from those produced on São Francisco Valley and also between the Brazilian

red wines from Chilean, Italian and Portuguese wines.

1995 Synthesis of TiO2/SiO2-B2O3 Ternary Nanocomposites: Influence of Interfacial Properties on their Photocatalytic Activities with High Resolution Mass Spectrometry MonitoringSusana F. Resende, Rafael L. Gouveia, Bernardo S. Oliveira, Wander L. Vasconcelos and Rodinei Augusti

Graphical AbstractSummary of the process used to synthesize the TiO2/SiO2-B2O3 ternary

nanocomposites.

1975 Using Magnetized (Fe3O4 / Biochar Nanocomposites) and Activated Biochar as Adsorbents to Remove Two Neuro-Active Pesticides from WatersTassya T. S. Matos, Juliana Schultz, Muhammad Y. Khan, Everton F. Zanoelo, Antônio S. Mangrich, Bruno R. Araújo, Sandro Navickiene and Luciane P. C. Romão

Graphical AbstractBiochars prepared from exhausted husk (EH) and tannin (TAN)

derived from black wattle were used to remove thiacloprid (TCL) and thiamethoxam (TMX) agrotoxics from spiked sample of the Marcela Dam,

a natural reservoir in Itabaiana Municipality, Sergipe State, Brazil.

2004 Composite Superabsorbent Hydrogel of Acrylic Copolymer and Eggshell: Effect of Biofiller AdditionMarcos Vinícius A. Queirós, Maslândia N. Bezerra and Judith P. A. Feitosa

Graphical AbstractThe addition of eggshell to an acrylic copolymer improves the gel

strength and the water absorption and also provides a more useful destination for the residue.

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2021 “Sweet Chemistry”: a Green Way for Obtaining Selenium Nanoparticles Active against Cancer CellsAdriana P. Vieira, Erika M. Stein, Daniel X. Andreguetti, Gerardo Cebrián-Torrejón, Antonio Doménech-Carbó, Pio Colepicolo and Ana Maria D. C. Ferreira

Graphical AbstractA clean synthesis was developed to prepare selenium nanoparticles using

fructose as the reducing agent. The obtained nanoparticles presented high toxicity toward cancer cells, and on the contrary are not toxic

against human P4 fibroblasts.

2028 Synthesis, Inhibition of Mycobacterium tuberculosis Enoyl-acyl Carrier Protein Reductase and Antimycobacterial Activity of Novel Pentacyanoferrate(II)-isonicotinoylhydrazonesThais P. Gazzi, Mariane Rotta, Anne D. Villela, Valnês Rodrigues-Junior, Leonardo K. B. Martinelli, Francisco Adilson M. Sales, Eduardo Henrique Silva de Sousa,Maria Martha Campos, Luiz Augusto Basso, Diógenes S. Santos and Pablo Machado

Graphical AbstractThe pentacyanoferrate(II)-isonicotinoylhydrazones inhibited the reaction

catalyzed by Mycobacterium tuberculosis 2-trans-enoyl-ACP(CoA) reductase (MtInhA), showed antitubercular activity against M. tuberculosis H37Rv strain with no apparent toxicity to mammalian cells and presented

intracellular activity in a macrophage model of infection.

2013 An Automated Multicommuted Flow Analysis Procedure for Photometric Determination of Reducing Sugars in Wine Employing a Directly Heated Flow-Batch DeviceMarcos A. S. Brasil and Boaventura F. Reis

Graphical AbstractDiagram of the setup for reducing sugar determination in wines.

2038 Synthesis of Diiodo-Functionalized Benzo[b]furans via Electrophilic IodocyclizationCarlise Frota, Allan F. C. Rossini, Gleison A. Casagrande, Lucas Pizzuti and Cristiano Raminelli

Graphical AbstractDiiodo-functionalized benzo[b]furans were achieved through a simple

electrophilic iodocyclization reaction involving alkynylated 2-iodoanisoles and molecular iodine in the presence of sodium bicarbonate.

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