FACILE SYNTHESIS OF FOUR NATURAL TRITERPENE SAPONINS WITH IMPORTANT ANTITUMOR ACTIVITY

被引：6

作者：

Guo, Tiantian ^{[2
]}

Liu, Qingchao ^{[2
]}

Zhang, Lei ^{[2
]}

Wang, Peng ^{[2
]}

Li, Yingxia ^{[1
]}

机构：

[1] Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China

[2] Ocean Univ China, Sch Med & Pharm, Qingdao, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2011年 / 41卷 / 03期

关键词：

Antitumor activities; Bu(2)SnO-mediated regioseletive benzoylation; glycosylation; glycosyl trichloroacetimidate; triterpene saponins; DISACCHARIDE MOIETY; ACID SAPONINS; BEARING; CYTOTOXICITY; LEAVES;

D O I：

10.1080/00397910903576602

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first synthesis of four natural triterpene saponins, which exhibit significant antitumor activities, was concisely achieved by adopting a stepwise glycosylation. The key intermediate 13 was afforded via Bu(2)SnO-mediated regioseletive benzoylation. During the preparation of the target compounds, it was found that the alpha-L-arabinopyranosyl unit in intermediates 17 and 20 existed in the unusual (1)C(4) conformation, and after removing the benzoyl groups, the alpha-L-arabinopyranosyl unit was normal in a typical (4)C(1) form.

引用

页码：357 / 371

页数：15

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