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dc.contributor.authorÇiçek, Serhat S.-
dc.contributor.authorPérez, Mayra Galarza-
dc.contributor.authorWenzel-Storjohann, Arlette-
dc.contributor.authorBezerra, Roberto Messias-
dc.contributor.authorSegovia, Jorge Federico Orellana-
dc.contributor.authorGirreser, Ulrich-
dc.contributor.authorKanzaki, Isamu-
dc.contributor.authorTasdemir, Deniz-
dc.date.accessioned2024-04-08T15:11:29Z-
dc.date.available2024-04-08T15:11:29Z-
dc.date.issued2022-03-10-
dc.identifier.citationÇIÇEK, Serhat S. et al. Antimicrobial prenylated isoflavones from the leaves of the Amazonian medicinal plant Vatairea guianensis Aubl. Journal of Natural Produts, [S. l.], 85, 4, 927–935, 10 mar. 2022. DOI: https://doi.org/10.1021/acs.jnatprod.1c01035pt_BR
dc.identifier.urihttp://repositorio2.unb.br/jspui/handle/10482/48051-
dc.language.isoengpt_BR
dc.publisherAmerican Chemical Society and American Society of Pharmacognosypt_BR
dc.rightsAcesso Restritopt_BR
dc.titleAntimicrobial prenylated isoflavones from the leaves of the Amazonian medicinal plant Vatairea guianensis Aubl.pt_BR
dc.typeArtigopt_BR
dc.subject.keywordBactériaspt_BR
dc.subject.keywordCarbonopt_BR
dc.subject.keywordIsoflavonóidespt_BR
dc.subject.keywordEspectroscopia de ressonância magnética nuclearpt_BR
dc.subject.keywordToxicidadept_BR
dc.identifier.doihttps://doi.org/10.1021/acs.jnatprod.1c01035pt_BR
dc.relation.publisherversionhttps://pubs.acs.org/doi/10.1021/acs.jnatprod.1c01035pt_BR
dc.description.abstract1Vatairea 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.pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-3038-8523pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-7841-6271pt_BR
dc.contributor.affiliationKiel University, Department of Pharmaceutical Biologypt_BR
dc.contributor.affiliationKiel University, Department of Pharmaceutical Biologypt_BR
dc.contributor.affiliationGEOMAR Helmholtz Centre for Ocean Research Kiel, GEOMAR Centre for Marine Biotechnology (GEOMAR-Biotech), Research Unit Marine Natural Products Chemistrypt_BR
dc.contributor.affiliationFederal University of Amapá, Laboratory of Bioprospection and Atomic Absorptionpt_BR
dc.contributor.affiliationBrazilian Agricultural Research Corporation, Ecoregional Research Unitpt_BR
dc.contributor.affiliationKiel University, Department of Pharmaceutical and Medicinal Chemistrypt_BR
dc.contributor.affiliationUniversity of Brasilia, Darcy Ribeiro Campus, Laboratory of Bioprospectionpt_BR
dc.contributor.affiliationGEOMAR Helmholtz Centre for Ocean Research Kiel, GEOMAR Centre for Marine Biotechnology (GEOMAR-Biotech), Research Unit Marine Natural Products Chemistrypt_BR
dc.description.unidadeFaculdade de Ciências da Saúde (FS)pt_BR
dc.description.unidadeDepartamento de Farmácia (FS FAR)pt_BR
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