The cytotoxic activity of ursolic acid derivatives

被引：215

作者：

Ma, CM

Cai, SQ

Cui, JR

Wang, RQ

Tu, PF

Hattori, M

Daneshtalab, M

机构：

[1] Peking Univ, Sch Pharmaceut Sci, Beijing 100083, Haidian Dist, Peoples R China

[2] Mem Univ Newfoundland, Sch Pharm, St John, NF A1B 3V6, Canada

[3] Toyama Med & Pharmaceut Univ, Inst Nat Med, Toyama 9300194, Japan

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2005年 / 40卷 / 06期

关键词：

apple peel; triterpene; ursolic acid derivative; anti-tumor; cytotoxic activity;

D O I：

10.1016/j.ejmech.2005.01.001

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Ursolic acid and 2a-hydroxyursolic acid isolated from apple peels were found to show growth inhibitory activity against four tumor cell lines, HL-60, BGC, Bel-7402 and Hela. Structural modifications were performed on the C-3, C-28 and C-11 positions of ursolic acid and the cytotoxicity of the derivatives was evaluated. The SAR revealed that the triterpenes possessing two hydrogen-bond forming groups (an H-donor and a carbonyl group) at positions 3 and 28 exhibit cytotoxic activity. The configuration at C-3 was found to be important for the activity. Introduction of an amino group increased the cytotoxicity greatly. A 3 beta-amino derivative was 20 times more potent than the parent ursolic acid. The 28-aminoalkyl dimer compounds showed selective cytotoxicity. (c) 2005 Elsevier SAS. All rights reserved.

引用

页码：582 / 589

页数：8

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