Título :	Antimicrobial prenylated isoflavones from the leaves of the Amazonian medicinal plant Vatairea guianensis Aubl.
Autor :	Çiçek, Serhat S. Pérez, Mayra Galarza Wenzel-Storjohann, Arlette Bezerra, Roberto Messias Segovia, Jorge Federico Orellana Girreser, Ulrich Kanzaki, Isamu Tasdemir, Deniz
metadata.dc.identifier.orcid:	https://orcid.org/0000-0002-3038-8523 https://orcid.org/0000-0002-7841-6271
metadata.dc.contributor.affiliation:	Kiel University, Department of Pharmaceutical Biology Kiel University, Department of Pharmaceutical Biology GEOMAR Helmholtz Centre for Ocean Research Kiel, GEOMAR Centre for Marine Biotechnology (GEOMAR-Biotech), Research Unit Marine Natural Products Chemistry Federal University of Amapá, Laboratory of Bioprospection and Atomic Absorption Brazilian Agricultural Research Corporation, Ecoregional Research Unit Kiel University, Department of Pharmaceutical and Medicinal Chemistry University of Brasilia, Darcy Ribeiro Campus, Laboratory of Bioprospection GEOMAR Helmholtz Centre for Ocean Research Kiel, GEOMAR Centre for Marine Biotechnology (GEOMAR-Biotech), Research Unit Marine Natural Products Chemistry
Assunto::	Bactérias Carbono Isoflavonóides Espectroscopia de ressonância magnética nuclear Toxicidade
Fecha de publicación :	10-mar-2022
Editorial :	American Chemical Society and American Society of Pharmacognosy
Citación :	ÇIÇEK, 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.1c01035
Abstract:	Vatairea 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.
metadata.dc.description.unidade:	Faculdade de Ciências da Saúde (FS) Departamento de Farmácia (FS FAR)
DOI:	https://doi.org/10.1021/acs.jnatprod.1c01035
metadata.dc.relation.publisherversion:	https://pubs.acs.org/doi/10.1021/acs.jnatprod.1c01035
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