Bioassay-Guided Isolation of Fungistatic Compounds from Mimosa caesalpiniifolia Leaves

A bioassay-guided phytochemical study of a Mimosa caesalpiniifolia leaf extract with antifungal activity permitted the identification of 28 compounds, including the new 6-(β-boivinopyranosyl)­apigenin (1), 8-(β-oliopyranosyl)­apigenin (2), (E)-6-(2-carboxyethenyl)­apigenin (3), (E)-8-(2-carboxyethen...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2019-06, Vol.82 (6), p.1496-1502
Main Authors: Dias Silva, Marcelo J, Simonet, Ana M, Silva, Naiara C, Dias, Amanda L. T, Vilegas, Wagner, Macías, Francisco A
Format: Article
Language:English
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Summary:A bioassay-guided phytochemical study of a Mimosa caesalpiniifolia leaf extract with antifungal activity permitted the identification of 28 compounds, including the new 6-(β-boivinopyranosyl)­apigenin (1), 8-(β-oliopyranosyl)­apigenin (2), (E)-6-(2-carboxyethenyl)­apigenin (3), (E)-8-(2-carboxyethenyl)­apigenin (4), and 7,5″-anhydro-6-(α-2,6-dideoxy-5-hydroxyarabino­hexopyranosyl)­apigenin (5). The structures of the new compounds were determined by comprehensive spectroscopic analysis, including 1D and 2D NMR techniques, and by mass spectrometry. Compound 3 showed promising activity and selectivity against Candida krusei (IC50 44 nM), which exhibits resistance to azoles. The association of the major components 3-β-d-glucopyranosyloxysitosterol (8) and ethyl gallate (10) was synergistic against C. krusei, especially the IC values of compound 10, which were reduced by more than 100-fold.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.8b01025