Steroidal saponins from Dioscorea preussii.
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Date publication
septembre 2014
Auteurs
Membres identifiés du Cancéropôle Est :
Dr DUCHAMP Olivier
Tous les auteurs :
Tabopda TK, Mitaine-Offer AC, Tanaka C, Miyamoto T, Mirjolet JF, Duchamp O, Ngadjui BT, Lacaille-Dubois MA
Lien Pubmed
Résumé
Three new steroidal saponins, named diospreussinosides A-C (1-3), along with two known ones (4, 5) were isolated from rhizomes of Dioscorea preussii. Their structures were elucidated mainly by 1D and 2D NMR spectroscopic analysis and mass spectrometry as (25S)-17alpha,25-dihydroxyspirost-5-en-3beta-yl-O-alpha-L-rhamnopyranosyl-(1-->4) -alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranoside (1), (25S)-17alpha,25-dihydroxyspirost-5-en-3beta-yl-O-alpha-L-rhamnopyranosyl-(1-->4) -alpha-L-rhamnopyranosyl-(1-->4)-[alpha-L-rhamnopyranosyl-(1-->2)]-beta-D-glucopy ranoside (2), and (24S,25R)-17alpha,24,25-trihydroxyspirost-5-en-3beta-yl-O-alpha-L-rhamnopyranosyl -(1-->4)-alpha-L-rhamnopyranosyl-(1-->4)-[alpha-L-rhamnopyranosyl-(1-->2)]-beta-D -glucopyranoside (3). The spirostane-type skeleton of compound 3 possessing an unusual dihydroxylation pattern on the F-ring is reported for the first time. Cytotoxicity of compounds 2-5 was evaluated against two human colon carcinoma cell lines (HT-29 and HCT 116).
Référence
Fitoterapia. 2014 Sep;97:198-203