Triterpenes from Callicarpa integerrima Champ.

Abstract

A new triterpenoid saponin and fourteen known triterpenoids were isolated from the methanol extract of the stems and leaves of Callicarpa integerrima Champ, which is used in Chinese folk medicine for stopping bleeding, expelling the wind, dissipating stagnation, and treating scrofula, by using various chromatographies, such as silica gel, Sephadex LH-20 and RP-C18 column chromatography. Their structures were identified as a new compound 2alpha, 3beta, 19alpha, 23-tetrahydroxy-olean-12-en-28-oic acid-28-O-beta-D-glucopyranosyl-(1 --> 4)-beta-D-glucopyranoside (1), together with fourteen known compounds: oleanolic acid (2), 3-acetyl oleanolic acid (3), 3beta-O-acetyl ursolic acid (4), 2alpha-hydroxy-ursolic acid (5), 2alpha, 3beta, 19alpha, 23-tetrahydroxy-urs-12-en-28-oic acid (6), alpha-amyrin-3-O-beta-D-glucopyranoside (7), pomolic acid (8), betulinic acid (9), ursolic acid (10), 2alpha, 3beta, 19alpha, 23-tetrahydroxy-olean-12-en-28-oic acid (arjungenin) (11), 2alpha-hydroxy-oleanolic acid (12), hederagenin (13), 2alpha, 19alpha-dihydroxy-ursolic acid (14) and pruvuloside A (15), by the spectroscopic techniques of NMR, HMBC, IR and MS, separately. All these compounds were obtained from this plant for the first time, and compounds 3, 4 and 15 were isolated from genus Callicarpa L. for the first time.

• Authors: Chen-Chen Zhu, Li Gao, Zhong-Xiang Zhao, Chao-Zhan Lin
• Journal: Yao xue xue bao = Acta pharmaceutica Sinica (Yao Xue Xue Bao) Vol. 47 Issue 1 Pg. 77-83 (Jan 2012) ISSN: 0513-4870 [Print] China
• PMID: 22493809 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• 2-hydroxyursolic acid
• 2alpha,3beta,19alpha,23-tetrahydroxy-olean-12-en-28-oic acid-28-O-beta-D-glucopyranosyl-(1-4)-beta-D-glucopyranoside
• Pentacyclic Triterpenes
• Saponins
• Triterpenes
• oleanolic acid 3-acetate
• pomolic acid
• Oleanolic Acid
• ursolic acid
• hederagenin
• Betulinic Acid

Topics

• Callicarpa (chemistry)
• Molecular Conformation
• Molecular Structure
• Oleanolic Acid (analogs & derivatives, chemistry, isolation & purification)
• Pentacyclic Triterpenes
• Plant Leaves (chemistry)
• Plant Stems (chemistry)
• Plants, Medicinal (chemistry)
• Saponins (chemistry, isolation & purification)
• Triterpenes (chemistry, isolation & purification)
• Betulinic Acid