Spirostane and cholestane glycosides from the bulbs of Allium nigrum L.
Fiche publication
Date publication
mars 2011
Auteurs
Membres identifiés du Cancéropôle Est :
Dr DUCHAMP Olivier
Tous les auteurs :
Jabrane A, Ben Jannet H, Miyamoto T, Mirjolet JF, Duchamp O, Harzallah-Skhiri F, Lacaille-Dubois MA
Lien Pubmed
Résumé
A phytochemical investigation of the fresh bulbs of Album nigrum L. led to the isolation of new spirostane-type glycosides as two inseparable isomer mixtures nigrosides A1/A2 (1a/1b) and nigrosides B1/B2 (2a/2b) two new cholestane-type glycosides nigrosides C and D (3 and 4) together with the known compounds 25(R,S)-5 alpha-spirostan-2 alpha 3 beta 6 beta-triol-3-O-beta-D-glucopyranosyl-(1 -> 2)-O-[beta-D-xylopyranosyl-(1 -> 3)]-O-beta-D-glucopyranosyl-(1 -> 4)-beta-D-galactopyranoside (5a/5b) and 25(R,S)-5 alpha-spirostan-2 alpha 3 beta 6 beta-triol 3-O-beta-D-glucopyranosyl-(1 -> 2)-O-[4-O-(3S)-3-hydroxy-3-methylglutaryl-beta-D-xylopyranosyl-(1 -> 3)]-O-beta-D-glucopyranosyl-(1 -> 4)-beta-D-galactopyranoside(6a/6b) isolated from this plant for the first time All structures were elucidated mainly by spectroscopic analysis (1D and 2D NMR experiments FABMS HRESIMS) and by comparison with literature data Cytotoxicity of the isolated compounds was assessed against human colon carcinoma (HT-29 and HCT 116)cell lines Compounds 5a/5b and 6a/6b were found to be the most active with IC50 values 1 09 and 2 82 mu M against HT-29 and 1 59 and 345 mu M against HCT 116 respectively (C) 2010 Elsevier Ltd All rights reserved
Référence
Food Chem. 2011 Mar 15;125(2):447-55.