UPLC-HRMS and NMR applied in the evaluation of solid-phase extraction methods as a rational strategy of dereplication of Phyllanthus spp. aiming at the discovery of cytotoxic metabolites

dc.contributor.authorSilva, Maria Francilene Souza
dc.contributor.authorSilva, Lorena Mara A.
dc.contributor.authorQuintela, Amanda Lemos
dc.contributor.authordos Santos, André Gonzaga [UNESP]
dc.contributor.authorSilva, Francisca Aliny Nunes
dc.contributor.authorde Oliveira, Fátima de Cássia E.
dc.contributor.authorAlves Filho, Elenilson Godoy
dc.contributor.authorde Brito, Edy Sousa
dc.contributor.authorCanuto, Kirley Marques
dc.contributor.authorPessoa, Claudia
dc.contributor.authorZocolo, Guilherme Julião
dc.contributor.institutionRua Coronel Nunes de Mello 1000
dc.contributor.institutionEmpresa Brasileira de Pesquisa Agropecuária (EMBRAPA)
dc.contributor.institutionScience Center
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.date.accessioned2019-10-06T16:28:26Z
dc.date.available2019-10-06T16:28:26Z
dc.date.issued2019-07-01
dc.description.abstractThe classical approach to drug discovery from natural products (NP's) requires strenuous and complex purification steps for the isolation and structural elucidation. Modern strategies as dereplication aim to accelerate the identification of known compounds present in a crude or partially purified extract. In this work, we investigated the influence of the solid-phase extraction (Oasis, Plexa, and Agilent C18 cartridges with and without organic modifiers) chemical profile obtained by UPLC-QTOF-MS and NMR and cytotoxicities of aqueous extracts from Phyllanthus niruri and P. amarus. Our results showed differences between the SPE cartridges and the mass recovered. P. niruri showed higher mass recovery than P. amarus indicating a higher amount of secondary metabolites. The UPLC-QTOF-MS analysis revealed that P. niruri crude extract presents higher contents of phenolic compounds than P. amarus. According to NMR analysis, P. niruri contained more tyrosine, corilagin, and glycosidic residues while P. amarus, presented higher content of ellagic acid. The different stationary phases, as well as mobile phases for exploratory SPE, enabled the exploitation of the different chemical functionalities within the Phyllanthus species. The SPE (MeOH:H 2 O 70:30 with C18 cartridges) samples showed greater in vitro cytotoxicity than the crude extracts, with IC 50 ranging from 8.01 to 94.92 μg mL −1 against the tumor lines tested. The solid phase extraction allowed the concentration of molecules with desirable physicochemical characteristics, which might increase the hit of therapeutically useful substances.en
dc.description.affiliationFederal University of Ceará Núcleo de Pesquisa e Desenvolvimento de Medicamentos-NPDM Rua Coronel Nunes de Mello 1000
dc.description.affiliationEmbrapa Agroindústria Tropical, Rua Doutora Sara Mesquita, 2270 - Pici
dc.description.affiliationFederal University of Ceará Dept. of Analytical and Physical-Chemical Chemistry Science Center, Campus Pici
dc.description.affiliationSão Paulo State University (Unesp) School of Pharmaceutical Sciences Araraquara Department of Natural Principles and Toxicology, Rodovia Araraquara-Jaú, Km 01
dc.description.affiliationUnespSão Paulo State University (Unesp) School of Pharmaceutical Sciences Araraquara Department of Natural Principles and Toxicology, Rodovia Araraquara-Jaú, Km 01
dc.description.sponsorshipEmpresa Brasileira de Pesquisa Agropecuária
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.description.sponsorshipIdEmpresa Brasileira de Pesquisa Agropecuária: 03.14.01.012.00.00
dc.description.sponsorshipIdCNPq: 303791/2016-0
dc.format.extent51-61
dc.identifierhttp://dx.doi.org/10.1016/j.jchromb.2019.04.029
dc.identifier.citationJournal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences, v. 1120, p. 51-61.
dc.identifier.doi10.1016/j.jchromb.2019.04.029
dc.identifier.issn1873-376X
dc.identifier.issn1570-0232
dc.identifier.scopus2-s2.0-85065067857
dc.identifier.urihttp://hdl.handle.net/11449/189058
dc.language.isoeng
dc.relation.ispartofJournal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences
dc.rights.accessRightsAcesso aberto
dc.sourceScopus
dc.subjectCancer
dc.subjectCytotoxicity
dc.subjectDereplication
dc.subjectPhyllanthus spp.
dc.subject“Stone break”
dc.titleUPLC-HRMS and NMR applied in the evaluation of solid-phase extraction methods as a rational strategy of dereplication of Phyllanthus spp. aiming at the discovery of cytotoxic metabolitesen
dc.typeArtigo
unesp.author.lattes4000625974516852[4]
unesp.author.orcid0000-0003-3194-6125[9]
unesp.author.orcid0000-0002-4920-2506[4]

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