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-[alpha-L-rhamnopyranosyl (I --> 2)-beta-D-glucopyranosyl] echinocystic acid 28-[O-alpha-L-rhamnopyranosyl (I --> 2)-alpha-L-arabinopyranoside] (1), 3-O-[alpha-L-rhamnopyranosyl (1 --> 2)-beta-D-glucopyranosyl] echinocystic acid 28-[O-beta-D-xylopyranosyl (1 --> 4)-O-alpha-L-rhamnopyranosyl (1 --> 2)-alpha(-L-arabinopyranoside] (2) and 3-O-[alpha-L-rhamnopyranosyl (I --> 2)-beta-D-glucopyranosyl (I --> 2)-alpha-D-glucopyranosyl] echinocystic acid 28-[O-beta-D-xylopyranosyl (I 4)-O-alpha-L-rhamnopyranosyl (I --> 2)-alpha-L-arabinopyranoside] (3). The isolated compounds showed antiproliferative effect in KiMol, a transformed thyroid cell line. (C) 2004 Published by Elsevier Ltd.
Astersedifolioside A-C, three new oleane-type saponins with antiproliferative activity / Corea, G.; Iorizzi, M.; Lanzotti, Virginia; Cammareri, M.; Conicella, C.; Laezza, C.; Bifulco, M.. - In: BIOORGANIC & MEDICINAL CHEMISTRY. - ISSN 0968-0896. - ELETTRONICO. - 12:(2004), pp. 4909-4915. [10.1016/j.bmc.2004.06.042]
Astersedifolioside A-C, three new oleane-type saponins with antiproliferative activity
LANZOTTI, VIRGINIA;M. Bifulco
2004
Abstract
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-[alpha-L-rhamnopyranosyl (I --> 2)-beta-D-glucopyranosyl] echinocystic acid 28-[O-alpha-L-rhamnopyranosyl (I --> 2)-alpha-L-arabinopyranoside] (1), 3-O-[alpha-L-rhamnopyranosyl (1 --> 2)-beta-D-glucopyranosyl] echinocystic acid 28-[O-beta-D-xylopyranosyl (1 --> 4)-O-alpha-L-rhamnopyranosyl (1 --> 2)-alpha(-L-arabinopyranoside] (2) and 3-O-[alpha-L-rhamnopyranosyl (I --> 2)-beta-D-glucopyranosyl (I --> 2)-alpha-D-glucopyranosyl] echinocystic acid 28-[O-beta-D-xylopyranosyl (I 4)-O-alpha-L-rhamnopyranosyl (I --> 2)-alpha-L-arabinopyranoside] (3). The isolated compounds showed antiproliferative effect in KiMol, a transformed thyroid cell line. (C) 2004 Published by Elsevier Ltd.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
