Cover Picture

391 The Challenge of Including Chemodiversity, and the Potential Economic Use of New Natural Compounds and Processes, in the BIOTA/FAPESP ProgramCarlos A. Joly and Vanderlan S. Bolzani

Editorial

Contents

Vol. 28, No. 3, March, 2017

ISSN 0103-5053JBCSJournal of the Brazilian Chemical Society

Special Issue Celebrating 10 Years of BIOprospecTA - BIOTA Program

ANOS

J. Braz. Chem. Soc.vi

402 The Influence of Brazilian Biodiversity on Searching for Human Use PharmaceuticalsDavid J. Newman

Graphical AbstractThe microbial biosynthetic genes that produced the toxin in the blister

beetle are almost the same as those that produced similar toxins in deep and shallow water sponges. Thus “Mother Nature” reuses useful genes

apparently across kingdoms. Read the full story in the review.

393 Microbial Symbionts of Insects are the Focus of the First International Cooperative Biodiversity Group (ICBG) in Brazil Mônica T. Pupo, Cameron R. Currie and Jon Clardy

Graphical AbstractThe fungus-growing ants multilateral symbiosis between three mutualists

and one parasite as the rational guide for the discovery of natural products hits and leads.

427 An UPLC-MS/MS Method for Determination of Vicenin-2 and Lychnopholic Acid in Rat Plasma and its Application to a Pharmacokinetic StudyDayana R. Gouvea, Gabriela A. Buqui, João Luis C. Lopes, Andrea Diniz and Norberto P. Lopes

Graphical AbstractA validated UPLC-MS/MS methodology demonstrated that vicenin-2 and

lychnofolic acid compounds were distributed and rapidly eliminated from the rat organism.

415 Update: Biological and Chemical Aspects of Senna spectabilisDenise M. Selegato, Afif F. Monteiro, Natália C. Vieira, Patrícia Cardoso, Victor D. Pavani, Vanderlan S. Bolzani and Ian Castro-Gamboa

Graphical AbstractThis review aims to provide an updated summary of the main features of

Senna spectabilis, compiling all currently available information on the chemical and pharmacological composition of its parts and associated

microorganisms.

SI online

Account

Reviews

Articles

viiVol. 28, No. 3, 2017

443 Identification of Triterpenoids from Schefflera systyla, Odontadenia puncticulosa and Conostegia speciosa and In Depth Investigation of Their in vitro and in vivo Antifungal ActivitiesQuentin Favre-Godal, Stephane Dorsaz, Laurence Marcourt, Valentina Bertini, Emmanuelle Dormia, Emilie Michellod, Francine Voinesco, Mahabir Gupta, Katia Gindro, Dominique Sanglard, Emerson F. Queiroz and Jean-Luc Wolfender

Graphical AbstractCharacterization of the antifungal triterpenoids isolated from

Panamanian plants against Candida species.

455 Comparison of Standardized Dichloromethane with Aqueous Pterodon pubescens Benth. Fruit Extracts on Antinociceptive and Anti-Inflammatory ActivityRogério Grando, Vanessa H. Souza, Karin M. Monteiro, Ilza M. O. Sousa, Nubia C. A. Queiroz, João E. Carvalho, Humberto M. Spindola and Mary A. Foglio

Graphical AbstractData demonstrates the antinociceptive activity of aqueous P. pubescens

fruit extract, with lower potency compared to dichloromethane P. pubescens fruit extract. Nevertheless the resulting data corroborates

the species folk use.

435 Evaluation of Chemical Defense and Chemical Diversity in the Exotic Bryozoan Amathia verticillataLarissa A. H. dos Santos, Etiene E. G. Clavico, Lizbeth L. L. Parra, Roberto G. S. Berlinck, Antonio G. Ferreira, Valerie J. Paul and Renato C. Pereira

Graphical AbstractPredation of the bryozoan Amathia verticillata by fishes in field assays showed variable results depending on the region where the bryozoan is found. The results indicate that A. verticillata indole alkaloids play no

significant role as chemical defenses.

465 Bioprospecting Anticancer Compounds from the Marine-Derived Actinobacteria Actinomadura sp. Collected at the Saint Peter and Saint Paul Archipelago (Brazil)Amaro E. T. Silva, Larissa A. Guimarães, Elthon G. Ferreira, Maria da Conceição M. Torres, Alison B. da Silva, Paola C. Branco, Francisca Andréa S. Oliveira, Genivaldo G. Z. Silva, Diego V. Wilke, Edilberto R. Silveira, Otília Deusdenia L. Pessoa, Paula C. Jimenez and Leticia V. Costa-Lotufo

Graphical AbstractChemical studies and genome mining of Actinomadura sp. isolated from sediments collected at the St. Peter and St. Paul Archipelago led to the

characterization of three cytotoxic prodiginine derivatives.

SI online

SI online

SI online

J. Braz. Chem. Soc.viii

485 Steroids from the Brazilian Zoanthids Palythoa caribaeorum and Palythoa variabilisFrancisco C. L. Pinto, José Gustavo L. Almeida, Edilberto R. Silveira, Arinice M. Costa, Larissa A. Guimarães, Diego V. Wilke, Letícia V. Costa-Lotufo, Maria da Conceição M. Torres and Otília Deusdênia L. Pessoa

Graphical AbstractNine ergostan sterols, including two previously unknown, were isolated from the zoanthids Palythoa caribaeorum and Palythoa variabilis. The

structures of all compounds were determined, particularly by 1D and 2D NMR data and HRESIMS.

492 Application of an Ionic Liquid in the Microwave Assisted Extraction of Cytotoxic Metabolites from Fruits of Schinus terebinthifolius Raddi (Anacardiaceae)Thiago R. Morais, Ana Paula R. Coutinho, Fernanda F. Camilo, Tereza S. Martins, Patricia Sartorelli, Mariana H. Massaoka, Carlos R. Figueiredo and João Henrique G. Lago

Graphical AbstractMicrowave assisted extraction and ionic liquid was used to obtain

cytotoxic metabolites from Schinus terebinthifolius.

475 Synthetic Analogue of the Natural Product Piperlongumine as a Potent Inhibitor of Breast Cancer Cell Line MigrationMarilia Valli, Wanessa Altei, Ricardo N. dos Santos, Emilio C. de Lucca Jr., Marco A. Dessoy, Renan M. Pioli, Fernando Cotinguiba, Xavier Cachet, Sylvie Michel, Maysa Furlan, Luiz C. Dias, Adriano D. Andricopulo and Vanderlan S. Bolzani

Graphical AbstractNatural product piperlongumine and synthetic analogue designed as

inhibitor of breast cancer cell line migration.

498 Multiple Monohydroxylation Products from rac-Camphor by Marine Fungus Botryosphaeria sp. Isolated from Marine Alga Bostrychia radicansHugo C. R. de Jesus, Alex H. Jeller, Hosana M. Debonsi, Péricles B. Alves and André L. M. Porto

Graphical AbstractMonohydroxylation of rac-camphor yielding hydroxylated

diastereoisomers at positions C-3, C-5, C-6 and C-8.

SI online

SI online

SI online

SI online

Short Report

ixVol. 28, No. 3, 2017

512 Isolation of Tiliroside from Spiranthera odoratissima as Inhibitor of Trypanosoma cruzi Glyceraldehyde-3-phosphate Dehydrogenase by Using Bioactivity-Guided FractionationVivian E. Cornelio, Fernando V. Maluf, João B. Fernandes, Maria Fátima G. F. da Silva, Glaucius Oliva, Rafael V. C. Guido and Paulo C. Vieira

Graphical AbstractBioactivity-guided TcGAPDH assay leading to isolation of tiliroside from

Spiranthera odoratissima extract.

505 Rosmarinic and Cinnamic Acid Derivatives of in vitro Tissue Culture of Plectranthus ornatus: Overproduction and Correlation with Antioxidant Activities Héctor H. Medrado, Edlene O. dos Santos, Erika M. O. Ribeiro, Jorge M. David, Juceni P. David, José Fernando Araújo, Ademir E. do Vale, Moema C. Bellintani, Hugo N. Brandão and Paloma R. Meira

Graphical AbstractTissue culture of Plecthrantus ornatus on Murashige and Skoog

(MS) medium with the addition of auxin and cytokinin promotes an overproduction of rosmarinic and caffeic acids.

SI online

SI online