Total syntheses of (+)- and (-)-cacospongionolide B:: New insight into structural requirements for phospholipase A2 inhibition

被引：47

作者：

Cheung, AK ^{[1
]}

Snapper, ML ^{[1
]}

机构：

[1] Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 39期

关键词：

D O I：

10.1021/ja026899x

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first total synthesis of the antiinflammatory marine sponge metabolite (+)-cacospongionolide B has been accomplished in 12 linear steps. The pivotal transformations include a three-step sequence coupling the two main regions of the natural product as well as generating the side chain dihydropyran ring. The activity of the synthetic analogues against bee venom phospholipase A2 suggests that cacospongionolide B has an enantiospecific interaction with the enzyme that is independent of the γ-hydroxybutenolide moiety. Copyright © 2002 American Chemical Society.

引用

页码：11584 / 11585

页数：2

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