The cytotoxic activity of ursolic acid derivatives
The cytotoxic activity of ursolic acid derivatives
复制标题
DOI：
10.1016/j.ejmech.2005.01.001
复制
发表时间：
2005-06-01
影响因子：
6.7
通讯作者：
Daneshtalab, M
中科院分区：
文献类型：
--
作者：
Ma, CM;Cai, SQ;Daneshtalab, M
从苹果皮中提取的熊果酸和2 α-羟基熊果酸对HL-60、BGC、Bel-7402和Hela四种肿瘤细胞株均有生长抑制作用。对熊果酸的C-3、C-28和C-11位进行了结构修饰，并对衍生物的细胞毒性进行了评价。SAR结果表明，具有两个氢键形成基团（H-供体和羰基）在位置3和28的三萜表现出细胞毒性活性。发现C-3的配置对于该活动很重要。氨基的引入大大增加了细胞毒性。3 β-氨基衍生物的效力是母体熊果酸的20倍。28-氨烷基二聚体化合物显示出选择性细胞毒性。(c)2005年，Elsevier SAS。All rights reserved.
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.