Triterpenoid Saponins from Ardisia crenata and Their Inhibitory Activity on cAMP Phosphodiesterase

Abstract

Two novel triterpenoid saponins, ardisicrenoside C (1) [3β-O-{α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-[β-D-glucopyranosyl-(1→2)]-α-L-arabinopyranosyl}-16α, 28-dihydroxy-olean-12-en-30-oic acid 30-O-β-D-glucopyranosyl ester] and ardisicrenoside D (2) [3β-O-{β-D-xylopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-[β-p glucopyranosyl-(1→2)]-α-L-arabinopyranosyl}-16α, 28-dihydroxy-olean-12-en-30-oic acid 30-O-β-D-glucopyranosyl ester] were isolated from the roots of Ardisia crenata. Structure assignments are based on spectroscopic data including 2D-NMR (correlation spectroscopy (COSY), homonuclear Hartmann-Hahn spectroscopy (HOHAHA), heteronuclear correlated spectrum (HETCOR), heteronuclear multiple bond correlation (HMBC) and rotating frame NOE spectroscopy (ROESY)) experiments and some chemical reactions. In addition, the isolated saponins along with their prosapogenins and sapogenins have been evaluated for their inhibitory activity on cAMP phosphodiesterase as a primary screening test for new medicinal compounds. © 1994, The Pharmaceutical Society of Japan. All rights reserved.