Antimicrobial prenylated isoflavones from the leaves of the Amazonian medicinal plant Vatairea guianensis Aubl.

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Autor(es): dc.contributorKiel University, Department of Pharmaceutical Biology-
Autor(es): dc.contributorKiel University, Department of Pharmaceutical Biology-
Autor(es): dc.contributorGEOMAR Helmholtz Centre for Ocean Research Kiel, GEOMAR Centre for Marine Biotechnology (GEOMAR-Biotech), Research Unit Marine Natural Products Chemistry-
Autor(es): dc.contributorFederal University of Amapá, Laboratory of Bioprospection and Atomic Absorption-
Autor(es): dc.contributorBrazilian Agricultural Research Corporation, Ecoregional Research Unit-
Autor(es): dc.contributorKiel University, Department of Pharmaceutical and Medicinal Chemistry-
Autor(es): dc.contributorUniversity of Brasilia, Darcy Ribeiro Campus, Laboratory of Bioprospection-
Autor(es): dc.contributorGEOMAR Helmholtz Centre for Ocean Research Kiel, GEOMAR Centre for Marine Biotechnology (GEOMAR-Biotech), Research Unit Marine Natural Products Chemistry-
Autor(es): dc.creatorÇiçek, Serhat S.-
Autor(es): dc.creatorPérez, Mayra Galarza-
Autor(es): dc.creatorWenzel-Storjohann, Arlette-
Autor(es): dc.creatorBezerra, Roberto Messias-
Autor(es): dc.creatorSegovia, Jorge Federico Orellana-
Autor(es): dc.creatorGirreser, Ulrich-
Autor(es): dc.creatorKanzaki, Isamu-
Autor(es): dc.creatorTasdemir, Deniz-
Data de aceite: dc.date.accessioned2024-07-24T13:08:25Z-
Data de disponibilização: dc.date.available2024-07-24T13:08:25Z-
Data de envio: dc.date.issued2024-04-08-
Data de envio: dc.date.issued2024-04-08-
Data de envio: dc.date.issued2022-03-10-
Fonte completa do material: dc.identifierhttp://repositorio2.unb.br/jspui/handle/10482/48051-
Fonte completa do material: dc.identifierhttps://doi.org/10.1021/acs.jnatprod.1c01035-
Fonte completa do material: dc.identifierhttps://orcid.org/0000-0002-3038-8523-
Fonte completa do material: dc.identifierhttps://orcid.org/0000-0002-7841-6271-
Fonte: dc.identifier.urihttp://educapes.capes.gov.br/handle/capes/844772-
Descrição: dc.descriptionVatairea guianenis Aubl. (Fabaceae) is an Amazonian medicinal plant species traditionally used for treating skin diseases. In an initial screening, a V. guianensis leaf extract and its subextracts showed antibacterial and antifungal activities. The EtOAc subextract was selected for chemical workup and afforded five known (1–4 and 8) and six undescribed isoflavones, vatairenones C–H (5–7 and 9–11). All isoflavones are prenylated in position C-8, displaying either chain-prenylated (1–7) or ring-closed forms (8–11). The most bioactive compound (3) exhibited in vitro activity against clinically relevant bacteria and fungi with IC50 values ranging from 6.8 to 26.9 μM. Due to its broad antimicrobial activity and low general toxicity, compound 3 is a potential lead compound for structural modifications. The results of the present study support the ethnomedicinal use of V. guianensis in the treatment of dermatological disorders. 1H NMR spectra of some of the isolated compounds showed intricate signal patterns, which might explain repeated errors in assigning the correct structure of the isoflavonoid B-ring in the literature and which we resolved by higher order spectra simulations.-
Descrição: dc.descriptionFaculdade de Ciências da Saúde (FS)-
Descrição: dc.descriptionDepartamento de Farmácia (FS FAR)-
Formato: dc.formatapplication/pdf-
Idioma: dc.languageen-
Publicador: dc.publisherAmerican Chemical Society and American Society of Pharmacognosy-
Relação: dc.relationhttps://pubs.acs.org/doi/10.1021/acs.jnatprod.1c01035-
Direitos: dc.rightsAcesso Restrito-
Palavras-chave: dc.subjectBactérias-
Palavras-chave: dc.subjectCarbono-
Palavras-chave: dc.subjectIsoflavonóides-
Palavras-chave: dc.subjectEspectroscopia de ressonância magnética nuclear-
Palavras-chave: dc.subjectToxicidade-
Título: dc.titleAntimicrobial prenylated isoflavones from the leaves of the Amazonian medicinal plant Vatairea guianensis Aubl.-
Tipo de arquivo: dc.typeArtigo-
Aparece nas coleções:Repositório Institucional – UNB (old)

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