Oleanolic Acid Glycosides from Scabiosa caucasica and Scabiosa ochroleuca : Structural Analysis and Cytotoxicity.

Autor: Nazaryan S; Center for Taste and Feeding Behavior (CSGA), CNRS, INRAE, Agro Institute, Université de Bourgogne, 21000 Dijon, France.; Center of Excellence in Applied Biosciences, Yerevan State University (YSU), Yerevan 0025, Armenia., Bruguière A; Center for Taste and Feeding Behavior (CSGA), CNRS, INRAE, Agro Institute, Université de Bourgogne, 21000 Dijon, France., Hovhannisyan N; Center of Excellence in Applied Biosciences, Yerevan State University (YSU), Yerevan 0025, Armenia., Miyamoto T; Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 819-0395, Japan., Dias AMM; Plateforme d'Imagerie et de Radiothérapie Précliniques, Service de Médecine Nucléaire, Centre Georges-François Leclerc, 21000 Dijon, France., Bellaye PS; Plateforme d'Imagerie et de Radiothérapie Précliniques, Service de Médecine Nucléaire, Centre Georges-François Leclerc, UMR INSERM, Université de Bourgogne, Institut Agro 1231, 21000 Dijon, France., Collin B; Plateforme d'Imagerie et de Radiothérapie Précliniques, Service de Médecine Nucléaire, Centre Georges-François Leclerc, ICMUB, UMR CNRS, Université de Bourgogne 6302, 21000 Dijon, France., Briand L; Center for Taste and Feeding Behavior (CSGA), CNRS, INRAE, Agro Institute, Université de Bourgogne, 21000 Dijon, France., Mitaine-Offer AC; Center for Taste and Feeding Behavior (CSGA), CNRS, INRAE, Agro Institute, Université de Bourgogne, 21000 Dijon, France.
Jazyk: angličtina
Zdroj: Molecules (Basel, Switzerland) [Molecules] 2023 May 25; Vol. 28 (11). Date of Electronic Publication: 2023 May 25.
DOI: 10.3390/molecules28114329
Abstrakt: In the field of research on medicinal plants from the Armenian flora, the phytochemical study of two Scabiosa L. species, S. caucasica M. Bieb. and S. ochroleuca L. (Caprifoliaceae), has led to the isolation of five previously undescribed oleanolic acid glycosides from an aqueous-ethanolic extract of the roots: 3- O -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- O -β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester, 3- O -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- O -β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester, 3- O -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- O -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- O -β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester, 3- O -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- O -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.
Databáze: MEDLINE
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