Metabolismo e distribuição de xenobióticos naturais e sintéticos: da compreensão dos processos reacionais à geração de imagens teciduais

• Processo: 14/50265-3
• Modalidade de apoio: Auxílio à Pesquisa - Programa BIOTA - Temático
• Data de Início da vigência: 01 de julho de 2015
• Data de Término da vigência: 30 de junho de 2020
• Área do conhecimento: Ciências da Saúde - Farmácia - Farmacognosia
• Pesquisador responsável: Norberto Peporine Lopes
• Beneficiário: Norberto Peporine Lopes
• Instituição Sede: Faculdade de Ciências Farmacêuticas de Ribeirão Preto (FCFRP). Universidade de São Paulo (USP). Ribeirão Preto , SP, Brasil
• Auxílio(s) vinculado(s): 17/50381-1 - Synthesis scale up and metabolic studies of natural and synthetic bioactive compounds, AP.R SPRINT
• Bolsa(s) vinculada(s): 19/22357-4 - Análise metabolômica da biodiversidade micromolecular da Mata Atlântica, BP.DR; 17/22001-0 - Síntese e avaliação de novos compostos heterociclos como potenciais agentes tripanossomicidas, BP.PD; 18/06125-3 - Metabolismo e distribuição de xenobióticos naturais e sintéticos: da compreensão dos processos reacionais a geração de imagens teciduais, BP.TT; + mais bolsas vinculadas 17/19330-1 - Metabolismo in vitro dos alcalóides esteroidais de Solanum paniculatum l. (Solanaceae), BP.MS; 17/04819-5 - A utilização da química computacional nos estudos da reatividade de oxazolinas: combinando teoria e experimento, BP.IC; 17/08385-0 - Estudo da reatividade e obtenção de grandezas termoquímicas para lactonas: ênfase nos estudos de espectrometria de massas, BP.IC; 17/09511-9 - Metabolismo e distribuição de xenobióticos naturais e sintéticos: da compreensão dos processos reacionais a geração de imagens teciduais, BP.TT; 16/06366-5 - Estudos de biodisponibilidade de xenobióticos naturais e sintéticos em modelos in vitro, BP.PD; 16/13292-8 - Análise do conteúdo nitrogenado em áreas sob ação atrófica na Floresta Amazônica e Atlântica utilizando de ferramentas metabolômicas, BP.PD; 16/07787-4 - Desenvolvimento de um código computacional para a análise de moléculas quirais através do dicroísmo circular vibracional, BP.PD; 15/24815-9 - Caracterização de compostos de alta e média polaridade provenientes de diferentes espécies de Lychnophora visando a elucidação de uma nova espécie, BP.IC - menos bolsas vinculadas
• Assunto(s): Espectrometria de massas Farmacocinética Medicamentos fitoterápicos Metabolismo Produtos naturais
• Palavra(s)-Chave do Pesquisador: Espectrometria De Massas | Farmacocinetica | Fitoterapicos | Maldi Imaging | Metabolismo | Produtos Naturias
• Publicação FAPESP: https://media.fapesp.br/bv/uploads/pdfs/Brazilian_biodiversity...future_YRLALvH_45_46.pdf

Resumo

O Brasil é um dos países com a maior biodiversidade do mundo e um dos maiores mercados consumidores de fitoterápico, mas quase a totalidade do mercado nacional é ocupado por plantas exóticas. Um dos gargalos para do desenvolvimento a carência de estudos clínicos e, pré-clínicos de produtos naturais. A falta de modelos pré-clínicos foi destacada em reunião realizada na sede da FAPESP em 2009. Alguns grupos se mobilizaram para atender essa demanda e uma dessas ações foi o projeto temático "Desenvolvimento de uma plataforma para o estudo do metabolismo in vivo e in vitro de produtos naturais, uma necessidade para o sistema de ensaios pré-clínicos". Esse projeto resultou na publicação de cerca de uma centena de artigos e parte dos resultados foram capa do periódico Angewandte Chemie e destaque científico no Editors Choice da Science, mas ao término de 4 anos ficou claro a carência de pesquisas em toxicologia de produtos naturais e a necessidade de ampliarmos os estudos de ADIME. Outro ponto detectado foi o interesse da indústria nacional por produtos dérmicos. Nesse sentido, o presente projeto retende desenvolver, de forma pioneira no Brasil, o sistema de geração de imagens por espectrometria de massas com ionização por MALDI de moléculas de baixa massa molecular em tecidos animais. Para isso o projeto conta também com um pesquisador da área de farmacotécnica para dar suporte as novas formulações contendo produtos naturais. Em resumo, a experiência obtida no projeto anterior, a existência da plataforma constituída e a análise conjunta dos novos desafios demonstra o grande potencial de sucesso do presente projeto e justifica ampliarmos o desafio de obtermos um maior conhecimento sobre distribuição tecidual de ativos naturais. (AU)

Publicações científicas

(92)

(Referências obtidas automaticamente do Web of Science e do SciELO, por meio da informação sobre o financiamento pela FAPESP e o número do processo correspondente, incluída na publicação pelos autores)

VESSECCHI, RICARDO; BORGES, LETICIA DA SILVA; EMERY, FLAVIO DA SILVA; LOPES, NORBERTO PEPORINE. Understanding the fragmentation mechanisms of methoxy-, mesyl-, and tosyl-lapachol derivatives by computational chemistry and mass spectrometry analysis. INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, v. 418, n. SI, p. 92-100, JUL 2017. (14/50265-3, 14/23604-1)

ORENHA, RENATO P.; VESSECCHI, RICARDO; GALEMBECK, SERGIO E.. The influence of the negative hyperconjugation is relevant for the analysis of the pi-pi{*} conjugation with the mono-substitution and di-substitution of H2C= by O= and/or HN= in trans-buta-1,3-diene?. STRUCTURAL CHEMISTRY, v. 29, n. 3, p. 847-857, JUN 2018. (11/20351-7, 14/23604-1, 08/02677-0, 15/15176-2, 09/08712-4, 14/50265-3)

LANCHOTI FIORI, GIOVANA MARIA; D'AGATE, SALVATORE; ROCHA, ADRIANA; SOARES PEREIRA, ANA MARIA; DELLA PASQUA, O.; LOPES, NORBERTO PEPORINE. Development and validation of a quantification method for cucurbitacins E and I in rat plasma: Application to population pharmacokinetic studies. Journal of Pharmaceutical and Biomedical Analysis, v. 144, n. SI, p. 99-105, SEP 10 2017. (14/50265-3, 12/14408-9)

SILVA, DANIEL GEDDER; EMERY, FLAVIO DA SILVA. Strategies towards expansion of chemical space of natural product-based compounds to enable drug discovery. Brazilian Journal of Pharmaceutical Sciences, v. 54, n. SI, 2018. (17/22001-0, 14/50265-3, 17/21146-4)

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, n. 3, SI, OCT 2019. (10/52327-5, 10/07564-9, 14/23604-1, 03/02176-7, 14/12343-2, 09/08281-3, 14/50265-3)

FERNANDES, EDUARDO FELIPE ALVES; DE OLIVEIRA, ANDERSON R. M.; BARROS, VALERIA PRISCILA; GUARATINI, THAIS; LOPES, NORBERTO PEPORINE. Biomimetic Metabolism of Kaurenoic Acid Validated by Microsomal Reactions. REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY, v. 30, n. 4, AUG 2020. (14/50265-3, 13/17658-9)

SOUZA, AMAURI ALVES; VESSECCHI, RICARDO; CASTRO-GAMBOA, IAN; FURLAN, MAYSA. Combined use of tandem mass spectrometry and computational chemistry to study 2H-chromenes from Piper aduncum. Journal of Mass Spectrometry, v. 54, n. 7, p. 634-642, JUL 2019. (17/15014-8, 14/22239-8, 14/23604-1, 13/07600-3, 14/50265-3)

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, 10/52327-5, 10/17935-4, 03/02176-7, 14/12343-2, 10/07564-9, 14/50265-3)

BUENO, PAULA C. P.; LOPES, NORBERTO P.. Metabolomics to Characterize Adaptive and Signaling Responses in Legume Crops under Abiotic Stresses. ACS OMEGA, v. 5, n. 4, p. 1752-1763, FEB 4 2020. (14/50265-3, 17/19702-6, 19/08477-7)

DE OLIVEIRA, GIBSON GOMES; CARNEVALE NETO, FAUSTO; DEMARQUE, DANIEL PECORARO; DE SOUSA PEREIRA-JUNIOR, JOSE ANTONIO; SAMPAIO PEIXOTO FILHO, ROMULO CESAR; DE MELO, SEBASTIAO JOSE; GUEDES DA SILVA ALMEIDA, JACKSON ROBERTO; CALLEGARI LOPES, JOAO LUIZ; LOPES, NORBERTO PEPORINE. Dereplication of Flavonoid Glycoconjugates from Adenocalymma imperatoris-maximilianii by Untargeted Tandem Mass Spectrometry-Based Molecular Networking. Planta Medica, v. 83, n. 7, p. 636-646, MAY 2017. (14/12343-2, 14/50265-3)

DE LIMA BATISTA, ANA P.; DE OLIVEIRA-FILHO, ANTONIO G. S.; GALEMBECK, SERGIO E.. Photophysical properties and the NO photorelease mechanism of a ruthenium nitrosyl model complex investigated using the CASSCF-in-DFT embedding approach. Physical Chemistry Chemical Physics, v. 19, n. 21, p. 13860-13867, JUN 7 2017. (15/22203-6, 15/11714-0, 08/02677-0, 14/50265-3)

DA SILVA, RICARDO R.; WANG, MINGXUN; NOTHIAS, LOUIS-FELIX; VAN DER HOOFT, JUSTIN J. J.; CARABALLO-RODRIGUEZ, ANDRES MAURICIO; FOX, EVAN; BALUNAS, MARCY J.; KLASSEN, JONATHAN L.; LOPES, NORBERTO PEPORINE; DORRESTEIN, PIETER C.. Propagating annotations of molecular networks using in silico fragmentation. PLOS COMPUTATIONAL BIOLOGY, v. 14, n. 4, APR 2018. (14/01884-2, 14/50265-3, 15/03348-3)

MAURIZ MARQUES, LUCAS MACIEL; AGUIAR, FERNANDO ARMANI; DA SILVA, DENISE BRENTAN; CALLEJON, DANIEL ROBERTO; MORAES DE OLIVEIRA, ANDERSON RODRIGO; LOPES, NORBERTO PEPORINE; CALLEGARI LOPES, JOAO LUIS; GUARATINI, THAIS. Microsomal metabolism of erythraline: an anxiolitic spiroalkaloid. REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY, v. 25, n. 5, p. 529-532, SEP-OCT 2015. (09/51812-0, 14/20302-4, 12/18031-7, 11/13281-2, 14/50265-3)

TRENTIN, DANIELLE S.; SILVA, DENISE B.; FRASSON, AMANDA P.; RZHEPISHEVSKA, OLENA; DA SILVA, MARCIA V.; PULCINI, ELINOR DE L.; JAMES, GARTH; SOARES, GABRIEL V.; TASCA, TIANA; RAMSTEDT, MADELEINE; et al. Natural Green Coating Inhibits Adhesion of Clinically Important Bacteria. SCIENTIFIC REPORTS, v. 5, FEB 6 2015. (14/50265-3, 12/18031-7, 09/54098-6)

BRAIDA, BENOIT; GALEMBECK, SERGIO E.; HIBERTY, PHILIPPE C.. Ozone and Other 1,3-Dipoles: Toward a Quantitative Measure of Diradical Character. JOURNAL OF CHEMICAL THEORY AND COMPUTATION, v. 13, n. 7, p. 3228-3235, JUL 2017. (08/02677-0, 14/50265-3)

GUARATINI, T.; FEITOSA, L. G. P.; SILVA, D. B.; LOPES, N. P.; LOPES, J. L. C.; VESSECCHI, R.. Gas-phase dissociation study of erythrinian alkaloids by electrospray ionization mass spectrometry and computational methods. Journal of Mass Spectrometry, v. 52, n. 9, p. 571-579, SEP 2017. (11/13281-2, 14/50265-3, 14/23604-1)

GALEMBECK, SERGIO E.; CARAMORI, GIOVANNI F.; MISTURINI, ALECHANIA; GARCIA, LEONE C.; ORENHA, RENATO P.. Metal-Ligand Bonding Situation in Ruthenophanes Containing Multibridged Cyclophanes. Organometallics, v. 36, n. 18, p. 3465-3470, SEP 25 2017. (15/15176-2, 11/20351-7, 14/50265-3, 08/02677-0)

GOBBO-NETO, LEONARDO; BAUERMEISTER, ANELIZE; SAKAMOTO, HUMBERTO T.; GOUVEA, DAYANA R.; LOPES, JOAO LUIS C.; LOPES, NORBERTO P.. Spatial and Temporal Variations in Secondary Metabolites Content of the Brazilian Arnica Leaves (Lychnophora ericoides Mart., Asteraceae). Journal of the Brazilian Chemical Society, v. 28, n. 12, p. 2382-2390, DEC 2017. (14/20302-4, 14/50265-3)

PINA, EDIEIDIA S.; SILVA, DENISE B.; TEIXEIRA, SIMONE P.; COPPEDE, JULIANA S.; FURLAN, MAYSA; FRANCA, SUZELEI C.; LOPES, NORBERTO P.; PEREIRA, ANA MARIA S.; LOPES, ADRIANA A.. Mevalonate-derived quinonemethide triterpenoid from in vitro roots of Peritassa laevigata and their localization in root tissue by MALDI imaging. SCIENTIFIC REPORTS, v. 6, MAR 4 2016. (09/54098-6, 14/50265-3, 12/18031-7, 13/07349-9, 15/26066-3, 10/18132-2)

BUQUI, GABRIELA AMARAL; GOUVEA, DAYANA RUBIO; SY, SHERWIN K. B.; VOELKNER, ALEXANDER; SINGH, RAVI S. P.; DA SILVA, DENISE BRENTAN; KIMURA, ELZA; DERENDORF, HARTMUT; LOPES, NORBERTO PEPORINE; DINIZ, ANDREA. Pharmacokinetic Evaluation of Avicularin Using a Model-Based Development Approach. Planta Medica, v. 81, n. 5, p. 373-381, APR 2015. (14/50265-3)

TEODORO, T. Q.; KOENIS, M. A. J.; GALEMBECK, S. E.; NICU, V. P.; BUMA, W. J.; VISSCHER, L.. Frequency Range Selection Method for Vibrational Spectra. Journal of Physical Chemistry Letters, v. 9, n. 23, p. 6878-6882, DEC 6 2018. (16/07787-4, 14/50265-3, 16/23165-3, 08/02677-0)

GIMENES, LUISA POSSAMAI; AMARAL, JULIANO GERALDO; MONGE, MARCELO; SEMIR, JOAO; CALLEGARI LOPES, JOAO LUIS; LOPES, NORBERTO PEPORINE; BAUERMEISTER, ANELIZE. Phytochemical and chemotaxonomy investigation of polar crude extract from Eremanthus incanus (Asteraceae, Vernonieae). Biochemical Systematics and Ecology, v. 81, p. 105-108, DEC 2018. (14/50265-3)

MURIE, VALTER E.; MARQUES, LUCAS M. M.; SOUZA, GLORIA E. P.; OLIVEIRA, ANDERSON R. M.; LOPES, NORBERTO P.; CLOSOSKI, GIULIANO C.. Acetaminophen Prodrug: Microwave-Assisted Synthesis and in vitro Metabolism Evaluation by Mass Spectrometry. Journal of the Brazilian Chemical Society, v. 27, n. 6, p. 1121-1128, JUN 2016. (13/17658-9, 15/12811-9, 14/50265-3)

DE LIMA BATISTA, ANA PAULA; DE OLIVEIRA-FILHO, ANTONIO G. S.; GALEMBECK, SERGIO EMANUEL. Computationally Designed 1,2,4-Triazolylidene-Derived N-Heterocyclic Olefins for CO2 Capture, Activation, and Storage. ACS OMEGA, v. 2, n. 1, p. 299-307, JAN 2017. (15/22203-6, 15/11714-0, 08/02677-0, 14/50265-3)

PERES, RAPHAEL S.; SANTOS, GABRIELA B.; CECILIO, NERRY T.; JABOR, VALQURIA A. P.; NIEHUES, MICHAEL; TORRES, BRUNA G. S.; BUQUI, GABRIELA; SILVA, CARLOS H. T. P.; DALLA COSTA, TERESA; LOPES, NORBERTO P.; et al. Lapachol, a compound targeting pyrimidine metabolism, ameliorates experimental autoimmune arthritis. ARTHRITIS RESEARCH & THERAPY, v. 19, MAR 7 2017. (13/08216-2, 12/20990-2, 09/54014-7, 12/25075-0, 14/50265-3)

DEMARQUE, DANIEL P.; CALLEJON, DANIEL R.; DE OLIVEIRA, GIBSON G.; SILVA, DENISE B.; CAROLLO, CARLOS A.; LOPES, NORBERTO P.. The role of tannins as antiulcer agents: a fluorescence-imaging based study. REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY, v. 28, n. 4, p. 425-432, JUL-AUG 2018. (14/50265-3, 14/18052-0)

DE LIMA BATISTA, ANA P.; DE OLIVEIRA-FILHO, ANTONIO G. S.; GALEMBECK, SERGIO E.. CO2 Sequestration by Triazolylidene-Derived N-Heterocyclic Olefins: A Computational Study. CHEMISTRYSELECT, v. 2, n. 17, p. 4648-4654, JUN 12 2017. (15/22203-6, 15/11714-0, 08/02677-0, 14/50265-3)

ORENHA, RENATO P.; ROCHA, MARCUS V. J.; POATER, JORDI; GALEMBECK, SERGIO E.; BICKELHAUPT, F. MATTHIAS. Nature of the Ru-NO Coordination Bond: Kohn-Sham Molecular Orbital and Energy Decomposition Analysis. CHEMISTRYOPEN, v. 6, n. 3, p. 410-416, JUN 2017. (15/15176-2, 11/20351-7, 14/50265-3, 08/02677-0)

FUMAGALLI, FERNANDO; GIL DE MELO, SHAIANI MARIA; RIBEIRO, CAMILA MARINGOLO; SOLCIA, MARIANA CRISTINA; PAVAN, FERNANDO ROGERIO; EMERY, FLAVIO DA SILVA. Exploiting the furo [2,3-b]pyridine core against multidrug-resistant Mycobacterium tuberculosis. Bioorganic & Medicinal Chemistry Letters, v. 29, n. 8, p. 974-977, APR 15 2019. (14/50265-3, 17/21146-4, 15/06588-5, 18/00163-0)

MAURO, M.; DE GRANDIS, R. A.; CAMPOS, M. L.; BAUERMEISTER, A.; PECCININI, R. G.; PAVAN, F. R.; LOPES, N. P.; DE MORAES, V, N.. Acid diterpenes from Copaiba oleoresin (Copaifera langsdorffii): Chemical and plasma stability and intestinal permeability using Caco-2 cells. Journal of Ethnopharmacology, v. 235, p. 183-189, MAY 10 2019. (14/50265-3)

NUNES, TULIO M.; OLDROYD, BENJAMIN P.; ELIAS, LARISSA G.; MATEUS, SIDNEI; TURATTI, IZABEL C.; LOPES, NORBERTO P.. Evolution of queen cuticular hydrocarbons and worker reproduction in stingless bees. NATURE ECOLOGY & EVOLUTION, v. 1, n. 7, JUL 2017. (13/09263-4, 14/50265-3, 13/01918-1)

DEMARQUE, DANIEL P.; DA SILVA, RUI M. P.; SANTOS, LEANDRO F.; LEOPOLDINO, ANDREIA M.; ESPREAFICO, ENILZA M.; LOPES, NORBERTO P.. Cytotoxicity of Structurally Diverse Anthranoids and Correlation with Mechanism of Action and Side Effects. JOURNAL OF PHARMACY AND PHARMACEUTICAL SCIENCES, v. 21, p. 347-353, 2018. (14/50265-3, 14/18052-0)

PELEGRINI, M.; GALEMBECK, SERGIO E.. nderstanding the Fe-CO bond through the electronic structure of Fem+(CO)(6-n)L-n, m=2, 3, n=0-3, L = Cl-, Br-, H2O or NH. Journal of Molecular Modeling, v. 27, n. 5, MAY 2021. (17/04856-8, 08/02677-0, 14/50265-3, 12/50666-2)

ORENHA, RENATO P.; GALEMBECK, SERGIO E.. How does the pH influences the Ru-NO coordination compounds?. International Journal of Quantum Chemistry, v. 119, n. 20, OCT 15 2019. (14/50265-3, 15/15176-2, 11/20351-7, 08/02677-0)

VELASCO-ALZATE, KAREN Y.; BAUERMEISTER, ANELIZE; TANGERINA, MARCELO M. P.; LOTUFO, TITO M. C.; FERREIRA, MARCELO J. P.; JIMENEZ, PAULA C.; PADILLA, GABRIEL; LOPES, NORBERTO P.; COSTA-LOTUFO, LETICIA V.. Marine Bacteria from Rocas Atoll as a Rich Source of Pharmacologically Active Compounds. MARINE DRUGS, v. 17, n. 12, DEC 2019. (14/50265-3, 15/17177-6)

CREVELIN, EDUARDO J.; POSSATO, BRUNA; LOPES, JOAO L. C.; LOPES, NORBERTO P.; CROTTI, ANTONIO E. M.. Precursor Ion Scan Mode-Based Strategy for Fast Screening of Polyether lonophores by Copper-Induced Gas-Phase Radical Fragmentation Reactions. Analytical Chemistry, v. 89, n. 7, p. 3929-3936, APR 4 2017. (14/50265-3, 13/20094-0)

MOREIRA, FERNANDA L.; MARQUES, LUCAS M. M.; LOPES, NORBERTO P.; DE OLIVEIRA, ANDERSON R. M.. In vitro metabolism studies of natural products are crucial in the early development of medicines. PHYTOCHEMISTRY REVIEWS, v. 16, n. 2, p. 355-373, APR 2017. (13/04188-4, 13/16496-5, 16/07597-0, 14/50265-3)

DA SILVA, RODRIGO M.; GUARATINI, THAIS; JIMENEZ, PAULA C.; FENICAL, WILLIAM; COSTA-LOTUFO, LETICIA V.; VESSECCHI, RICARDO; LOPES, NORBERTO P.. Mass Spectrometry Analysis of Protonated Marine Natural Product Seriniquinone. Journal of the Brazilian Chemical Society, v. 29, n. 5, p. 1162-1166, MAY 2018. (14/50265-3)

GOZALO-MARCILLA, MIGUEL; DA SILVA, RODRIGO MOREIRA; LOUREIRO LUNA, STELIO PACCA; DE OLIVEIRA, ALICE RODRIGUES; FONSECA, MARIANA WERNECK; LOPES, NORBERTO PEPORINE; TAYLOR, POLLY M.; PELLIGAND, LUDOVIC. A possible solution to model nonlinearity in elimination and distributional clearances with alpha(2)-adrenergic receptor agonists: Example of the intravenous detomidine and methadone combination in sedated horses. JOURNAL OF VETERINARY PHARMACOLOGY AND THERAPEUTICS, v. 42, n. 6, p. 738-744, NOV 2019. (14/50265-3, 10/08967-0, 17/01425-6, 14/00474-5)

DEMARQUE, DANIEL P.; CALLEJON, DANIEL R.; PINTO, LARISSA G.; GOUVEA, DAYANA R.; DE MORAES, NATALIA V.; LOPES, JOAO L. C.; LOPES, JOSE N. C.; LOPES, NORBERTO P.; GUARATINI, THAIS. Pharmacokinetic disposition of erythraline in rats after intravenous administration. REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY, v. 29, n. 6, p. 773-777, NOV-DEC 2019. (14/50265-3, 14/18052-0)

BORGES, LETICIA DA SILVA; CARVALHO BATISTA, JOAO HENRIQUE; BOZZINI, LEANDRO; LOURENCO JR, CELSO DONIZETE; LOPES, NORBERTO PEPORINE; CLOSOSKI, GIULIANO CESAR; VESSECCHI, RICARDO. Are benzoylium and nitrilium ions produced from substituted 2-arene-2-oxazolines during mass spectrometry? A study based on density functional theory calculations, quantum theory of atoms in molecules, and electrospray ionization tandem mass spectrometry. RAPID COMMUNICATIONS IN MASS SPECTROMETRY, v. 37, n. 4, p. 11-pg., 2023-02-28. (17/04819-5, 09/51812-0, 09/08281-3, 14/50265-3, 20/02207-5, 18/14150-8, 14/23604-1)

LANCHOTI FIORI, GIOVANA MARIA; DEMARQUE, DANIEL PECORARO; SOARES PEREIRA, ANA MARIA; KLEIN, VERA L. G.; LOPES, NORBERTO PEPORINE. Cucurbitane Triterpene Glycosides from the Roots of Wilbrandia hibiscoides. REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY, v. 31, n. 5, AUG 2021. (12/14408-9, 14/50265-3, 14/18052-0)

DA SILVA, RODRIGO MOREIRA; CARRAO, DANIEL BLASCKE; HABENSCHUS, MAISA DANIELA; JIMENEZ, PAULA CHRISTINE; LOPS, NORBERTO PEPORINE; FENICAL, WILLIAM; COSTA-LOTUFO, LETICIA VERA; MORAES DE OLIVEIRA, ANDERSON RODRIGO. Prediction of seriniquinone-drug interactions by in vitro inhibition of human cytochrome P450 enzymes. TOXICOLOGY IN VITRO, v. 65, JUN 2020. (14/50265-3, 14/50945-4, 16/15680-5, 16/06366-5, 18/07534-4)

BRUNETTI, ANDRES E.; LYRA, MARIANA L.; MELO, WEILAN G. P.; ANDRADE, LAURA E.; PALACIOS-RODRIGUEZ, PABLO; PRADO, BARBARA M.; HADDAD, CELIO F. B.; PUPO, MONICA T.; LOPES, NORBERTO P.. Symbiotic skin bacteria as a source for sex-specific scents in frogs. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, v. 116, n. 6, p. 2124-2129, FEB 5 2019. (17/23725-1, 14/20915-6, 13/50741-7, 17/26162-8, 13/50954-0, 14/50265-3, 15/01001-6)

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ELIAS, LARISSA G.; SILVA, DENISE B.; SILVA, RICARDO; PENG, YAN-QIONG; YANG, DA-RONG; LOPES, NORBERTO P.; PEREIRA, RODRIGO A. S.. A comparative venomic fingerprinting approach reveals that galling and non-galling fig wasp species have different venom profiles. PLoS One, v. 13, n. 11, NOV 8 2018. (14/01884-2, 13/01918-1, 14/50265-3)

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