Synthesis and proteasome inhibition of glycyrrhetinic acid derivatives

被引:33
|
作者
Huang, Li [1 ]
Yu, Donglei [2 ]
Ho, Phong [1 ]
Qian, Keduo [2 ]
Lee, Kuo-Hsiung [2 ]
Chen, Chin-Ho [1 ]
机构
[1] Duke Univ, Med Ctr, Dept Surg, Durham, NC 27710 USA
[2] Univ N Carolina, Sch Pharm, Nat Prod Res Labs, Chapel Hill, NC 27599 USA
关键词
glycyrrhetinic acid; proteasome inhibitor; triterpene;
D O I
10.1016/j.bmc.2008.05.078
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
This study discovered that glycyrrhetinic acid inhibited the human 20S proteasome at 22.3 mu M. Esterification of the C-3 hydroxyl group on glycyrrhetinic acid with various carboxylic acid reagents yielded a series of analogs with marked improved potency. Among the derivatives, glycyrrhetinic acid 3-O-isophthalate (17) was the most potent compound with IC50 of 0.22 mu M, which was approximately 100-fold more potent than glycyrrhetinic acid. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6696 / 6701
页数:6
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