Conservation and sustainable use of the diversity from Cerrado and Atlantic Forest: chemical diversity and prospecting for potential drugs - phase II

• Grant number: 03/02176-7
• Support Opportunities: BIOTA-FAPESP Program - Thematic Grants
• Start date: November 01, 2004
• End date: September 30, 2010
• Field of knowledge: Physical Sciences and Mathematics - Chemistry
• Principal Investigator: Vanderlan da Silva Bolzani
• Grantee: Vanderlan da Silva Bolzani
• Host Institution: Instituto de Química (IQ). Universidade Estadual Paulista (UNESP). Campus de Araraquara. Araraquara , SP, Brazil
• City of the host institution: Araraquara
• Associated scholarship(s): 10/17329-7 - NuBBE natural products, micromolecular diversity useful for the rational design of novel anticancer agents, BP.DR; 10/09780-0 - mass spectrometry and nuclear magnetic resonance in metabolomic assessment & identification of prototypes of AChE inhibitors in Banisteriopsis variabilis (B. Gates) - Malpighiaceae, BP.DR; 10/07564-9 - Study of Chrysobalanaceae species with cytotoxic activities: Metabolomic analysis for the understanding of sinergistic associations and their micromolecular complexity, BP.DR; + associated scholarships 09/02648-2 - Study of Jatropha gossypifolia and J. multifida (Euphorbiaceae), using in silico and dereplication methods aiming the detection and in situ elucidation of acetylcholonesterasic, wound healing and antioxidant micromolecules., BP.MS; 08/58877-7 - Phylogenetic analyses and study of phenylpropanoid metabolism in Piper species, BP.DR; 09/05098-3 - Influence of physical-chemical factors for the racemization of benzopyrans from Peperomia obtusifolia (Piperaceae), BP.IC; 09/00940-8 - Qualitative study of polar metabolites from inflorescences of Calendula ( Calendula officinalis L., Calendulae, Asteraceae). Evaluation of different cultivation conditions., BP.IC; 08/07380-5 - Development of dereplication analytical methods for metabolomic studies of Qualea species(Vochysiacae): detection and in situ elucidation of potential antioxidant and antimalarial micromolecules., BP.MS; 08/51674-3 - Secondary metabolites of Piper reticulatum L., BP.MS; 07/57991-8 - Molecular hybridization as a tool to obtain thio pyridine derivatives as acetylcholinesterase inhibitors, BP.MS; 08/01796-5 - In silico detection, isolation and characterization of the antimalarial and antioxidant micromolecular constituents from stems and leaves of Garcinia gardneriana (Clusiaceae)., BP.MS; 06/52363-6 - Bioprospection in species of Piperaceae, BP.MS; 06/61795-7 - Application of mass spectrometry for the identification of HIV-1 protease inhibitors in plants from Cerrado and Atlantic Rainforest: a modern enzymatic tool for searching new therapeutic agents using the dereplication methodology, BP.PD; 06/59555-8 - Chemical and biological study of natural cromenes in species of Piperaceae and their analogues, BP.MS; 06/61187-7 - Bioguided fractionation for selection of potential antioxidant, antimalarial and antibiotic substances in Kielmeyera variabilis (Clusiaceae) and Brosimum glaziovii (Moraceae) species , BP.DR; 06/54948-1 - Studies of the biosynthetic paths of piperidine alkaloids of Senna spectabilis, BP.DR; 06/50086-5 - Characterization of prenyltransferase of Piper crassinervium and gaudichaudianum (Piperaceae), BP.PD; 06/51832-2 - Conservation and sustainable use of the diversity from Cerrado and Atlantic Forest: chemical diversity and prospecting for potential drugs - phase II, BP.TT; 05/58796-9 - Synthesis and biosynthesis of piperidinyl amides: determination of the activity of the oxydoreductase enzyme of the p450 cytochrome type in Piper tuberculatum, BP.MS; 05/53877-0 - Systematic evaluation of the phytochemical profile of extracts of Lychnophora as a routine method for the preliminary identification of several metabolites of substances by chromate, BP.PD; 05/54134-1 - Characterization of the prenyltransferase of Piper aduncum (Piperaceae), BP.PD; 04/13669-7 - Analysis of the distribution and effect of seasonality on the production of piperidine alkaloids in Senna spectabilis, BP.DR; 04/11982-0 - Peptides of Jatropha spp. and of Palicourea marcgravii St. Hill from the Cerrado and the Atlantic Rainforest: prospection, isolation, structural elucidation and biological activity, BP.MS; 04/09547-3 - Study of the proteome with genomic insertion of the 4-nerolidilcatecol in Potomorphe umbellata (Piperaceae), BP.PD - associated scholarships

Abstract

The main goal of this project is to search lead molecules from plant species and endophytic fungi occurring in the state of São Paulo, especially in the Cerrado and Atlantic Forest. The project was conceived to identify antioxidant, anti-inflammatory, antifungal, anticancer, antimalarial and acetylcholinesterase inhibition lead compounds from plant species of these biomes. With a strong multi-disciplinary relationship, this is the second phase of the bioprospecting program, initiated four years ago, when Biota-FAPESP was created as a permanent FAPESP's Program. Besides the main goals on drug discovery, biodiversity conservation, and sustainable economic growth, this project also is supported on advanced natural product chemistry knowledge such as: to evaluate, correlate and develop chemical methodologies to study intra- and inter-specific variability in some selected bioactive species; to develop micropropagation and cell cultures of rare plants producing active compounds;to study biosynthetic pathways and particularly determine the activity of phenyltransferases, terpene cyclases and cytochrome P-450 oxido-reductases, for kinetic studies and further proteomic and functional analysis. This should lead to the cloning of genes that eventually can be used for recombinatorial biosynthesis of heterolgous overexpression in other plants; to conduct studies on structure activity relationships (SAR) of some lead compounds previously identified; to sustain and maintain the virtual database (datamine) already initiated in phase I. (AU)

Scientific publications

(68)

(The scientific publications listed on this page originate from the Web of Science or SciELO databases. Their authors have cited FAPESP grant or fellowship project numbers awarded to Principal Investigators or Fellowship Recipients, whether or not they are among the authors. This information is collected automatically and retrieved directly from those bibliometric databases.)

REGASINI, LUIS OCTAVIO; CASTRO-GAMBOA, IAN; SIQUEIRA SILVA, DULCE HELENA; FURLAN, MAYSA; BARREIRO, ELIEZER JESUS; PINHEIRO FERREIRA, PAULO MICHEL; PESSOA, CLAUDIA; COSTA LOTUFO, LETICIA VERAS; DE MORAES, MANOEL ODORICO; MARX YOUNG, MARIA CLAUDIA; et al. Cytotoxic Guanidine Alkaloids from Pterogyne nitens. Journal of Natural Products, v. 72, n. 3, SI, p. 473-476, MAR 2009. (03/02176-7)

TAJIMA, YASUHIRO; MURASE, HAYATO; SATAKE, KAZUHIRO; MITANI, YUJI; REGASINI, LUIS OCTAVIO; BOLZANI, VANDERLAN DA SILVA; EFFERTH, THOMAS; NAKAGAWA, HIROSHI. Nitensidine A, a guanidine alkaloid from Pterogyne nitens, induces osteoclastic cell death. Cytotechnology, v. 67, n. 4, SI, p. 585-592, AUG 2015. (03/02176-7)

CARDOSO-LOPES, ELAINE MONTEIRO; CARREIRA, ROSANA CRISTINA; AGRIPINO, DEBORA GOMES; BRANDAO TORRES, LUCE MARIA; CORDEIRO, INES; BOLZANI, VANDERLAN DA SILVA; DE CAMPOS DIETRICH, SONIA MACHADO; MARX YOUNG, MARIA CLAUDIA. Screening for antifungal, DNA-damaging and anticholinesterasic activities of Brazilian plants from the Atlantic Rainforest - Ilha do Cardoso State Park. REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY, v. 18, n. S, p. 655-660, DEC 2008. (03/02176-7)

NETO, FAUSTO CARNEVALE; ANDREO, MARCIO ADRIANO; RAFTERY, DANIEL; CALLEGARI LOPES, JOAO LUIS; LOPES, NORBERTO PEPORINE; CASTRO-GAMBOA, IAN; DE NORONHA SALES MAIA, BEATRIZ HELENA LAMEIRO; COSTA, EMMANOEL VILACA; VESSECCHI, RICARDO. Characterization of aporphine alkaloids by electrospray ionization tandem mass spectrometry and density functional theory calculations. RAPID COMMUNICATIONS IN MASS SPECTROMETRY, v. 34, n. 3, SI, OCT 2019. (10/07564-9, 14/23604-1, 03/02176-7, 14/12343-2, 09/08281-3, 14/50265-3)

VALLI, MARILIA; RUSSO, HELENA M.; BOLZANI, VANDERLAN S.. The potential contribution of the natural products from Brazilian biodiversity to bioeconomy. Anais da Academia Brasileira de Ciências, v. 90, n. 1, 1, p. 763-778, 2018. (03/02176-7, 13/07600-3)

NETO, FAUSTO CARNEVALE; PILON, ALAN C.; SELEGATO, DENISE M.; FREIRE, RAFAEL T.; GU, HAIWEI; RAFTERY, DANIEL; LOPES, NORBERTO P.; CASTRO-GAMBOA, IAN. Dereplication of Natural Products Using GC-TOF Mass Spectrometry: Improved Metabolite Identification by Spectral Deconvolution Ratio Analysis. FRONTIERS IN MOLECULAR BIOSCIENCES, v. 3, 2016. (03/02176-7, 14/05935-0, 10/17935-4)

NETO, FAUSTO CARNEVALE; ANDREO, MARCIO ADRIANO; RAFTERY, DANIEL; CALLEGARI LOPES, JOAO LUIS; LOPES, NORBERTO PEPORINE; CASTRO-GAMBOA, IAN; DE NORONHA SALES MAIA, BEATRIZ HELENA LAMEIRO; COSTA, EMMANOEL VILACA; VESSECCHI, RICARDO. Characterization of aporphine alkaloids by electrospray ionization tandem mass spectrometry and density functional theory calculations. RAPID COMMUNICATIONS IN MASS SPECTROMETRY, v. 34, p. 11-pg., 2019-10-29. (09/08281-3, 14/50265-3, 14/12343-2, 14/23604-1, 10/07564-9, 03/02176-7)

TAJIMA, YASUHIRO; MURASE, HAYATO; SATAKE, KAZUHIRO; MITANI, YUJI; REGASINI, LUIS OCTAVIO; BOLZANI, VANDERLAN DA SILVA; EFFERTH, THOMAS; NAKAGAWA, HIROSHI. Nitensidine A, a guanidine alkaloid from Pterogyne nitens, induces osteoclastic cell death. Cytotechnology, v. 67, n. 4, p. 8-pg., 2015-08-01. (03/02176-7)

GOBBO-NETO, LEONARDO; GATES, PAUL J.; LOPES, NORBERTO P.. Negative ion 'chip-based' nanospray tandem mass spectrometry for the analysis of flavonoids in glandular trichomes of Lychnophora ericoides Mart. (Asteraceae). RAPID COMMUNICATIONS IN MASS SPECTROMETRY, v. 22, n. 23, p. 7-pg., 2008-12-01. (03/02176-7)

REGASINI, LUIS OCTAVIO; CASTRO-GAMBOA, IAN; SIQUEIRA SILVA, DULCE HELENA; FURLAN, MAYSA; BARREIRO, ELIEZER JESUS; PINHEIRO FERREIRA, PAULO MICHEL; PESSOA, CLAUDIA; COSTA LOTUFO, LETICIA VERAS; DE MORAES, MANOEL ODORICO; MARX YOUNG, MARIA CLAUDIA; et al. Cytotoxic Guanidine Alkaloids from Pterogyne nitens. Journal of Natural Products, v. 72, n. 3, p. 4-pg., 2009-03-01. (03/02176-7)

VALLI, MARILIA; BOLZANI, VANDERLAN S.. Natural Products: Perspectives and Challenges for use of Brazilian Plant Species in the Bioeconomy. Anais da Academia Brasileira de Ciências, v. 91, n. 3, 2019. (03/02176-7, 14/50926-0, 13/07600-3)

PILON, ALAN CESAR; GU, HAIWEI; RAFTERY, DANIEL; BOLZANI, VANDERLAN DA SILVA; LOPES, NORBERTO PEPORINE; CASTRO-GAMBOA, IAN; CARNEVALE NETO, FAUSTO. Mass Spectral Similarity Networking and Gas-Phase Fragmentation Reactions in the Structural Analysis of Flavonoid Glycoconjugates. Analytical Chemistry, v. 91, n. 16, p. 10413-10423, AUG 20 2019. (16/13292-8, 10/17935-4, 03/02176-7, 14/12343-2, 10/07564-9, 14/50265-3)

TAJIMA, YASUHIRO; NAKAGAWA, HIROSHI; TAMURA, AI; KADIOGLU, ONAT; SATAKE, KAZUHIRO; MITANI, YUJI; MURASE, HAYATO; REGASINI, LUIS OCTAVIO; BOLZANI, VANDERLAN DA SILVA; ISHIKAWA, TOSHIHISA; et al. Nitensidine A, a guanidine alkaloid from Pterogyne nitens, is a novel substrate for human ABC transporter ABCB1. Phytomedicine, v. 21, n. 3, p. 323-332, FEB 15 2014. (03/02176-7)

BIASETTO, CAROLINA R.; SOMENSI, ANDRESSA; SORDI, RENATA; CHAPLA, VANESSA M.; EBRAHIMI, SAMAD N.; SILVA, GERALDO H.; TELES, HELDER L.; BOLZANI, VANDERLAN DA S.; YOUNG, MARIA CLAUDIA M.; PFENNING, LUDWIG H.; et al. The new koninginins T-U from Phomopsis stipata, an endophytic fungus isolated from Styrax camporum Pohl. PHYTOCHEMISTRY LETTERS, v. 36, p. 106-110, APR 2020. (14/50926-0, 13/07600-3, 03/02176-7)

COQUEIRO, ALINE; CHOI, YOUNG H.; VERPOORTE, ROBERT; GUPTA, KARTHICK B. S. S.; DE MIER, MARIA; HAMBURGER, MATTHIAS; YOUNG, MARIA C. M.; STAPLETON, PAUL; GIBBONS, SIMON; BOLZANI, VANDERLAN DA S.. Antistaphylococcal Prenylated Acylphoroglucinol and Xanthones from Kielmeyera variabilis. Journal of Natural Products, v. 79, n. 3, p. 470-476, MAR 2016. (03/02176-7, 06/61187-7)

VIEIRA, JR., GERARDO MAGELA; DUTRA, LUIZ A.; TORRES, ROSELI B.; BORALLE, NIVALDO; BOLZANI, VANDERLAN DA S.; SIQUEIRA SILVA, DULCE H.; CHAVES, MARIANA H.; CAVALHEIRO, ALBERTO J.. Chemical constituents from Casearia spp. (Flacourtiaceae/Salicaceae sensu lato). REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY, v. 27, n. 6, p. 785-787, NOV-DEC 2017. (03/02176-7)

GUBIANI, JULIANA R.; ZERAIK, MARIA L.; OLIVEIRA, CAMILA M.; XIMENES, VALDECIR F.; NOGUEIRA, CLAUDIO R.; FONSECA, LUIZ M.; SILVA, DULCE H. S.; BOLZANI, VANDERLAN S.; ARAUJO, ANGELA R.. Biologically Active Eremophilane-Type Sesquiterpenes from Camarops sp., an Endophytic Fungus Isolated from Alibertia macrophylla. Journal of Natural Products, v. 77, n. 3, p. 668-672, MAR 2014. (03/02176-7)

PIVATTO, MARCOS; BACCINI, LUCIENE R.; SHARMA, ABHINAY; NAKABASHI, MYNA; DANUELLO, AMANDA; VIEGAS JUNIOR, CLAUDIO; GARCIA, CELIA R. S.; BOLZANI, VANDERLAN S.. Antimalarial activity of piperidine alkaloids from Senna spectabilis and semisynthetic derivatives. Journal of the Brazilian Chemical Society, v. 25, n. 10, p. 1900+, OCT 2014. (03/02176-7, 13/07600-3)

CHAPLA, VANESSA MARA; ZERAIK, MARIA LUIZA; LEPTOKARYDIS, IOANIS HCRISTOS; SILVA, GERALDO HUMBERTO; BOLZANI, VANDERLAN SILVA; YOUNG, MARIA CLAUDIA M.; PFENNING, LUDWIG HEINRICH; ARAUJO, ANGELA REGINA. Antifungal Compounds Produced by Colletotrichum gloeosporioides, an Endophytic Fungus from Michelia champaca. Molecules, v. 19, n. 11, p. 19243-19252, NOV 2014. (03/02176-7, 13/07600-3, 11/03017-6)

DANUELLO, AMANDA; ROMEIRO, NELILMA C.; GIESEL, GUILHERME M.; PIVATTO, MARCOS; VIEGAS, JR., CLAUDIO; VERLI, HUGO; BARREIRO, ELIEZER J.; FRAGA, CARLOS A. M.; CASTRO, NEWTON G.; BOLZANI, VANDERLAN S.. Molecular docking and molecular dynamic studies of semi-synthetic piperidine alkaloids as acetylcholinesterase inhibitors. Journal of the Brazilian Chemical Society, v. 23, n. 1, p. 163-U505, JAN 2012. (03/02176-7)

ALVES, RENATA TOME; REGASINI, LUIS OCTAVIO; FUNARI, CRISTIANO SOLEO; MARX YOUNG, MARIA CLAUDIA; RIMOLDI, ALINE; BOLZANI, VANDERLAN DA SILVA; SIQUEIRA SILVA, DULCE HELENA; DE ALBUQUERQUE, SERGIO; DA ROSA, JOAO ARISTEU. Trypanocidal activity of Brazilian plants against epimastigote forms from Y and Bolivia strains of Trypanosoma cruzi. REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY, v. 22, n. 3, p. 528-533, MAY-JUN 2012. (03/02176-7)

SILVA, GERALDO H.; DE OLIVEIRA, CAMILA M.; TELES, HELDER L.; PAULETTI, PATRICIA M.; CASTRO-GAMBOA, IAN; SILVA, DULCE H. S.; BOLZANI, VANDERLAN S.; YOUNG, MARIA C. M.; COSTA-NETO, CLAUDIO M.; PFENNING, LUDWIG H.; et al. Sesquiterpenes from Xylaria sp., an endophytic fungus associated with Piper aduncum (Piperaceae). PHYTOCHEMISTRY LETTERS, v. 3, n. 3, p. 164-167, SEP 20 2010. (03/02176-7)

BOLZANI, VANDERLAN DA SILVA; VALLI, MARILIA; PIVATTO, MARCOS; VIEGAS, JR., CLAUDIO. Natural products from Brazilian biodiversity as a source of new models for medicinal chemistry. Pure and Applied Chemistry, v. 84, n. 9, p. 1837-1846, 2012. (03/02176-7)

OLIVEIRA, CAMILA M.; SILVA, GERALDO H.; REGASINI, LUIS O.; ZANARDI, LISINEIA M.; EVANGELISTA, ALANA H.; YOUNG, MARIA C. M.; BOLZANI, VANDERLAN S.; ARAUJO, ANGELA R.. Bioactive Metabolites Produced by Penicillium sp.1 and sp.2, Two Endophytes Associated with Alibertia macrophylla (Rubiaceae). ZEITSCHRIFT FUR NATURFORSCHUNG SECTION C-A JOURNAL OF BIOSCIENCES, v. 64, n. 11-12, p. 824-830, NOV-DEC 2009. (03/02176-7)

PATRÍCIA M. PAULETTI; HELDER L. TELES; DULCE H.S. SILVA; ÂNGELA R. ARAÚJO; VANDERLAN S. BOLZANI. Styracaceae. REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY, v. 16, n. 4, p. 576-590, 2006-12-00. (03/02176-7)

SILVA, GERALDO HUMBERTO; TELES, HELDER LOPES; ZANARDI, LISINÉIA MARIA; YOUNG, MARIA CLAUDIA MARX; EBERLIN, MARCOS NOGUEIRA; HADAD, RENATO; PFENNING, LUDWIG H.; COSTA-NETO, CLAUDIO MIGUEL; CASTRO-GAMBOA, IAN; BOLZANI, VANDERLAN DA SILVA; et al. Cadinane sesquiterpenoids of Phomopsis cassiae, an endophytic fungus associated with Cassia spectabilis (Leguminosae). Phytochemistry, v. 67, n. 17, p. 1964-1969, Sept. 2006. (03/02176-7)

BATISTA, JR., JOAO M.; BATISTA, ANDREA N. L.; MOTA, JONAS S.; CASS, QUEZIA B.; KATO, MASSUO J.; BOLZANI, VANDERLAN S.; FREEDMAN, TERESA B.; LOPEZ, SILVIA N.; FURLAN, MAYSA; NAFIE, LAURENCE A.. Structure Elucidation and Absolute Stereochemistry of Isomeric Monoterpene Chromane Esters. Journal of Organic Chemistry, v. 76, n. 8, p. 2603-2612, APR 15 2011. (03/02176-7)

CARDOSO, CARMEN L.; CASTRO-GAMBOA, IAN; BERGAMINI, GIOVANA M.; CAVALHEIRO, ALBERTO J.; SILVA, DULCE H. S.; LOPES, MARCIA N.; ARAUJO, ANGELA R.; FURLAN, MAYSA; VERLI, HUGO; BOLZANI, VANDERLAN DA S.. An Unprecedented Neolignan Skeleton from Chimarrhis turbinata. Journal of Natural Products, v. 74, n. 3, p. 487-491, MAR 2011. (03/02176-7)

ELAINE MONTEIRO CARDOSO-LOPES; DAISY MARIA BENTES DE PAULA; FAUSTO ERRITTO BARBO; AMANDA DE SOUZA; CECÍLIA TERUMI TERADAIRA BLATT; LUCE MARIA BRANDÃO TORRES; MARIA CLÁUDIA MARX YOUNG. Composição química, atividades inibidora da acetilcolinesterase e antifúngica de Pera glabrata (Schott) Baill. (Euphorbiaceae). Rev. bras. Bot., v. 32, n. 4, p. 819-825, 2009-12-00. (03/02176-7)

SARA REGINA DE MARQUI; RENATA BRIONÍZIO LEMOS; LUCIANA ÁVILA SANTOS; IAN CASTRO-GAMBOA; ALBERTO JOSÉ CAVALHEIRO; VANDERLAN DA SILVA BOLZANI; DULCE HELENA SIQUEIRA SILVA; LILIANA SCORZONI; ANA MARIA FUSCO-ALMEIDA; MARIA JOSÉ SOARES MENDES-GIANNINI; et al. Saponinas antifúngicas de Swartzia langsdorffii. Química Nova, v. 31, n. 4, p. 828-831, 2008-00-00. (03/02176-7, 04/07932-7)

OLIVEIRA, CAMILA M.; REGASINI, LUIS O.; SILVA, GERALDO H.; PFENNING, LUDWIG H.; YOUNG, MARIA C. M.; BERLINCK, ROBERTO G. S.; BOLZANI, VANDERLAN S.; ARAUJO, ANGELA R.. Dihydroisocoumarins produced by Xylaria sp and Penicillium sp., endophytic fungi associated with Piper aduncum and Alibertia macrophylla. PHYTOCHEMISTRY LETTERS, v. 4, n. 2, p. 93-96, JUN 15 2011. (03/02176-7)

PAVARINI, DANIEL P.; DA SILVA, DENISE B.; CAROLLO, CARLOS A.; PORTELLA, AMANDA P. F.; LATANSIO-AIDAR, SABRINA R.; CAVALIN, PEDRO O.; OLIVEIRA, VIVIANE C.; ROSADO, BRUNO H. P.; AIDAR, MARCOS P. M.; BOLZANI, VANDERLAN S.; et al. Application of MALDI-MS analysis of Rainforest chemodiversity: a keystone for biodiversity conservation and sustainable use. Journal of Mass Spectrometry, v. 47, n. 11, p. 1482-1485, NOV 2012. (03/12595-7, 03/02176-7, 10/50811-7, 09/54098-6)

LOPES, FLAVIA C. M.; ROCHA, ANA; PIRRACO, ANA; REGASINI, LUIS O.; SILVA, DULCE H. S.; BOLZANI, VANDERLAN S.; AZEVEDO, ISABEL; CARLOS, IRACILDA Z.; SOARES, RAQUEL. Anti-angiogenic effects of pterogynidine alkaloid isolated from Alchornea glandulosa. BMC COMPLEMENTARY AND ALTERNATIVE MEDICINE, v. 9, MAY 22 2009. (03/02176-7)

GERALDO H. SILVA; HELDER L. TELES; HENRIQUE C. TREVISAN; VANDERLAN DA S. BOLZANI; MARIA C. M. YOUNG; LUDWIG H. PFENNING; MARCOS N. EBERLIN; RENATO HADDAD; CLAUDIO M. COSTA-NETO; ÂNGELA R. ARAÚJO. New bioactive metabolites produced by Phomopsis cassiae, an endophytic fungus in Cassia spectabilis. Journal of the Brazilian Chemical Society, v. 16, p. 1463-1466, 2005-11-00. (03/02176-7)

GOBBO-NETO, LEONARDO; GATES, PAUL J.; LOPES, NORBERTO P.. Negative ion `chip-based' nanospray tandem mass spectrometry for the analysis of flavonoids in glandular trichomes of Lychnophora ericoides Mart. (Asteraceae). RAPID COMMUNICATIONS IN MASS SPECTROMETRY, v. 22, n. 23, p. 3802-3808, DEC 2008. (03/02176-7)

SERRANO, MARIA A. R.; PIVATTO, MARCOS; FRANCISCO, WELINGTON; DANUELLO, AMANDA; REGASINI, LUIS O.; LOPES, ELAINE M. C.; LOPES, MARCIA N.; YOUNG, MARIA C. M.; BOLZANI, VANDERLAN S.. Acetylcholinesterase Inhibitory Pyridine Alkaloids of the Leaves of Senna multijuga. Journal of Natural Products, v. 73, n. 3, SI, p. 482-484, MAR 2010. (03/02176-7)

ELAINE MONTEIRO CARDOSO LOPES; ROSANA CRISTINA CARREIRA; DÉBORA GOMES AGRIPINO; LUCE MARIA BRANDÃO TORRES; INÊS CORDEIRO; VANDERLAN DA SILVA BOLZANI; SÔNIA MACHADO DE CAMPOS DIETRICH; MARIA CLAUDIA MARX YOUNG. Avaliação das atividades antifúngica, no reparo do DNA e anticolinesterásica de plantas brasileiras da Mata Atlântica: Parque Estadual da Ilha do Cardoso. REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY, v. 18, p. 655-660, 2008-12-00. (03/02176-7)

JULIANA R. GUBIANI; HELDER L. TELES; GERALDO H. SILVA; MARIA CLÁUDIA M. YOUNG; JOSÉ O. PEREIRA; VANDERLAN S. BOLZANI; ANGELA R. ARAUJO. Cyclo-(trp-phe) diketopiperazines from the endophytic fungus Aspergillus versicolor isolated from Piper aduncum. Química Nova, v. 40, n. 2, p. 138-142, 2017-02-00. (03/02176-7, 13/07600-3)

DE OLIVEIRA, ALINE M.; DOS SANTOS, ANDRE G.; DOS SANTOS, RAQUEL A.; CSIPAK, ANGELICA R.; OLIVATO, CAMILA; DA SILVA, ISABEL C.; DE FREITAS, MAURA B.; BASSI, CARMEN L.; CAVALHEIRO, ALBERTO J.; BOLZANI, VANDERLAN S.; et al. Ethanolic extract of Casearia sylvestris and its clerodane diterpen (caseargrewiin F) protect against DNA damage at low concentrations and cause DNA damage at high concentrations in mice's blood cells. MUTAGENESIS, v. 24, n. 6, p. 501-506, NOV 2009. (03/02176-7, 04/07932-7)

FLAUSINO JÚNIOR, OTAVIO; SANTOS, LUCIANA DE ÁVILA; VERLI, HUGO; PEREIRA, ANA MARIA; BOLZANI, VANDERLAN DA SILVA; NUNES-DE-SOUZA, RICARDO LUIZ. Anxiolytic effects of erythrinian alkaloids from Erythrina mulungu. Journal of Natural Products, v. 70, n. 1, p. 48-53, Jan. 2007. (03/02176-7)

FLAUSINO‚ JR‚ O.A.; PEREIRA‚ A.M.; BOLZANI‚ V.S.; NUNES-DE-SOUZA‚ R.L.. Effects of erythrinian alkaloids isolated from Erythrina mulungu (Papilionaceae) in mice submitted to animal models of anxiety. BIOLOGICAL & PHARMACEUTICAL BULLETIN, v. 30, n. 2, p. 375-378, 2007. (03/02176-7)

CARMEM L. CARDOSO; DULCE H. S. SILVA; IAN CASTRO-GAMBOA; VANDERLAN DA S. BOLZANI. New biflavonoid and other flavonoids from the leaves of Chimarrhis turbinata and their antioxidant activities. Journal of the Brazilian Chemical Society, v. 16, p. 1353-1359, 2005-11-00. (03/02176-7)

VALLI, MARILIA; ALTEI, WANESSA; DOS SANTOS, RICARDO N.; DE LUCCA, JR., EMILIO C.; DESSOY, MARCO A.; PIOLI, RENAN M.; COTINGUIBA, FERNANDO; CACHET, XAVIER; MICHEL, SYLVIE; FURLAN, MAYSA; et al. Synthetic Analogue of the Natural Product Piperlongumine as a Potent Inhibitor of Breast Cancer Cell Line Migration. Journal of the Brazilian Chemical Society, v. 28, n. 3, SI, p. 475-484, MAR 2017. (10/06741-4, 10/17329-7, 03/02176-7, 13/07600-3)

GUBIANI, JULIANA R.; TELES, HELDER L.; SILVA, GERALDO H.; YOUNG, MARIA CLAUDIA M.; PEREIRA, JOSE O.; BOLZANI, VANDERLAN S.; ARAUJO, ANGELA R.. CYCLO-(TRP-PHE) DIKETOPIPERAZINES FROM THE ENDOPHYTIC FUNGUS Aspergillus versicolor ISOLATED FROM Piper aduncum#. Química Nova, v. 40, n. 2, p. 5-pg., 2017-02-01. (13/07600-3, 03/02176-7)

CARDOSO-LOPES, ELAINE MONTEIRO; CARREIRA, ROSANA CRISTINA; AGRIPINO, DEBORA GOMES; BRANDAO TORRES, LUCE MARIA; CORDEIRO, INES; BOLZANI, VANDERLAN DA SILVA; DE CAMPOS DIETRICH, SONIA MACHADO; MARX YOUNG, MARIA CLAUDIA. Screening for antifungal, DNA-damaging and anticholinesterasic activities of Brazilian plants from the Atlantic Rainforest - Ilha do Cardoso State Park. REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY, v. 18, p. 6-pg., 2008-12-01. (03/02176-7)

SERRANO, MARIA A. R.; PIVATTO, MARCOS; FRANCISCO, WELINGTON; DANUELLO, AMANDA; REGASINI, LUIS O.; LOPES, ELAINE M. C.; LOPES, MARCIA N.; YOUNG, MARIA C. M.; BOLZANI, VANDERLAN S.. Acetylcholinesterase Inhibitory Pyridine Alkaloids of the Leaves of Senna multijuga. Journal of Natural Products, v. 73, n. 3, p. 3-pg., 2010-03-01. (03/02176-7)

PILON, ALAN C.; VALLI, MARILIA; DAMETTO, ALESSANDRA C.; PINTO, MERI EMILI F.; FREIRE, RAFAEL T.; CASTRO-GAMBOA, IAN; ANDRICOPULO, ADRIANO D.; BOLZANI, VANDERLAN S.. NuBBE(DB): an updated database to uncover chemical and biological information from Brazilian biodiversity. SCIENTIFIC REPORTS, v. 7, AUG 3 2017. (16/13292-8, 03/02176-7, 13/07600-3)

CHAPLA, VANESSA M.; ZERAIK, MARIA L.; CAFEU, MARIANA C.; SILVA, GERALDO H.; CAVALHEIRO, ALBERTO J.; BOLZANI, VANDERLAN S.; YOUNG, MARIA C. M.; PFENNING, LUDWIG H.; ARAUJO, ANGELA R.. Griseofulvin, Diketopiperazines and Cytochalasins from Endophytic Fungi Colletotrichum crassipes and Xylaria sp., and Their Antifungal, Antioxidant and Anticholinesterase Activities. Journal of the Brazilian Chemical Society, v. 29, n. 8, p. 1707-1713, AUG 2018. (03/02176-7, 11/03017-6, 13/07600-3)

VALLI, MARILIA; BETTI, ANDRESA HEEMANN; DANUELLO, AMANDA; PIVATTO, MARCOS; CENTURIAO, FERNANDA; ANTONIO, CAMILA BOQUE; KUZE RATES, STELA MARIS; BOLZANI, VANDERLAN DA SILVA. Pyridinic analog of the natural product (-)-spectaline as potential adjuvant for the treatment of central nervous system disorders. Bioorganic & Medicinal Chemistry Letters, v. 25, n. 10, p. 2247-2250, MAY 15 2015. (03/02176-7, 13/07600-3)

SATAKE, KAZUHIRO; TSUKAMOTO, MEGUMI; MITANI, YUJI; REGASINI, LUIS OCTAVIO; BOLZANI, VANDERLAN DA SILVA; EFFERTH, THOMAS; NAKAGAWA, HIROSHI. Human ABCB1 confers cells resistance to cytotoxic guanidine alkaloids from Pterogyne nitens. BIO-MEDICAL MATERIALS AND ENGINEERING, v. 25, n. 3, p. 249-256, 2015. (03/02176-7)

SILVA, GERALD H.; ZERAIK, MARIA L.; DE OLIVEIRA, CAMILA M.; TELES, HELDER L.; TREVISAN, HENRIQUE C.; PFENNING, LUDWIG H.; NICOLLI, CAMILA P.; YOUNG, MARIA C. M.; MASCARENHAS, YVONNE P.; ABREU, LUCAS M.; et al. Lactone Derivatives Produced by a Phaeoacremonium sp., an Endophytic Fungus from Senna spectabilis. Journal of Natural Products, v. 80, n. 5, p. 1674-1678, MAY 2017. (03/02176-7, 13/07600-3, 11/03017-6)

ORLANDI SARDI, JANAINA DE CASSIA; PITANGUI, NAYLA DE SOUZA; RODRIGUEZ-ARELLANES, GABRIELA; LUCIA TAYLOR, MARIA; FUSCO-ALMEIDA, ANA MARIA; SOARES MENDES-GIANNINI, MARIA JOSE. Highlights in pathogenic fungal biofilms. REVISTA IBEROAMERICANA DE MICOLOGIA, v. 31, n. 1, p. 22-29, JAN 31 2014. (11/12734-3, 03/02176-7, 04/07932-7, 12/01270-9)

PRIETO, ALINE M.; DOS SANTOS, ANDRE G.; OLIVEIRA, ANA PAULA S.; CAVALHEIRO, ALBERTO J.; SILVA, DULCE H. S.; BOLZANI, VANDERLAN S.; VARANDA, ELIANA AP.; SOARES, CHRISTIANE P.. Assessment of the chemopreventive effect of casearin B, a clerodane diterpene extracted from Casearia sylvestris (Salicaceae). Food and Chemical Toxicology, v. 53, p. 153-159, MAR 2013. (03/02176-7, 04/07932-7)

BATISTA, JR., JOAO M.; BATISTA, ANDREA N. L.; RINALDO, DANIEL; VILEGAS, WAGNER; AMBROSIO, DANIELA L.; CICARELLI, REGINA M. B.; BOLZANI, VANDERLAN S.; KATO, MASSUO J.; NAFIE, LAURENCE A.; LOPEZ, SILVIA N.; et al. Absolute Configuration and Selective Trypanocidal Activity of Gaudichaudianic Acid Enantiomers. Journal of Natural Products, v. 74, n. 5, p. 1154-1160, MAY 2011. (03/02176-7)

VIEIRA-JUNIOR, GERARDO M.; DUTRA, LUIZ A.; FERREIRA, PAULO M. P.; DE MORAES, MANOEL O.; LOTUFO, LETICIA V. COSTA; PESSOA, CLAUDIA DO O.; TORRES, ROSELI BUZANELLI; BORALLE, NIVALDO; BOLZANI, VANDERLAN DA S.; CAVALHEIRO, ALBERTO J.. Cytotoxic Clerodane Diterpenes from Casearia rupestris. Journal of Natural Products, v. 74, n. 4, p. 776-781, APR 2011. (03/02176-7)

VALLI, M.; DANUELLO, A.; PIVATTO, M.; SALDANA, J. C.; HEINZEN, H.; DOMINGUEZ, L.; CAMPOS, V. P.; MARQUI, S. R.; YOUNG, M. C. M.; VIEGAS, JR., C.; et al. Anticholinesterasic, Nematostatic and Anthelmintic Activities of Pyridinic and Pyrazinic Compounds. Current Medicinal Chemistry, v. 18, n. 22, p. 3423-3430, AUG 2011. (03/02176-7)

DE OLIVEIRA, CAMILA MARTINS; SILVA, GERALDO HUMBERTO; REGASINI, LUIS OCTAVIO; FLAUSINO, JR., OTAVIO; NOELI LOPEZ, SILVIA; ABISSI, BARBARA MARCONDES; DE SOUZA BERLINCK, ROBERTO GOMES; SETTE, LARA DURAES; BONUGLI-SANTOS, RAFAELLA COSTA; RODRIGUES, ANDRE; et al. Xylarenones C-E from an Endophytic Fungus Isolated from Alibertia macrophylla. Journal of Natural Products, v. 74, n. 6, p. 1353-1357, JUN 2011. (03/02176-7)

BATISTA, JR., JOAO MARCOS; BATISTA, ANDREA N. L.; RINALDO, DANIEL; VILEGAS, WAGNER; CASS, QUEZIA B.; BOLZANI, VANDERLAN S.; KATO, MASSUO J.; LOPEZ, SILVIA N.; FURLAN, MAYSA; NAFIE, LAURENCE A.. Absolute configuration reassignment of two chromanes from Peperomia obtusifolia (Piperaceae) using VCD and DFT calculations. TETRAHEDRON-ASYMMETRY, v. 21, n. 19, p. 2402-2407, OCT 7 2010. (03/02176-7)

CARDOSO-LOPES, ELAINE MONTEIRO; MAIER, JAMES ANDREAS; DA SILVA, MARCELO ROGERIO; RAGASINI, LUIS OCTAVIO; SIMOTE, SIMONE YASUE; LOPES, NORBERTO PEPORINE; PIRANI, JOSE RUBENS; BOLZANI, VANDERLAN DA SILVA; MARX YOUNG, MARIA CLAUDIA. Alkaloids from Stems of Esenbeckia leiocarpa Engl. (Rutaceae) as Potential Treatment for Alzheimer Disease. Molecules, v. 15, n. 12, p. 9205-9213, DEC 2010. (03/02176-7)

FRANCISCO, WELINGTON; PIVATTO, MARCOS; DANUELLO, AMANDA; REGASINI, LUIS O.; BACCINI, LUCIENE R.; YOUNG, MARIA C. M.; LOPES, NORBERTO P.; LOPES, JOAO L. C.; BOLZANI, VANDERLAN S.. Pyridine Alkaloids from Senna multijuga As Acetylcholinesterase Inhibitors. Journal of Natural Products, v. 75, n. 3, p. 408-413, MAR 2012. (03/02176-7)

MARCOS PIVATTO; ANTÔNIO E. M. CROTTI; NORBERTO P. LOPES; IAN CASTRO-GAMBOA; AMANDA DE REZENDE; CLÁUDIO VIEGAS JR.; MARIA CLAUDIA M. YOUNG; MAYSA FURLAN; VANDERLAN S. BOLZANI. Electrospray ionization mass spectrometry screening of piperidine alkaloids from Senna spectabilis (Fabaceae) extracts: fast identification of new constituents and co-metabolites. Journal of the Brazilian Chemical Society, v. 16, p. 1431-1438, 2005-11-00. (03/02176-7)

TELES, HELDER LOPES; SORDI, RENATA; SILVA, GERALDO HUMBERTO; CASTRO-GAMBOA, IAN; BOLZANI, VANDERLAN DA SILVA; PFENNING, LUDWIG HEINRICH; ABREU, LUCAS MAGALHÃES DE; COSTA-NETO, CLAUDIO MIGUEL; YOUNG, MARIA CLAUDIA MARX; ARAÚJO, ÂNGELA REGINA. Aromatic compounds produced by Periconia atropurpurea, an endophytic fungus associated with Xylopia aromatica. Phytochemistry, v. 67, n. 24, p. 2686-2690, Dec. 2006. (03/02176-7)

CARDOSO, CARMEN LUCIA; BOLZANI, VANDERLAN DA SILVA; SILVA, DULCE HELENA SIQUEIRA; ISHII, HIDEKI; BEROVA, NINA; NAKANISHI, KOJI. The absolute configuration of 1-(3 ',4 '-dihydroxycinnamoyl)cyclopentane-2,3-diol from the Amazonian tree Chimarrhis turbinata. Journal of Natural Products, v. 69, n. 7, p. 1046-1050, July. 2006. (03/02176-7)

VIEGAS JUNIOR, CLAUDIO; PIVATTO, MARCOS; DE REZENDE, AMANDA; HAMERSKI, LIDILHONE; SIQUEIRA SILVA, DULCE HELENA; DA SILVA BOLZANI, VANDERLAN. (-)-7-hydroxycassine: a new 2,6-dialkylpiperidin-3-ol alkaloid and other constituents isolated from flowers and fruits of Senna spectabilis (Fabaceae). Journal of the Brazilian Chemical Society, v. 24, n. 2, p. 230-235, FEB 2013. (03/02176-7)

FLAUSINO, JR., O. A.; DUFAU, L.; REGASINI, L. O.; PETRONIO, M. S.; SILVA, D. H. S.; ROSE, T.; BOLZANI, V. S.; REBOUD-RAVAUX, M.. Alkyl Hydroxybenzoic Acid Derivatives that Inhibit HIV-1 Protease Dimerization. Current Medicinal Chemistry, v. 19, n. 26, p. 4534-4540, SEP 2012. (03/02176-7, 04/07932-7)

PRIETO, A. M.; SANTOS, A. G.; CSIPAK, A. R.; CALIRI, C. M.; SILVA, I. C.; ARBEX, M. A.; SILVA, F. S.; MARCHI, M. R. R.; CAVALHEIRO, A. J.; SILVA, D. H. S.; et al. Chemopreventive activity of compounds extracted from Casearia sylvestris (Salicaceae) Sw against DNA damage induced by particulate matter emitted by sugarcane burning near Araraquara, Brazil. Toxicology and Applied Pharmacology, v. 265, n. 3, p. 368-372, DEC 15 2012. (03/02176-7, 04/07932-7)

MASCIA LOPES, FLAVIA CRISTINE; ROCHA, ANA; PIRRACO, ANA; REGASINI, LUIS O.; SIQUEIRA, JANAINA R.; SILVA, DULCE H. S.; BOLZANI, VANDERLAN S.; CARLOS, IRACILDA Z.; SOARES, RAQUEL. Alchornea glandulosa Ethyl Acetate Fraction Exhibits Antiangiogenic Activity: Preliminary Findings from In Vitro Assays Using Human Umbilical Vein Endothelial Cells. JOURNAL OF MEDICINAL FOOD, v. 14, n. 10, p. 1244-1253, OCT 2011. (03/02176-7)

PILON, ALAN CESAR; CARNEIRO, R. L.; CARNEVALE NETO, F.; BOLZANI, VANDERLAN DA S.; CASTRO-GAMBOA, I.. Interval Multivariate Curve Resolution in the Dereplication of HPLC-DAD Data from Jatropha gossypifolia. Phytochemical Analysis, v. 24, n. 4, p. 401-406, JUL-AUG 2013. (03/02176-7, 10/16520-5)

Filed patent(s) as a result of this research project