Anticancer activity and DNA binding property of the trimers of triphenylethylene-coumarin hybrids  

作　　者：Li Zhang Yu-Chao Yao Meng-Ying Gao Rui-Xue Rong Ke-Rang Wang Xiao-Liu Li Hua Chen 

机构地区：[1]Key Laboratory of Chemical Biology of Hebei Province,College of Chemistry and Environmental Science,Hebei University

出　　处：《Chinese Chemical Letters》2016年第11期1708-1716,共9页中国化学快报（英文版）

基　　金：the National Natural Science Foundation of China(NSFC,No.20902016)

摘　　要：Novel trimers of triphenylethylene-coumarin hybrid containing two amino side chains （5a-d and 6a-d） were designed and synthesized by the condensation of 1,3,5-benzenetricarboxylic acid with the varied amino monomeric hybrids catalyzed by HATU and DIPEA at room temperature. The extended trimeric compound 6a （R = piperidinyl） exhibited significant anti-proliferative activity against three cancer cells at IC5o of near 10 μmol/L. UV-vis, fluorescence （lifetime） and thermal denaturation exhibited that 6a had significant interaction with Ct-DNA by the intercalative mode of binding. The order of their anti- proliferative activities was 6（a, d） 〉 5（a, d） and （5-6）a 〉 （5-6）d, respectively, in accordance with that of their DNA binding properties, which suggested that the prolonged linker （six carbons） and piperidinyl ~roun on the side chains are beneficial to DNA binding and the anti-tumor activity.Novel trimers of triphenylethylene-coumarin hybrid containing two amino side chains （5a-d and 6a-d） were designed and synthesized by the condensation of 1,3,5-benzenetricarboxylic acid with the varied amino monomeric hybrids catalyzed by HATU and DIPEA at room temperature. The extended trimeric compound 6a （R = piperidinyl） exhibited significant anti-proliferative activity against three cancer cells at IC5o of near 10 μmol/L. UV-vis, fluorescence （lifetime） and thermal denaturation exhibited that 6a had significant interaction with Ct-DNA by the intercalative mode of binding. The order of their anti- proliferative activities was 6（a, d） 〉 5（a, d） and （5-6）a 〉 （5-6）d, respectively, in accordance with that of their DNA binding properties, which suggested that the prolonged linker （six carbons） and piperidinyl ~roun on the side chains are beneficial to DNA binding and the anti-tumor activity.

关 键 词：Coumarin Triphenylethylene TrimerAnti-tumor activity DNA binding property 

分 类 号：R284[医药卫生—中药学] R285[医药卫生—中医学]