New triterpenoid saponins from Patrinia scabiosaefolia

Phytochemical investigation of the methanol extract from the whole plants of Patrinia scabiosaefolia resulted in the isolation of four new triterpenoid saponins (1-4) along with six known compounds (5-10). On the basis of spectroscopic and chemical methods, the structures of the new compounds were established as 3-O-beta-D-xylopyranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-xylopyranosyl-12 beta,30-dihydroxy-olean-28,13 beta-olide (1), 3-O-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-xylopyranosyl-12 beta,30-dihydroxy-olean-28,13 beta-olide (2), 3-O-beta-D-xylopyranosyl-(1 -> 2)-beta-D-glucopyranosyl-12 beta, 30-dihydroxy-olean-28,13 beta-olide (3), and 3-O-beta-D-glucopyranosyl-(1 -> 4)-beta-D-xylopyranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-xylopyranosyl-oleanolic acid 28-O-beta-D-glucopyranoside (4), respectively. Compounds 1-3 possess a novel 12 beta,30-dihydroxy-olean-28,13 beta-lactone aglycone and a 12 beta-hydroxy substituent that is rarely found in this kind of triterpenoid saponin. (C) 2011 Elsevier Ltd. All rights reserved.