Astersedifolioside A-C, three new oleane-type saponins with antiproliferative activity

A phytochemical analysis of Aster sedifolius has led to the isolation of three novel triterpenoid saponins, based on an oleane-type skeleton and named astersedifolioside A (1), B (2) and C (3). On the basis of chemical, and 2D NMR and mass spectrometry data, the structures of the new compounds were elucidated as 3-O-[a-L-rhamnopyranosyl (1!2)-b-D-glucopyranosyl] echinocystic acid 28-[O-a-L-rhamnopyranosyl (1!2)-a-L-arabinopyranoside] (1), 3-O-[a-L-rhamnopyranosyl (1!2)-b-D-glucopyranosyl] echinocystic acid 28-[O-b-D-xylopyranosyl (1!4)-O-a-L-rhamnopyranosyl (1!2)-a-L-arabinopyranoside] (2) and 3-O-[a-Lrhamnopyranosyl (1!2)-b-D-glucopyranosyl (1!2)-b-D-glucopyranosyl] echinocystic acid 28-[O-b-D-xylopyranosyl (1!4)-O-a- L-rhamnopyranosyl (1!2)-a-L-arabinopyranoside] (3). The isolated compounds showed antiproliferative effect in KiMol, a transformed thyroid cell line.