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Distribution and metabolism of natural and synthetic xenobiotics: from the comprehension of reactional process to tissue imaging generation

Grant number: 14/50265-3
Support type:BIOTA-FAPESP Program - Thematic Grants
Duration: July 01, 2015 - June 30, 2019
Field of knowledge:Health Sciences - Pharmacy
Principal Investigator:Norberto Peporine Lopes
Grantee:
Home Institution: Faculdade de Ciências Farmacêuticas de Ribeirão Preto (FCFRP). Universidade de São Paulo (USP). Ribeirão Preto, SP, Brazil
Associated scholarship(s):17/04819-5 - Computational chemistry in studies of the reactivity of oxazolines: combining theory and experiment, BP.IC
17/08385-0 - Reactivity and thermochemical parameters for lactones: application in mass spectrometry studies, BP.IC
16/13292-8 - Analysis of nitrogen content in antropic influenced areas in Amazon and Atlantic forest using a metabolomic tools., BP.PD
16/07787-4 - Development of a computational toolbox for the analysis of chiral molecular systems using vibrational circular dichroism, BP.PD

Abstract

Brazil currently holds the largest biodiversity but the national herbal market is based in exotic plants trades. One of the bottlenecks regarding products development from native biodiversity is the lack of clinical and preclinical studies of natural prod (AU)

Scientific publications (29)
(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)
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. Web of Science Citations: 0.
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. Web of Science Citations: 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. Web of Science Citations: 0.
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. Web of Science Citations: 0.
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. Web of Science Citations: 0.
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. Web of Science Citations: 0.
HABENSCHUS, MAISA DANIELA; MOREIRA, FERNANDA DE LIMA; LOPES, NORBERTO PEPORINE; DE OLIVEIRA, ANDERSON R. M. In Vitro Inhibition of Human CYP450s 1A2, 2C9, 3A4/5, 2D6 and 2E1 by Grandisin. Planta Medica, v. 83, n. 8, p. 727-736, MAY 2017. Web of Science Citations: 0.
SILVA, DENISE BRENTAN; ASCHENBRENNER, ANNA-KATHARINA; LOPES, NORBERTO PEPORINE; SPRING, OTMAR. Direct Analyses of Secondary Metabolites by Mass Spectrometry Imaging (MSI) from Sunflower (Helianthus annuus L.) Trichomes. Molecules, v. 22, n. 5 MAY 2017. Web of Science Citations: 0.
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. Web of Science Citations: 0.
TABOADA, CARLOS; BRUNETTI, ANDRES E.; PEDRON, FEDERICO N.; NETO, FAUSTO CARNEVALE; ESTRIN, DARIO A.; BARI, SARA E.; CHEMES, LUCA B.; LOPES, NORBERTO PEPORINE; LAGORIO, MARIA G.; FAIVOVICH, JULIAN. Naturally occurring fluorescence in frogs. Proceedings of the National Academy of Sciences of the United States of America, v. 114, n. 14, p. 3672-3677, APR 4 2017. Web of Science Citations: 1.
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. Web of Science Citations: 0.
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.; NONATO, MARIA C.; RAMALHO, FERNANDO S.; LOUZADA-JUNIOR, PAULO; CUNHA, THIAGO M.; CUNHA, FERNANDO Q.; EMERY, FLAVIO S.; ALVES-FILHO, JOSE C. Lapachol, a compound targeting pyrimidine metabolism, ameliorates experimental autoimmune arthritis. ARTHRITIS RESEARCH & THERAPY, v. 19, MAR 7 2017. Web of Science Citations: 0.
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. Web of Science Citations: 0.
MARCELA T. NAKAMURA; ELIANA H. ENDO; JOÃO PAULO B. DE SOUSA; DANIEL R. CALLEJON; TÂNIA UEDA-NAKAMURA; BENEDITO P. DIAS FILHO; OSVALDO DE FREITAS; CELSO V. NAKAMURA; NORBERTO P. LOPES. Copaiba Oil and Its Constituent Copalic Acid as Chemotherapeutic Agents against Dermatophytes. Journal of the Brazilian Chemical Society, v. 28, n. 8, p. 1377-1383, Ago. 2017. Web of Science Citations: 0.
FUMAGALLI, FERNANDO; EMERY, FLAVIO DA SILVA. Charting the Chemical Reactivity Space of 2,3-Substituted Furo[2,3-b]pyridines Synthesized via the Heterocyclization of Pyridine-N-oxide Derivatives. Journal of Organic Chemistry, v. 81, n. 21, p. 10339-10347, NOV 4 2016. Web of Science Citations: 1.
ORENHA, RENATO P.; GREGORIO, LETICIA R. SAN; GALEMBECK, SERGIO E. Computational study of the interaction between NO, NO+, and NO- with H2O. Journal of Molecular Modeling, v. 22, n. 11 NOV 2016. Web of Science Citations: 0.
BAUERMEISTER, ANELIZE; AGUIAR, FERNANDO ARMANI; MAURIZ MARQUES, LUCAS MACIEL; MALTA, JR., JOSE DOS SANTOS; BARROS, FABIO; CALLEJON, DANIEL ROBERTO; MORAES DE OLIVEIRA, ANDERSON RODRIGO; LOPES, NORBERTO PEPORINE. In Vitro Metabolism Evaluation of the Ergot Alkaloid Dihydroergotamine: Application of Microsomal and Biomimetic Oxidative Model. Planta Medica, v. 82, n. 15, p. 1368-1373, OCT 2016. Web of Science Citations: 0.
DA SILVA SIQUEIRA, EMERSON MICHELL; FELIX-SILVA, JULIANA; LIMA DE ARAUJO, LORENA MARIA; FERNANDES, JULIA MORAIS; CABRAL, BARBARA; DOS SANTOS GOMES, JACYRA ANTUNES; ROQUE, ALAN DE ARAUJO; TOMAZ, JOSE CARLOS; LOPES, NORBERTO PEPORINE; FERNANDES-PEDROSA, MATHEUS DE FREITAS; GIORDANI, RAQUEL BRANDT; ZUCOLOTTO, SILVANA MARIA. Spondias tuberosa (Anacardiaceae) leaves: profiling phenolic compounds by HPLC-DAD and LC-MS/MS and in vivo anti-inflammatory activity. BIOMEDICAL CHROMATOGRAPHY, v. 30, n. 10, p. 1656-1665, OCT 2016. Web of Science Citations: 0.
MOREIRA, FERNANDA DE LIMA; HABENSCHUS, MAISA D.; BARTH, THIAGO; MARQUES, LUCAS M. M.; PILON, ALAN CESAR; BOLZANI, VANDERLAN DA SILVA; VESSECCHI, RICARDO; LOPES, NORBERTO P.; DE OLIVEIRA, ANDERSON R. M. Metabolic profile and safety of piperlongumine. SCIENTIFIC REPORTS, v. 6, SEP 29 2016. Web of Science Citations: 1.
WANG, MINGXUN; CARVER, JEREMY J.; PHELAN, VANESSA V.; SANCHEZ, LAURA M.; GARG, NEHA; PENG, YAO; NGUYEN, DON DUY; WATROUS, JERAMIE; KAPONO, CLIFFORD A.; LUZZATTO-KNAAN, TAL; PORTO, CARLA; BOUSLIMANI, AMINA; MELNIK, ALEXEY V.; MEEHAN, MICHAEL J.; LIU, WEI -TING; CRIISEMANN, MAX; BOUDREAU, PAUL D.; ESQUENAZI, EDUARDO; SANDOVAL-CALDERON, MARIO; KERSTEN, ROLAND D.; PACE, LAURA A.; QUINN, ROBERT A.; DUNCAN, KATHERINE R.; HSU, CHENG-CHIH; FLOROS, DIMITRIOS J.; GAVILAN, RONNIE G.; KLEIGREWE, KARIN; NORTHEN, TRENT; DUTTON, RACHEL J.; PARROT, DELPHINE; CARLSON, ERIN E.; AIGLE, BERTRAND; MICHELSEN, CHARLOTTE F.; JELSBAK, LARS; SOHLENKAMP, CHRISTIAN; PEVZNER, PAVEL; EDLUND, ANNA; MCLEAN, JEFFREY; PIEL, JORN; MURPHY, BRIAN T.; GERWICK, LENA; LIAW, CHIH-CHUANG; YANG, YU-LIANG; HUMPF, HANS-ULRICH; MAANSSON, MARIA; KEYZERS, ROBERT A.; SIMS, AMY C.; JOHNSON, ANDREW R.; SIDEBOTTOM, ASHLEY M.; SEDIO, BRIAN E.; KLITGAARD, ANDREAS; LARSON, CHARLES B.; BOYA P, CRISTOPHER A.; TORRES-MENDOZA, DANIEL; GONZALEZ, DAVID J.; SILVA, DENISE B.; MARQUES, LUCAS M.; DEMARQUE, DANIEL P.; POCIUTE, EGLE; O'NEILL, ELLIS C.; BRIAND, ENORA; HELFRICH, ERIC J. N.; GRANATOSKY, EVE A.; GLUKHOV, EVGENIA; RYFFEL, FLORIAN; HOUSON, HAILEY; MOHIMANI, HOSEIN; KHARBUSH, JENAN J.; ZENG, YI; VORHOLT, JULIA A.; KURITA, KENJI L.; CHARUSANTI, PEP; MCPHAIL, KERRY L.; NIELSEN, KRISTIAN FOG; VUONG, LISA; ELFEKI, MARYAM; TRAXLER, MATTHEW F.; ENGENE, NICLAS; KOYAMA, NOBUHIRO; VINING, OLIVER B.; BARIC, RALPH; SILVA, RICARDO R.; MASCUCH, SAMANTHA J.; TOMASI, SOPHIE; JENKINS, STEFAN; MACHERLA, VENKAT; HOFFMAN, THOMAS; AGARWAL, VINAYAK; WILLIAMS, PHILIP G.; DAI, JINGQUI; NEUPANE, RAM; GURR, JOSHUA; RODRIGUEZ, ANDRES M. C.; LAMSA, ANNE; ZHANG, CHEN; DORRESTEIN, KATHLEEN; DUGGAN, BRENDAN M.; ALMALITI, JEHAD; ALLARD, PIERRE-MARIE; PHAPALE, PRASAD; NOTHIAS, LOUIS-FELIX; ALEXANDROVR, THEODORE; LITAUDON, MARC; WOLFENDER, JEAN-LUC; KYLE, JENNIFER E.; METZ, THOMAS O.; PERYEA, TYLER; NGUYEN, DAC-TRUNG; VANLEER, DANIELLE; SHINN, PAUL; JADHAV, AJIT; MULLER, ROLF; WATERS, KATRINA M.; SHI, WENYUAN; LIU, XUETING; ZHANG, LIXIN; KNIGHT, ROB; JENSEN, PAUL R.; PALSSON, BERNHARD O.; POGLIANO, KIT; LININGTON, ROGER G.; GUTIERREZ, MARCELINO; LOPES, NORBERTO P.; GERWICK, WILLIAM H.; MOORE, BRADLEY S.; DORRESTEIN, PIETER C.; BANDEIRA, NUNO. Sharing and community curation of mass spectrometry data with Global Natural Products Social Molecular Networking. NATURE BIOTECHNOLOGY, v. 34, n. 8, p. 828-837, AUG 2016. Web of Science Citations: 54.
CARNEVALE NETO, FAUSTO; GUARATINI, THAIS; COSTA-LOTUFO, LETICIA; COLEPICOLO, PIO; GATES, PAUL J.; LOPES, NORBERTO PEPORINE. Re-investigation of the fragmentation of protonated carotenoids by electrospray ionization and nanospray tandem mass spectrometry. Rapid Communications in Mass Spectrometry, v. 30, n. 13, p. 1540-1548, JUL 15 2016. Web of Science Citations: 0.
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. Web of Science Citations: 0.
DANTONIO, VALTER; BATALHAO, MARCELO E.; FERNANDES, MARCIA H. M. R.; KOMEGAE, EVILIN N.; BUQUI, GABRIELA A.; LOPES, NORBERTO P.; GARGAGLIONI, LUCIANE H.; CARNIO, EVELIN C.; STEINER, ALEXANDRE A.; BICEGO, KENIA C. Nitric oxide and fever: immune-to-brain signaling vs. thermogenesis in chicks. AMERICAN JOURNAL OF PHYSIOLOGY-REGULATORY INTEGRATIVE AND COMPARATIVE PHYSIOLOGY, v. 310, n. 10, p. R896-R905, MAY 15 2016. Web of Science Citations: 1.
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. Web of Science Citations: 2.
DEMARQUE, DANIEL P.; CROTTI, ANTONIO E. M.; VESSECCHI, RICARDO; LOPES, JOAO L. C.; LOPES, NORBERTO P. Fragmentation reactions using electrospray ionization mass spectrometry: an important tool for the structural elucidation and characterization of synthetic and natural products. NATURAL PRODUCT REPORTS, v. 33, n. 3, p. 432-455, 2016. Web of Science Citations: 20.
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. Web of Science Citations: 0.
LACHI-SILVA, LARISSA; SY, SHERWIN K. B.; VOELKNER, ALEXANDER; BARRETO DE SOUSA, JOAO PAULO; LOPES, JOAO LUIS C.; SILVA, DENISE B.; LOPES, NORBERTO P.; KIMURA, ELZA; DERENDORF, HARTMUT; DINIZ, ANDREA. Simultaneous Characterization of Intravenous and Oral Pharmacokinetics of Lychnopholide in Rats by Transit Compartment Model. Planta Medica, v. 81, n. 12-13, p. 1121-1127, AUG 2015. Web of Science Citations: 3.
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. Web of Science Citations: 2.
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; GIORDANI, RAQUEL B.; LOPES, NORBERTO P.; MACEDO, ALEXANDRE J. Natural Green Coating Inhibits Adhesion of Clinically Important Bacteria. SCIENTIFIC REPORTS, v. 5, FEB 6 2015. Web of Science Citations: 15.

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