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A new coumaronochromone and a new alkanoyl-dihydrofuranoflavone glycoside from Eriosema robustum (Fabaceae)

[Display omitted] •The phytochemicals of a medicinal plant, Eriosema robustum, were re-investigated.•A new coumaronochromone (1) and a new furanoflavone (2) were isolated from the plant.•The structures of 1 and 2 were characterized by NMR and HR-ESIMS.•1 and 2 exhibited weak activity with MICs >...

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Bibliographic Details
Published in:Phytochemistry letters 2018-10, Vol.27, p.20-24
Main Authors: Awouafack, Maurice Ducret, Wong, Chin Piow, Tane, Pierre, Morita, Hiroyuki
Format: Article
Language:English
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Summary:[Display omitted] •The phytochemicals of a medicinal plant, Eriosema robustum, were re-investigated.•A new coumaronochromone (1) and a new furanoflavone (2) were isolated from the plant.•The structures of 1 and 2 were characterized by NMR and HR-ESIMS.•1 and 2 exhibited weak activity with MICs > 150 μg/mL against bacteria and fungi.•1 (IC50 340.3 ± 0.1 μM) and 2 (IC50 524.6 ± 0.1 μM) had weak antioxidant activity. A new coumaronochromone, eriocoumaronochromone (1), and a new alkanoyl-dihydrofuranoflavone glycoside, robusflavone C (2), as well as seven known compounds, 6-prenylpinocembrin (3), desmoxyphyllin A (4), prutin (5), genistein (6), vitexin (7), kaempferol (8), and p-hydroxy benzoic acid (9), were obtained after phytochemical re-investigation of the EtOAc-soluble portion from the EtOH extract of the twigs of Eriosema robustum. The structures of the new compounds were elucidated by analyses of their spectroscopic data (1D- and 2D- NMR, and HR-ESIMS) and chemical conversion. 1 and 2 exhibited weak antioxidant activity with IC50 340.3 ± 0.1 and 524.6 ± 0.1 μM in 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical assay, and possessed weak antimicrobial activity with MICs > 150 μg/mL against Bacillus subtilis, Staphylococcus aureus, Klebsiella pneumoniae, Escherichia coli, Candida albicans, and Saccharomyces cerevisiae.
ISSN:1874-3900
1876-7486
DOI:10.1016/j.phytol.2018.06.024