Triterpenoid glycosides from Stauntonia chinensis
A new bidesmoside triterpenoid saponin, named stauntoside C1 (1), along with three known saponins (2–4) was isolated from Stauntonia chinensis DC. (Lardizabalaceae). Their structures were established by means of spectral and chemical methods as 3-O-β-d-xylopyranosyl-(1 → 2)-O-β-d-xylopyranosyl-(1 → 3)-O-α-l-rhamnopyranosyl-(1 → 2)-α-l-arabinopyranosyl oleanolic acid 28-O-α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (1), scabiosaponin E (2), sieboldianoside B (3), and kizutasaponin K12 (4).
Triterpenoid glycosides from Stauntonia hexaphylla.
On the basis of spectroscopic and chemical methods, the structures of two new bisdesmosidic triterpenoid glycosides, named staunoside D and E, which were isolated from Stauntonia hexaphylla, were established as 3-O-(beta-D-glucopyranosyl(1-->2)-[beta-D- glucopyranosyl(1-->3)]-beta-D-glucopyranosyl)-hederagenin-28- O-[beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranosyl] ester and 28-O-[alpha-L-rhamnopyranosyl (1-->4)-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranosyl]ester, respectively. Three known triterpenoid glycosides were also isolated. A new proglycoside was isolated from the cleavage of the ester-glycosidic linkage and its structure characterized.
[The structures of yemuoside YM10 and YM12 from Stauntonia chinensis].
Two new nortriterpenoid saponins, named yemuoside YM10 (I) and YM12 (II), were isolated from Stauntonia chinensis Decne. A new prosaponin (VI) was isolated from the cleavage of ester-glycoside linkage. Their chemical structures were elucidated by means of chemical and spectrometric analysis. Yemuoside YM10 (I): C58H92O25, a white powder, mp 215-219 degrees C (dec), [alpha]D20-4.41 degrees (c 0.272, CH3OH). Its structure was found to be 28-O-alpha-L-rhamnopyranosyl- (1----4) -beta-D-glucopyranosyl- (1----6) -beta-D-glucopyranosyl ester of 3-O-alpha-L-rhamnopyranosyl-(1----2)-alpha-L-arabinopyranosyl-30-+ ++norolean-12, 20 (29) -dien-28-oic acid. Yemuoside YM12 (II): C52H82O21, a white powder, mp 200-204 degrees C (dec.), [alpha]D20 + 10.12 degrees (c 0.346, CH3OH). Its structure was found to be 28-O-beta-D-glucopyranosyl- (1----6) -beta-D-glucopyranosyl ester of 3-O-alpha-L-rhamnopyranosyl- (1----2) -alpha-L-arabinopyranosyl-30-norolean-12, 20 (29)-dien-28-oic acid. Prosaponin (VI): C40H62O11, a white powder, mp 243-246 degrees C (dec.), [alpha]D22 + 12.13 degrees (c 0.128, CH3OH). Its structure was found to be 3-O-alpha-L-rhamnopyranosyl- (1----2)-alpha-L-arabinopyranosyl-30-norolean-12, 20 (29)-dien-28-oic acid.