Studies on the Constituents of Clematis Species. VI. The Constituents of Clematis stans SIEB.et ZUCC

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Abstract

From the roots of Clematis stans three new oleanane-type triterpenoid saponins named clemastanoside A, B and C, and two new lignan glycosides named clemastanin A and B, have been isolated together with three known triterpenoid saponins, huzhangoside B, C and D, and three known lignan glycosides, (+)-lariciresinol 4-O-β-D-glucopyranoside, (+)-lariciresinol 4’-O-β-D-glucopyranoside and (+)-pinoresinol 4,4’-O-bis-β-D-glucopyranoside. In addition, from the leaves, four new oleanane-type triterpenoid saponins, named clemastanoside D, E, F and G, have been isolated together with five known triterpenoid saponins, hederasaponin B, kizutasaponin K12, huzhangoside B, sieboldianoside B and huzhangoside D, and three known flavonoids, isoquercitrin, rutin and quercetin 3-O-β-D-glucuronopyranoside. The structures of the new compounds were elucidated based on chemical and physicochemical evidence as follows: clemastanoside A, 3-O-β-D-ribopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl oleanolic acid 28-O-(4-O-acetyl)-a-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (terminal rhamnosyl 4-O-acetate of huzhangoside B) clemastanoside B and C, 3-O-β-D-xylopyranosyl-and oleanolic acid ester, respectively; clemastanoside D, hederagenin ester; clemastanoside E, F and G, terminal rhamnosyl 4-0-, 3-0-and 2-0-acetate of hederagenin ester, respectively; clemastanin A, clemastanin B, (+)-lariciresinol 4,4’-O-bis-β-D-glucopyranoside. © 1995, The Pharmaceutical Society of Japan. All rights reserved.

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Kizu, H., Shimana, H., & Tomimori, T. (1995). Studies on the Constituents of Clematis Species. VI. The Constituents of Clematis stans SIEB.et ZUCC. Chemical and Pharmaceutical Bulletin, 43(12), 2187–2194. https://doi.org/10.1248/cpb.43.2187

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