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Anti-radical flavonol glycosides from the aerial parts of Cleome chelidonii L.f

Authors :
Phuc-Dam Nguyen
Nicolas Borie
Catherine Lavaud
Charlotte Sayagh
Institut de Chimie Moléculaire de Reims - UMR 7312 (ICMR)
SFR Condorcet
Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-SFR CAP Santé (Champagne-Ardenne Picardie Santé)
Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
Source :
Phytochemistry, Phytochemistry, Elsevier, 2017, 142, pp.30-37. ⟨10.1016/j.phytochem.2017.06.012⟩
Publication Year :
2017
Publisher :
HAL CCSD, 2017.

Abstract

International audience; Eleven previously undescribed flavonoid glycosides, named cleomesides C-M, along with five known compounds, were isolated from the aerial parts of Cleome chelidonii L.f. (Cleomaceae). All flavonol glycosides were esterified derivatives of 3,7-O-diglycosides of quercetin or kaempferol. Their structures were elucidated by analysis of the 1D and 2D NMR spectra, HR-ESI-MS data, UV spectra, optical rotation and by comparison with literature data. The DPPH radical scavenging properties of the flavonoid glycosides were studied in order to appreciate the effect of the glycoside parts and of the ester groups on this activity compared with the quercetin and kaempferol aglycones. An acetate at position 3 of rhamnose linked to C-7 of flavonol, gave compounds with the strongest antiradical activity. An aromatic ester group at position 6 of terminal glucose of diglycoside chain linked to C-3 of flavonol did not seem to influence the antiradical activity.

Details

Language :
English
ISSN :
00319422
Database :
OpenAIRE
Journal :
Phytochemistry, Phytochemistry, Elsevier, 2017, 142, pp.30-37. ⟨10.1016/j.phytochem.2017.06.012⟩
Accession number :
edsair.doi.dedup.....958e93cf5ecbee553de02c30d90d10b9