Anti-Candida Cassane-Type Diterpenoids from the Root Bark of Swartzia simplex.

Details

Serval ID
serval:BIB_E702AE802304
Type
Article: article from journal or magazin.
Collection
Publications
Institution
Title
Anti-Candida Cassane-Type Diterpenoids from the Root Bark of Swartzia simplex.
Journal
Journal of Natural Products
Author(s)
Favre-Godal Q., Dorsaz S., Queiroz E.F., Marcourt L., Ebrahimi S.N., Allard P.M., Voinesco F., Hamburger M., Gupta M.P., Gindro K., Sanglard D., Wolfender J.L.
ISSN
1520-6025 (Electronic)
ISSN-L
0163-3864
Publication state
Published
Issued date
2015
Peer-reviewed
Oui
Volume
78
Number
12
Pages
2994-3004
Language
english
Notes
Publication types: Journal Article ; Research Support, Non-U.S. Gov't
Publication Status: ppublish
Abstract
A dichloromethane extract of the roots from the Panamanian plant Swartzia simplex exhibited a strong antifungal activity in a bioautography assay against a genetically modified hypersusceptible strain of Candida albicans. At-line HPLC activity based profiling of the crude extract enabled a precise localization of the antifungal compounds, and dereplication by UHPLC-HRESIMS indicated the presence of potentially new metabolites. Transposition of the HPLC reversed-phase analytical conditions to medium-pressure liquid chromatography (MPLC) allowed an efficient isolation of the major constituents. Minor compounds of interest were isolated from the MPLC fractions using semipreparative HPLC. Using this strategy, 14 diterpenes (1-14) were isolated, with seven (5-10, 14) being new antifungal natural products. The new structures were elucidated using NMR spectroscopy and HRESIMS analysis. The absolute configurations of some of the compounds were elucidated by electronic circular dichroism spectroscopy. The antifungal properties of these compounds were evaluated as their minimum inhibitory concentrations in a dilution assay against both hypersusceptible and wild-type strains of C. albicans and by assessment of their antibiofilm activities. The potential cytological effects on the ultrastructure of C. albicans of the antifungal compounds isolated were evaluated on thin sections by transmission electron microscopy.
Keywords
Antifungal Agents/chemistry, Antifungal Agents/isolation & purification, Biological Products/chemistry, Biological Products/isolation & purification, Candida albicans/drug effects, Chromatography, High Pressure Liquid, Diterpenes/chemistry, Diterpenes/isolation & purification, Fabaceae/chemistry, Humans, Molecular Structure, Nuclear Magnetic Resonance, Biomolecular, Panama, Plant Bark/chemistry
Pubmed
Web of science
Create date
02/02/2016 17:54
Last modification date
20/08/2019 16:10
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