Galloylquinic acid derivatives from Byrsonima fagifolia leaf extract and potential antifungal activity

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Autor(es): dc.contributorUniversidade de São Paulo (USP)-
Autor(es): dc.contributorEmpresa Brasileira de Pesquisa Agropecuária (EMBRAPA)-
Autor(es): dc.contributorUniversidade Estadual Paulista (UNESP)-
Autor(es): dc.creatorSannomiya, Miriam-
Autor(es): dc.creatorRodrigues, Clenilson Martins-
Autor(es): dc.creatorOliveira, Giovanna Castro Araújo-
Autor(es): dc.creatorCarvalho, Juliana Cajado Souza-
Autor(es): dc.creatorda Costa, Letícia Serafim-
Autor(es): dc.creatorSpadari, Cristina de Castro-
Autor(es): dc.creatorFerreira, Marcelo José Pena-
Autor(es): dc.creatorVilegas, Wagner-
Autor(es): dc.creatorIshida, Kelly-
Data de aceite: dc.date.accessioned2025-08-21T15:27:44Z-
Data de disponibilização: dc.date.available2025-08-21T15:27:44Z-
Data de envio: dc.date.issued2023-03-01-
Data de envio: dc.date.issued2023-03-01-
Data de envio: dc.date.issued2022-10-27-
Fonte completa do material: dc.identifierhttp://dx.doi.org/10.1016/j.jep.2022.115534-
Fonte completa do material: dc.identifierhttp://hdl.handle.net/11449/241372-
Fonte: dc.identifier.urihttp://educapes.capes.gov.br/handle/11449/241372-
Descrição: dc.descriptionEthnopharmacological relevance: Byrsonima fagifolia Niedenzu (Malpighiaceae) and other Byrsonima species are popularly employed in Brazilian traditional medicine in the form of preparations as cicatrizing, anti-inflammatory, and antimicrobial. Aim of the study: To characterize the phytochemical profile of the hydromethanolic extract obtained from B. fagifolia leaves (BF extract) and to evaluate the toxicity and the antifungal activity. Materials and methods: The compounds from BF extract were isolated by HPLC and the structures were elucidated based on extensive analyses of 1D and 2D NMR spectra (HMQC, HMBC and COSY) data. The antifungal effect was determined by the broth microdilution method and the toxicity was evaluated on erythrocytes from sheep's blood and Galleria mellonella larvae. Results: Phytochemical investigation of the BF extract led to the isolation and characterization of pyrogallol, n-butyl gallate, 3,4-di-O-galloylquinic acid, 3,5-di-O-galloylquinic acid, 3,4,5-tri-O-galloylquinic acid, and 1,3,4,5-tetra-O-galloylquinic acid. The BF extract showed high content of galloylquinic acid derivatives reaching more than twenty-times the quercetin derivatives content, according to the quantification by HPLC. These galloylquinic acid derivatives, obtained during this study, and quercetin derivatives, previously isolated, were submitted to the antifungal assays. The BF extract inhibited yeast growth mainly against Cryptococcus spp., at concentrations of 1–16 μg/mL, comparable to isolated compounds galloylquinic acid derivatives. However, the quercetin derivatives as well as quinic acid, gallic acid, and methyl gallate showed lower antifungal effect compared with galloylquinic derivatives. In addition, the BF extract had no hemolytic effect and no toxicity on G. mellonella. Conclusion: The phytochemical analysis revealed that galloylquinic acid derivatives are the major compounds in the leaves of B. fagifolia and they are associated to anti-cryptococcal activity and presented reduced toxicity.-
Descrição: dc.descriptionCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)-
Descrição: dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)-
Descrição: dc.descriptionConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)-
Descrição: dc.descriptionSchool of Arts Sciences and Humanities University of São Paulo, São Paulo/SP-
Descrição: dc.descriptionLaboratory of Chemistry and Biomass and Biofuels Embrapa Agroenergy Brazilian Agricultural Research Corporation, Brasília/DF-
Descrição: dc.descriptionDepartment of Botany Institute of Biosciences University of São Paulo, São Paulo/SP-
Descrição: dc.descriptionDepartment of Microbiology Institute of Biomedical Sciences University of São Paulo, São Paulo/SP-
Descrição: dc.descriptionInstitute of Biosciences São Paulo State University Coastal Campus of São Vicente/SP-
Descrição: dc.descriptionInstitute of Biosciences São Paulo State University Coastal Campus of São Vicente/SP-
Descrição: dc.descriptionFAPESP: 2009/52237-9-
Descrição: dc.descriptionFAPESP: 2020/16554-9-
Descrição: dc.descriptionFAPESP: 2021/01279-5-
Descrição: dc.descriptionCNPq: 405556/2018-7-
Idioma: dc.languageen-
Relação: dc.relationJournal of Ethnopharmacology-
???dc.source???: dc.sourceScopus-
Palavras-chave: dc.subjectAntifungal-
Palavras-chave: dc.subjectCryptococcosis-
Palavras-chave: dc.subjectCryptococcus-
Palavras-chave: dc.subjectGallotannins-
Palavras-chave: dc.subjectGalloylquinic acids-
Palavras-chave: dc.subjectMalpighiaceae-
Palavras-chave: dc.subjectMurici-
Palavras-chave: dc.subjectQuercetin derivatives-
Título: dc.titleGalloylquinic acid derivatives from Byrsonima fagifolia leaf extract and potential antifungal activity-
Tipo de arquivo: dc.typelivro digital-
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