Four new dimeric triterpene glucosides from Sanguisorba officinalis

被引:31
作者
Liu, X [1 ]
Shi, BF [1 ]
Yu, B [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China
关键词
Sanguisorba officinalis; rosaceae; dimeric saponins; intramolecular transesterification; X-ray diffraction;
D O I
10.1016/j.tet.2004.09.045
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In search for bioactive compounds from the roots of Sanguisorba officinalis L. (Rosaceae), four new dimeric triterpene glucosides, namely sanguidioside A, B, C, and D (1-4) were isolated. Alkaline hydrolysis of 1-2 afforded the corresponding dimeric aglycones (1a and 2a). Meanwhile, a ready intra-molecular transesterification was observed, providing dimeric triterpenes 1b and 2b. Alkaline hydrolysis of the crude dimmeric saponin also provided a new dimeric triterpene, sanguidiogenin (9). The structures of all these compounds are elucidated via spectroscopic and chemical methods, and are further confirmed by the X-ray diffraction analysis of the dimeric aglycone 2a. Compound 3 represents the first dimeric saponin of an oleanolic acid and an ursonic acid derivative, while compound 4 is the first dimeric saponin of oleanolic acid derivatives. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:11647 / 11654
页数:8
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