Oleanolic Acid Glycosides from and : Structural Analysis and Cytotoxicity.
Fiche publication
Date publication
mai 2023
Journal
Molecules (Basel, Switzerland)
Auteurs
Membres identifiés du Cancéropôle Est :
Dr COLLIN Bertrand, Dr BELLAYE Pierre-Simon
Tous les auteurs :
Nazaryan S, Bruguière A, Hovhannisyan N, Miyamoto T, Dias AMM, Bellaye PS, Collin B, Briand L, Mitaine-Offer AC
Lien Pubmed
Résumé
In the field of research on medicinal plants from the Armenian flora, the phytochemical study of two L. species, M. Bieb. and L. (Caprifoliaceae), has led to the isolation of five previously undescribed oleanolic acid glycosides from an aqueous-ethanolic extract of the roots: 3--α-L-rhamnopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyloleanolic acid 28--β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester, 3--β-D-xylopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→4)]-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyloleanolic acid 28--β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester, 3--β-D-xylopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→4)]-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyloleanolic acid, 3--β-D-xylopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→4)]-β-D-xylopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyloleanolic acid 28--β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester, 3--α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyloleanolic acid 28--β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester. Their full structural elucidation required extensive 1D and 2D NMR experiments, as well as mass spectrometry analysis. For the biological activity of the bidesmosidic saponins and the monodesmosidic saponin, their cytotoxicity on a mouse colon cancer cell line (MC-38) was evaluated.
Mots clés
Scabiosa caucasica, Scabiosa ochroleuca, cytotoxicity, glycosides, oleanolic acid
Référence
Molecules. 2023 05 25;28(11):