Laboratório de Metabolismo in vitro e Técnicas de Separação

*BARBETTA, M. F. S.; PEROVANI, I. S.; DUARTE, L. O.; de OLIVEIRA, A. R. M. Enantioselective in vitro metabolism of the herbicide diclofop-methyl: Prediction of toxicokinetic parameters and reaction phenotyping. Journal of Pharmaceutical and Biomedical Analysis, v. 235, p. 115639, 2023. doi: http://dx.doi.org/10.1016/j.jpba.2023.115639

 

*PEROVANI, I. S.; BARBETTA, M. F. S.; DUARTE, L. O.;  de OLIVEIRA, A. R. M. Determination of polyfluoroalkyl substances in biological matrices by chromatography techniques: a review focused on the sample preparation techniques - Review. Journal of Chromatography Open, v. 3, p. 100082, 2023. doi: http://dx.doi.org/10.1016/j.jcoa.2023.100082

 

*SOUZA, J. N. P. E.; SILVA, R. M.; FORTES, S. S.; de OLIVEIRA, A. R. M.; FERREIRA, L. S.; VESSECCHI, R.; LOPES, N. P.; SILVA, D. B. . Oxidation Products from the Neolignan Licarin A by Biomimetic Reactions and Assessment of in vivo Acute Toxicity. Planta Medica, v. 89, p. 1-9, 2023. doi: https://doi.org/10.1055/a-2009-0732

 

*COSTA, E. M. A.; CARRAO, D. B.; BUCCI, J. L. M.; de OLIVEIRA, A. R. M.; MACHADO, T. M.; FERREIRA, V. F.; LIMA, E. S.; VASCONCELLOS, M. C.; MAGALHAES, I. R. S. . CYP450 Metabolism of a Semisynthetic Naphthoquinone, an Anticancer Drug Candidate, by Human Liver Microsomes. Journal of the Brazilian Chemical Society, v. 33, p. 1145-1153, 2022. doi: http://dx.doi.org/10.21577/0103-5053.20220034

 

*PEROVANI, I. S.; BARBETTA, M. F. S.; SILVA, R. M.; LOPES, N. P.; de OLIVEIRA, A. R. M. In vitro-in vivo correlation of the chiral pesticide prothioconazole after interaction with human CYP450 enzymes. Food and Chemical Toxicology, v. 163, p. 112947, 2022. doi: https://doi.org/10.1016/j.fct.2022.112947

 

*COSTA, E. M. A.; DE ANDRADE FIGUEIRA, M. B.; CARRÃO, D. B.; HABENSCHUS, M. D.; DE OLIVEIRA, A. R. M.; ACHO, L. D. R.; LIMA, E. S.; DOS SANTOS MAGALHÃES, I. R. Phenolic and flavonoid content and in vitro inhibitory effect of some Amazonian fruit juices on CYP3A4 activity. Acta Amazonica, v. 52, p. 172-178, 2022. doi: https://doi.org/10.1590/1809-4392202103642

 

*TADINI, M. C.; FERNANDES, F. S.; OZELIN, S. D.; DE MELO, M. R. S.; MANSUR, A. L.; TOLEDO, T. B.; DE ALBUQUERQUE, N. C. P.; TAVARES, D. C.; MARQUELE-OLIVEIRA, F. ; DE OLIVEIRA, A. R. M. Pharmacokinetic study of AmB-NP-GR: a new granule form with amphotericin B to treat leishmaniasis and fungal infections. European Journal of Pharmaceutical Sciences, v. 173, p. 106173, 2022. doi: https://doi.org/10.1016/j.ejps.2022.106173 - open access

 

*TADINI, M. C.; BALLESTERO, G.; PEROVANI, I. S.; ALBUQUERQUE, N. C. P. ; FORTE, A. L. A.; MARQUELE-OLIVEIRA, F.; de OLIVEIRA, A. R. M. Predicting absorption of amphotericin B encapsulated in a new delivery system by an in vitro Caco-2 cell model. Journal of Drug Delivery Science and Technology, v. 71, p. 103345, 2022. doi: https://doi.org/10.1016/j.jddst.2022.103345 

 

*HABENSCHUS, M. D.; CARRAO, D. B.; ALBUQUERQUE, N. C. P.; PEROVANI, I. S.; SILVA, R. M.; NARDINI, V.; LOPES, N. P.; DIAS, L. G.; de OLIVEIRA, A. R. M. In vitro enantioselective inhibition of the main human CYP450 enzymes involved in drug metabolism by the chiral pesticide tebuconazole. Toxicology Letters, v. 351, p. 1-9, 2021. doi: https://doi.org/10.1016/j.toxlet.2021.08.006

 

*PEROVANI, I. S.; BUCCI, J. L. M.; CARRAO, D. B.; BARBETTA, M. F. S.; SILVA, R. M.; LOPES, N. P.; de OLIVEIRA, A. R. M. Enantioselective inhibition of human CYP2C19 by the chiral pesticide ethofumesate: Prediction of pesticide-drug interactions in humans. Chemico-Biological Interactions, v. 345, p. 109552, 2021. doi: https://doi.org/10.1016/j.cbi.2021.109552

 

*PEROVANI, I. S.; SERPELLONE, C. O.; de OLIVEIRA, A. R. M. An appraisal of experimental designs: application to enantioselective capillary electromigration techniques. Electrophoresis, 2021. doi: https://doi.org/10.1002/elps.202000334 

 

*PEROVANI, I. S.; CARRAO, D. B.; ALBUQUERQUE, N. C. P.; de OLIVEIRA, A. R. M. Enantioselective in vitro metabolism and in vitro-in vivo correlation of the herbicide ethofumesate in a human model. Journal of Pharmaceutical and Biomedical Analysis, v. 187, p. 113349, 2020.  doi: https://doi.org/10.1016/j.jpba.2020.113349

 

*CARRAO, D. B.; PEROVANI, I. S.; ALBUQUERQUE, N. C. P.; de OLIVEIRA, A. R. M. Enantioseparation of pesticides: A critical review. TRAC-Trends in Analytical Chemistry, v. 122, p. 115719, 2020. doi: https://doi.org/10.1016/j.trac.2019.115719

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*ALBUQUERQUE, N. C. P.; CARRAO, D. B.; HABENSCHUS, M. D.; FONSECA, F. S.; SILVA, R. M.; LOPES, N. P.; ROCHA, B. A.; BARBOSA JUNIOR, F.; de OLIVEIRA, A. R. M. Risk assessment of the chiral pesticide fenamiphos in a human model: Cytochrome P450 phenotyping and inhibition studies. Food and Chemical Toxicology, v. 146, p. 111826, 2020. doi: https://doi.org/10.1016/j.fct.2020.111826

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*SILVA, R. M.; CARRÃO, D. B.; HABENSCHUS, M. D.; JIMENEZ, P.; LOPES, N. P.; FENICAL, W.; COSTA-LOTUFO, L.; de OLIVEIRA, A. R. M. Prediction of seriniquinone-drug interactions by in vitro inhibition of human cytochrome P450 enzymes. Toxicology in Vitro, v. 65, p. 104820, 2020. doi: https://doi.org/10.1016/j.tiv.2020.104820

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*JANG, I.; CARRÃO, D. B; MENGER, R.; de OLIVEIRA, A. R. M.; HENRY, C. Pump-Free Microfluidic Rapid Mixer Combined with a Paper-Based Channel. ACS Sensors, v. 5, p. 2230-2238, 2020. doi: https://doi.org/10.1021/acssensors.0c00937

 

*MARTINS, J. ; TADINI, M. C. ; SOUZA, R. O. ; FIGUEIREDO, S. A. ; FONSECA, M. J. V. ; ALBUQUERQUE, N. C. P. ; LOPES, N. P. ; BERRETTA, A. A. ; Marquele-Oliveira, F. ; de OLIVEIRA, A. R. M. . Yangambin and Epi-yangambin Isomers: New Purification Method from Ocotea fasciculata and First Cytotoxic Aspects Focusing on In Vivo Safety. Planta Medica, v. 86, p. 415-424, 2020. doi: https://doi.org/10.1055/a-1118-3828

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*CARRAO, D. B.; HABENSCHUS, M. D.; ALBUQUERQUE, N. C. P.; SILVA, R. M.; LOPES, N. P.; de OLIVEIRA, A. R. M. In vitro inhibition of human CYP2D6 by the chiral pesticide fipronil and its metabolite fipronil sulfone: Prediction of pesticide-drug interactions. Toxicology Letters, v. 313, p. 196-204, 2019. doi: https://doi.org/10.1016/j.toxlet.2019.07.005

 

*FONSECA, F. S.; CARRAO, D. B.; ALBUQUERQUE, N. C. P.; NARDINI, V.; DIAS, L. G.; SILVA, R. M.; LOPES, N. P.; de OLIVEIRA, A. R. M. Myclobutanil enantioselective risk assessment in humans through in vitro CYP450 reactions: Metabolism and inhibition studies. Food and Chemical Toxicology. v. 128, p. 202-211, 2019. doi: https://doi.org/10.1016/j.fct.2019.04.009

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*HABENSCHUS, M. D.; NARDINI, V.; DIAS, L. G.; ROCHA, B. A.; BARBOSA JUNIOR, F.; de OLIVEIRA, A. R. M. In vitro enantioselective study of the toxicokinetic effects of chiral fungicide tebuconazole in human liver microsomes. Ecotoxicology and Environmental Safety, v. 181, p. 96-105, 2019. doi: https://doi.org/10.1016/j.ecoenv.2019.05.071  

 

*PEROVANI, I. S.; de OLIVEIRA, A. R. M. Determination of ethofumesate-2-hydroxy stereolability by dynamic HPLC. Separation Science Plus, 2018. doi:  http://dx.doi.org/10.1002/sscp.201800112

 

*SILVA, R. M.; Gaitani C. M.; Marques, L. M. M.; BARACO, K. F.; CAVALHEIRO, A. J.; MORAES, L. A. B.; LOPES, N. P.; de OLIVEIRA, A. R. M. Characterization of casearin X metabolism by rat and human liver microsomes. Planta Medica,  v. 85, p. 282-291, 2019. doi: https://doi.org/10.1055/a-0765-95232018

 

*CARRAO, D. B.; GOMES, I. C. D. R.; BARBOSA JUNIOR, F.; de OLIVEIRA, A. R. M. . Evaluation of the enantioselective in vitro metabolism of the chiral pesticide fipronil employing a human model: Risk assessment through in vitro-in vivo correlation and prediction of toxicokinetic parameters. Food and Chemical Toxicology, 2018. doi: https://doi.org/10.1016/j.fct.2018.10.060

 

*MOREIRA, F. L.; RIUL, T. B.; MOREIRA, M. L.; PILON, A. C.; DIAS-BARUFFI, M.; ARAUJO, M. S. S.; LOPES, N. P.; de OLIVEIRA, A. R. M. . Leishmanicidal Effects of Piperlongumine (Piplartine) and Its Putative Metabolites. Planta Medica, 2018. doi: https://doi.org/10.1055/a-0614-2680

 

*ALBUQUERQUE, N. C. P; CARRÃO, D. B.; HABENSCHUS, M. D. Metabolism studies of chiral pesticides: A critical review. Journal of Pharmaceutical and Biomedical Analysis, v. 147, p.89-109, 2018. doi: https://doi.org/10.1016/j.jpba.2017.08.011

 

*HABENSCHUS, M. D.; MOREIRA, F. L.; LOPES, N. P.; de OLIVEIRA, A. R. M. In Vitro Inhibition of Human CYP450s 1A2, 2C9, 3A4/5, 2D6 and 2E1 by Grandisin. Planta Medica, 2017. doi: http://dx.doi.org/10.1055/s-0042-124615

 

*CARRAO, D. B.; ALBUQUERQUE, N. C. P.; MARQUES, L. M. M.; CROTTI, A. E. M.; PILON, A. C.; BOLZANI, V. S.; BERRETTA, A. A.; de OLIVEIRA, A. R. M. In Vitro Metabolism of Artepillin C by Rat and Human Liver Microsomes. Planta Medica, 2017. doi: http://dx.doi.org/10.1055/s-0042-124359

 

*MOREIRA, F. L.; MARQUES, L. M. M.; LOPES, N. P.; de OLIVEIRA, A. R. M. In vitro metabolism studies of natural products are crucial in the early development of medicines. Phytochemistry Reviews, v. 16, p. 355-373, 2017. doi:10.1007/s11101-016-9482-0

 

*MOREIRA, F. L.; HABENSCHUS, M. D.; BARTH, T. ; Marques, L. M. M.; PILON, A. C.; BOLZANI, V. S. ; VESSECCHI, R. ; LOPES, N. P.; de OLIVEIRA, A. R. M. Metabolic profile and safety of piperlongumine. Scientific Reports, v. 6, p. 33646, 2016. doi: 10.1038/srep33646 - open access

 

*ALBUQUERQUE, N. C. P.; MATOS, J. V.; de OLIVEIRA, A. R. M.  In-line coupling of an achiral-chiral column to investigate the enantioselective in vitro metabolism of the pesticide Fenamiphos by human liver microsomes. Journal of Chromatography A, v. 1467, p. 326-334, 2016. doi: http://dx.doi.org/10.1016/j.chroma.2016.08.039

 

*Bocato, M. Z.; Moreira, F. L.; Albuquerque, N. C. P.; de Gaitani, C. M.; de Oliveira, A. R. M. In vitro enantioselective human liver microsomal metabolism and prediction of in vivo pharmacokinetic parameters of tetrabenazine by DLLME-CE. Journal of Pharmaceutical and Biomedical Analysis, v. 128, p. 528-537, 2016. doi:10.1016/j.jpba.2016.06.028

 

*BARTH, T.; HABENSCHUS, M. D.; MOREIRA, F. L.; FERREIRA, L. S.; LOPES, N. P.; de OLIVEIRA, A. R. M. In vitro metabolism of the lignan (−)-grandisin, an anticancer drug candidate, by human liver microsomes. Drug Testing Analysis, v. 7, p. 780-786, 2015. doi: 10.1002/dta.1743

 

*ALBUQUERQUE, N. C. P.; de Gaitani, C. M.; de OLIVEIRA, A. R. M. A new and fast DLLME-CE method for the enantioselective analysis of zopiclone and its active metabolite after fungal biotransformation. Journal of Pharmaceutical and Biomedical Analysis, v. 109, p. 192-201, 2015. doi:10.1016/j.jpba.2015.02.039

 

*BARTH, T.; HILARIO, V. C.; ROCHA, B. A.; FURTADO, N. A. J. C.; PUPO, M. T.; de OLIVEIRA, A. R. M. Asymetric Sulfoxidation of Albendazol to Ricobendazole by Fungi: Effect of pH. Química Nova, v. 38, p. 944-947, 2015. doi.org/10.5935/0100-4042.20150102

 

*BORTOLETO, M. A.; BOCATO, M. Z.; PUPO, M. T.; Gaitani C. M.; de OLIVEIRA, A. R. M. Coupling DLLME-CE for the Stereoselective Analysis of Venlafaxine and Its Main Metabolites after Biotransformation by Fungi. Journal of the Brazilian Chemical Society, v. 26, p. 1956-1966, 2015. doi.org/10.5935/0103-5053.20150174

 

ROCHA, B. A.; ASSIS, M. D.; PETI, A. P. F.; MORAES, L. A. B.; MOREIRA, F. L.; LOPES, N. P.; POSPIIL, S.; GATES, P. J.; de OLIVEIRA, A. R. M. In vitro metabolism of monensin A: microbial and human liver microsomes models. Xenobiotica, v. 44, p. 326-335, 2014. doi:10.3109/00498254.2013.845707

 

*Marques, L. M. M.; SILVA-JUNIOR, E. A.; GOUVEA, D. R; VESSECCHI, R.; Pupo, M. T.; LOPES, N. P.; KATO, M. J.; de OLIVEIRA, A. R. M. In vitro metabolism of the alkaloid piplartine by rat liver microsomes. Journal of Pharmaceutical and Biomedical Analysis, v. 95, p. 113-120, 2014. doi:10.1016/j.jpba.2014.02.020

 

*ROCHA, B. A.; de OLIVEIRA, A. R. M.; PAZIN, M.; DORTA, D.; NASCIMENTO, A. P. ; BERRETTA, A. A.; PETI, A. P. F.; MORAES, L. A. B.; LOPES, N. P.; POSPIIL, S.; GATES, P. J.; ASSIS, M. D. Jacobsen catalyst as a cytochrome P450 biomimetic model for the metabolism of monensin A. BioMed Research International, v. 2014, p. 1-8, 2014. doi.org/10.1155/2014/152102

 

*BOCATO, M. Z.; BORTOLETO, M. A.; PUPO, M. T.; de OLIVEIRA, A. R. M. A new enantioselective CE method for determination of oxcarbazepine and licarbazepine after fungal biotransformation. Electrophoresis, v. 35, p. 2877-2884, 2014. doi:10.1002/elps.201400137

 

*MESSIANO, G. B.; SANTOS, R. A. S.; FERREIRA, L. S.; Simões, R. A.; Jabor, V. A. P. ; KATO, M. J.; LOPES, N. P.; Pupo, M. T.; de Oliveira, A. R. M. In vitro metabolism study of the promising anticancer agent the lignan (−)-grandisin. Journal of Pharmaceutical and Biomedical Analysis, v. 72, p. 240-244, 2013. doi:10.1016/j.jpba.2012.08.028

 

*MOREIRA, F. L.; SOUZA, G. H. B.; RODRIGUES, I. V.; LOPES, N. P.; de OLIVEIRA, A. R. M. A non-michaelian behavior of the in vitro metabolism of the pentacyclic triterpene alfa and beta amyrins by employing rat liver microsomes. Journal of Pharmaceutical and Biomedical Analysis, v. 84, p. 14-19, 2013. doi:10.1016/j.jpba.2013.05.038

 

*Fortes, S. S.; BARTH, T.; FURTADO, N. A. J. C.; Gaitani C. M.; PUPO, M. T.; de OLIVEIRA, A. R. M. Evaluation of dispersive liquid-liquid microextraction in the stereoselective determination of cetirizine following the fungal biotransformation of hydroxyzine and analysis by capillary electrophoresis. Talanta, v. 116, p. 743-752, 2013. doi:10.1016/j.talanta.2013.07.062

 

*Marques, L. M. M.; de OLIVEIRA, A. R. M. Técnicas cromatográficas e o desafio na determinação de ­compostos presentes em matrizes complexas: Relato de um caso prático do produto natural piperlongumina. Scientia Chromatographica, v. 5, p. 101-109, 2013. doi:org/10.4322/sc.2013.008

 

*ALBUQUERQUE, N. C. P.; BORTOLETO, M. A.; de OLIVEIRA, A. R. M. Análise enantiosseletiva de fármacos e metabólitos em matrizes biológicas empregando técnicas miniaturizadas de preparação de amostras. Scientia Chromatographica, v. 5, p. 214-228, 2013. doi:org/10.4322/sc.2014.005

 

*Hilário, V. C.; Carrão, D. B.; Barth, T.; Borges, K. B.; Furtado, N. A. J. C.; Pupo, M. T.; de Oliveira, A. R. M. Assessment of the stereoselective fungal biotransformation of albendazole and its analysis by HPLC in polar organic mode. Journal of Pharmaceutical and Biomedical Analysis, v. 61, p. 100-107, 2012. doi:10.1016/j.jpba.2011.12.012

 

*Bocato, M. Z.; Simões, R. A.; Calixto, L. A.; Gaitani, C. M.; Pupo, M. T.; Oliveira, A. R. M. Solid phase microextraction and LC-MS/MS for the determination of paliperidone after stereoselective fungal biotransformation of risperidone. Analytica Chimica Acta, v. 742, p. 80-89, 2012. doi:10.1016/j.aca.2012.05.056

 

*de Oliveira, A. R. M. Análise enantiosseletiva de fármacos e metabólitos empregando eletroforese capilar. Scientia Chromatographica, v. 3, p. 231-247, 2011. doi:10.4322/sc.2011.014

 

*Carrão, D. B.; Borges, K. B.; Barth, T.; Pupo, M. T.; Bonato, P. S.; de Oliveira, A. R. M. Capillary electrophoresis and hollow fiber liquid-phase microextraction for the enantioselective determination of albendazole sulfoxide after biotransformation of albendazole by an endophytic fungus. Electrophoresis, v. 32, p. 2746-2756, 2011. doi: 10.1002/elps.201000658

 

*de Jesus, L. I.; Albuquerque, N. C. P.; Borges, K. B.; Simões, R. A.; Calixto, L. A.; Furtado, N. A. J. C.; de Gaitani, C.M.; Pupo, M. T.; de Oliveira, A. R. M. Enantioselective fungal biotransformation of risperidone in liquid culture medium by capillary electrophoresis and hollow fiber liquid-phase microextraction. Electrophoresis, v. 32, p. 2765-2775, 2011. doi:10.1002/elps.201100328

 

*de OLIVEIRA, A. R. M.; Marquele-Oliveira, F.; SANTANA, D. C. A. S.; NIKOLAOU, S.; Bonato P. S.; SILVA, R. S. HPLC separation, NMR and QTOF/MS/MS structure elucidation of a prominent nitric oxide donor agent based on an isomeric composition of a nitrosyl ruthenium complex. Inorganic Chemistry Communications, v. 12, p. 343-346, 2009. doi:10.1016/j.inoche.2009.02.001

 

*de OLIVEIRA, A. R. M.; da FONSECA, P.; CURTI, C.; SILVA, R. S.; Bonato P. S. In vitro metabolism study of a new nitrosyl ruthenium complex [RU(NH.NHq)(terpy)NO]3+ nitric oxide donor using rat microsomes. Nitric Oxide. Biology and Chemistry, v. 21, p. 14-19, 2009. doi:10.1016/j.niox.2009.03.003

 

*de OLIVEIRA, A. R. M.; MAGALHAES, I. R. S.; Santana, F. J. M.; Bonato P. S. Microextração em fase líquida (LPME): Fundamentos da técnica e aplicações na análise de fármacos em fluidos biológicos. Química Nova, v. 31, p. 637-644, 2008. doi:org/10.1590/S0100-40422008000300031 

 

*de OLIVEIRA, A. R. M.; CARDOSO, C. D.; Bonato P. S. Stereoselective determination of hydroxychloroquine and its metabolites in human urine by liquid-phase microextraction and CE. Electrophoresis, v. 28, p. 1081-1091, 2007. doi:10.1002/elps.200600420

 

*de OLIVEIRA, A. R. M.; Bonato P. S. Stereoselective determination of hydroxychloroquine and its major metabolites in human urine by solid-phase microextraction and HPLC. Journal of Separation Science, v. 30, p. 2351-2359, 2007. doi: 10.1002/jssc.200700121

 

*de OLIVEIRA, A. R. M.; Cesarino, E. J.; Bonato P. S. Solid-phase microextraction and chiral HPLC analysis of ibuprofen in urine. Journal of Chromatography B, v. 818, p. 285-291, 2005. doi:10.1016/j.jchromb.2005.01.010

 

*de OLIVEIRA, A. R. M.; Santana, F. J. M.; Bonato P. S. Stereoselective determination of the major ibuprofen metabolites in human urine by off-line coupling solid-phase microextraction high-performance liquid chromatography. Analytica Chimica Acta, v. 538, p. 25-34, 2005. doi:10.1016/j.aca.2005.01.058