Application of MALDI-MS/MS in the vicenin-2 and derivatives analyses: Understanding the ionization processes to production of the images

• Grant number: 12/18031-7
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• Start date: June 01, 2013
• End date: February 22, 2015
• Field of knowledge: Health Sciences - Pharmacy - Pharmacognosy
• Principal Investigator: Norberto Peporine Lopes
• Grantee: Denise Brentan da Silva
• Host Institution: Faculdade de Ciências Farmacêuticas de Ribeirão Preto (FCFRP). Universidade de São Paulo (USP). Ribeirão Preto , SP, Brazil
• Associated research grant: 09/51812-0 - Development of a platform for the study of in vitro and in vivo metabolism of natural products, a need for pre-clinical testing system, AP.BTA.TEM

Abstract

MALDI is commonly used for biomolecules analyses. Recently, it also is being employed for low molecular weight substances (until 1000 u) analyses, but it is necessary the development of this technique for such application and thus solving some inherent problems of this process. In this context, this proposal includes initial analysis of flavonoid vicenin-2 and its correlates by MALDI-MS and MS/MS, in order to develop a better procedure for these analyses. For understanding the ionization and fragmentation processes, these fragmentation patterns will be compared with other obtained from different techniques and the fragmentation mechanisms will be proposed. The MALDI Imaging will be used to produce images from plant and animal tissues and so the tissue distribution of vicenin-2 proposed. The analyses of animal tissues will contribute pharmacokinetic studies of vicenin-2, a study which is being developed in the thematic project " 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 "(Process: 2009/51812-0) and the present project are included. Protocols for the analysis of flavonoids in plant tissues will be developed, including the preparation and cutting tissues, because such application is little exploited. Therefore, this proposal is at the knowledge frontier about this theme and so the combination of these two projects is justified, for the development of an innovative research and still emerging in the country.

Scientific publications

(20)

(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.)

LACHI-SILVA, LARISSA; BARRETO SOUSA, JOAO PAULO; MONTANHA, MAIARA CAMOTTI; SY, SHERWIN K. B.; CALLEGARI LOPES, JOAO LUIS; SILVA, DENISE BRENTAN; LOPES, NORBERTO PEPORINE; DINIZ, ANDREA; KIMURA, ELZA. Rapid and efficient method for the quantification of lychnopholide in rat plasma by liquid chromatography-tandem mass spectrometry for pharmacokinetic application. BIOMEDICAL CHROMATOGRAPHY, v. 30, n. 7, p. 1092-1096, JUL 2016. (12/18031-7, 09/54098-6)

NUNES, TULIO M.; MATEUS, SIDNEI; FAVARIS, ARODI P.; AMARAL, MONICA F. Z. J.; VON ZUBEN, LUCAS G.; CLOSOSKI, GIULIANO C.; BENTO, JOSE M. S.; OLDROYD, BENJAMIN P.; SILVA, RICARDO; ZUCCHI, RONALDO; et al. Queen signals in a stingless bee: suppression of worker ovary activation and spatial distribution of active compounds. SCIENTIFIC REPORTS, v. 4, DEC 12 2014. (09/54098-6, 14/20302-4, 12/18031-7, 11/22991-3, 14/01884-2)

ERNST, MADELEINE; SILVA, DENISE B.; SILVA, RICARDO; MONGE, MARCELO; SEMIR, JOAO; VENCIO, RICARDO Z. N.; LOPES, NORBERTO P.. A metabolomic protocol for plant systematics by matrix-assisted laser-desorption/ionization time-of flight mass spectrometry. Analytica Chimica Acta, v. 859, p. 46-58, FEB 15 2015. (11/05215-0, 10/14926-4, 12/18031-7, 09/54098-6)

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)

SILVA, DENISE BRENTAN; CASANOVA TURATTI, IZABEL CRISTINA; GOUVEIA, DAYANA RUBIO; ERNST, MADELEINE; TEIXEIRA, SIMONE PADUA; LOPES, NORBERTO PEPORINE. Mass Spectrometry of Flavonoid Vicenin-2, Based Sunlight Barriers in Lychnophora species. SCIENTIFIC REPORTS, v. 4, MAR 7 2014. (12/18031-7, 10/50811-7, 09/54098-6)

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)

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)

ERNST, MADELEINE; SILVA, DENISE BRENTAN; SILVA, RICARDO ROBERTO; VENCIO, RICARDO Z. N.; LOPES, NORBERTO PEPORINE. Mass spectrometry in plant metabolomics strategies: from analytical platforms to data acquisition and processing. NATURAL PRODUCT REPORTS, v. 31, n. 6, p. 784-806, 2014. (11/05215-0, 10/14926-4, 12/18031-7, 09/54098-6)

SILVA, L. N.; RIGO, G., V; SILVA, D. B.; CAROLLO, C. A.; TRENTIN, D. S.; SILVA, M., V; TASCA, T.; MACEDO, A. J.. Hydrolyzable tannins from Poincianella(Caesalpinia) microphylla fruits: Metabolite profiling and anti-Trichomonas vaginalis activity. Food Research International, v. 134, p. 7-pg., 2020-08-01. (09/54098-6, 12/18031-7)

SILVA, L. N.; RIGO, V, G.; SILVA, D. B.; CAROLLO, C. A.; TRENTIN, D. S.; SILVA, V, M.; TASCA, T.; MACEDO, A. J.. Hydrolyzable tannins from Poincianella (Caesalpinia) microphylla fruits: Metabolite profiling and anti-Trichomonas vaginalis activity. Food Research International, v. 134, AUG 2020. (12/18031-7, 09/54098-6)

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; et al. 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. (14/18052-0, 12/18031-7, 14/01651-8, 13/16496-5, 14/01884-2, 14/50265-3)

SILVA, DENISE BRENTAN; GUARATINI, THAIS; VESSECCHI, RICARDO; LOPES, NORBERTO PEPORINE; CRAMER, BENEDIKT; HUMPF, HANS-ULRICH; CALTEGARI LOPES, JOAO LUIS. H-2 unimolecular elimination in electrospray ionization mass spectrometry from erythraline, a spirocyclic alkaloid. EUROPEAN JOURNAL OF MASS SPECTROMETRY, v. 19, n. 5, p. 345-350, 2013. (11/13281-2, 12/18031-7, 09/51812-0)

GUARATINI, THAIS; SILVA, DENISE BRENTAN; BIZARO, ALINE CAVALLI; SARTORI, LUCAS ROSSI; HUMPF, HANS-ULRICH; LOPES, NORBERTO PEPORINE; COSTA-LOTUFO, LETICIA VERAS; CALLEGARI LOPES, JOAO LUIS. In vitro metabolism studies of erythraline, the major spiroalkaloid from Erythrina verna. BMC COMPLEMENTARY AND ALTERNATIVE MEDICINE, v. 14, FEB 18 2014. (11/13281-2, 12/18031-7, 10/07413-0)

CALLEJON, DANIEL R.; RIUL, THALITA B.; FEITOSA, LUIS G. P.; GUARATINI, THAIS; SILVA, DENISE B.; ADHIKARI, ACHYUT; SHRESTHA, RAM L. (S); MARQUES, LUCAS M. M.; BARUFFI, MARCELO D.; LOPES, JOAO L. C.; et al. Leishmanicidal Evaluation of Tetrahydroprotoberberine and Spirocyclic Erythrina-Alkaloids. Molecules, v. 19, n. 5, p. 5692-5703, MAY 2014. (11/13281-2, 12/18031-7, 09/51812-0)

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. (14/50265-3, 12/18031-7, 09/54098-6)

SILVA, DENISE B.; LOPES, NORBERTO P.. MALDI-MS of flavonoids: a systematic investigation of ionization and in-source dissociation mechanisms. Journal of Mass Spectrometry, v. 50, n. 1, p. 182-190, JAN 2015. (12/18031-7, 09/54098-6)

SILVA, DENISE BRENTAN; RODRIGUES, EDILENE DELPHINO; JOSE DA SILVA, GIL VALDO; LOPES, NORBERTO PEPORINE; RODRIGUES DE OLIVEIRA, DIONEIA CAMILO. Post-column sodiation to enhance the detection of polyacetylene glycosides in LC-DAD-MS analyses: an example from Bidens gardneri (Asteraceae). Talanta, v. 135, p. 87-93, APR 1 2015. (12/18031-7)

VIEIRA, PATRICIA DE BRUM; FEIJO SILVA, NICOLAS LUIZ; SILVA, DENISE BRENTAN; LOPES, NORBERTO PEPORINE; DA SILVA, ALEXANDRE GOMES; DA SILVA, MARCIA VANUSA; BASTIDA, JAUME; MACEDO, ALEXANDRE JOSE; TASCA, TIANA. The Caatinga endemic Manilkara rufula possesses remarkable activity against Trichomonas vaginalis and Tritrichomonas foetus. Experimental Parasitology, v. 173, p. 18-28, FEB 2017. (12/18031-7, 09/54098-6)

VIEIRA, PATRCIA DE BRUM; FEIJO SILVA, NICOLAS LUIZ; SANTOS DA SILVA, GLORIA NARJARA; SILVA, DENISE BRENTAN; LOPES, NORBERTO PEPORINE; BAGGIO GNOATTO, SIMONE CRISTINA; DA SILVA, MARCIA VANUSA; MACEDO, ALEXANDRE JOSE; BASTIDA, JAUME; TASCA, TIANA. Caatinga plants: Natural and semi-synthetic compounds potentially active against Trichomonas vaginalis. Bioorganic & Medicinal Chemistry Letters, v. 26, n. 9, p. 2229-2236, MAY 1 2016. (12/18031-7, 09/54098-6)

SILVA, DENISE BRENTAN; GUARATINI, THAIS; VESSECCHI, RICARDO; LOPES, NORBERTO PEPORINE; CRAMER, BENEDIKT; HUMPF, HANS-ULRICH; CALTEGARI LOPES, JOAO LUIS. H₂ unimolecular elimination in electrospray ionization mass spectrometry from erythraline, a spirocyclic alkaloid. EUROPEAN JOURNAL OF MASS SPECTROMETRY, v. 19, n. 5, p. 6-pg., 2013-01-01. (11/13281-2, 09/51812-0, 12/18031-7)