Practical Synthesis of Bredemolic Acid, a Natural Inhibitor of Glycogen Phosphorylase

被引：28

作者：

Cheng, Keguang ^{[1
]}

Zhang, Pu ^{[1
]}

Liu, Jun ^{[2
]}

Xie, Juan ^{[3
]}

Sun, Hongbin ^{[1
]}

机构：

[1] China Pharmaceut Univ, Coll Pharm, Ctr Drug Discovery, Nanjing 210009, Peoples R China

[2] China Pharmaceut Univ, Jiangsu Ctr Drug Screening, Nanjing 210038, Peoples R China

[3] Ecole Normale Super, CNRS, UMR 8531, Lab Photophys & Photochim Supramol & Macromol, F-94235 Cachan, France

来源：

JOURNAL OF NATURAL PRODUCTS | 2008年 / 71卷 / 11期

关键词：

D O I：

10.1021/np8003886

中图分类号：

Q94 [植物学];

学科分类号：

071001 [植物学];

摘要：

Bredemolic acid (3) is a naturally occurring 2 beta,3 alpha-isomer of maslinic acid (1) that is an allosteric site inhibitor of glycogen phosphorylase (GP). A practical synthesis of 3 was accomplished (18% yield) in five steps starting from the readily available 2 beta,3 beta-diol 6a. In a similar fashion, 2 beta,3 alpha-dihydroxyurs-12-en-28-oic acid (4) was synthesized as a natural 2 beta,3 alpha-isomer of corosolic acid (2). Compounds 3 and 4 exhibited significant inhibitory activity against rabbit muscle GPa with IC50 values of 6.25 and 1.1 mu M, respectively.

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收藏

页码：1877 / 1880

页数：4

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