Synthesis and Cytotoxic Activity of Novel Resveratrol-Chalcone Amide Derivatives
Synthesis and Cytotoxic Activity of Novel Resveratrol-Chalcone Amide Derivatives
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新型白藜芦醇-查尔酮酰胺衍生物的合成及其细胞毒活性
DOI：
10.6023/cjoc201708031
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发表时间：
2018-03
影响因子：
1.9
通讯作者：
Mao Zewei
中科院分区：
文献类型：
--
作者：
Gao Hui;Zheng Xi;Qi Yan;Wang Si;Wan Chunping;Rao Gaoxiong;Mao Zewei
白藜芦醇是一种天然酚，具有广泛的良好生物活性。在前人工作的基础上，为了寻找新的抗癌药物，通过活性生物基团的连接原理，合成了一系列具有哌嗪部分的白藜芦醇和查耳酮之间的新型酰胺化合物。通过IR、1 H NMR、13 C NMR和HRMS表征了化合物的结构，并通过3-(4,5-二甲基-2-噻唑基)-2,5-二苯基-2H-四唑溴化物(MTT)测定评估了对一组人肿瘤细胞系(Hela、A549和SGC7901)的体外细胞毒活性。结果表明酰胺化合物具有良好的细胞毒活性。其中，(E)-3-(2, 4-二甲氧基-6-((E)-4-甲氧基苯乙烯基)苯基)-1-(4-(N-丙烯酰基)哌嗪-1-基)苯基丙-2-en-1-酮(9)对A549和Hela表现出最佳的细胞毒活性(IC 50 分别为0.26和7.35 μmol·L -1 )，并且荧光激活细胞分选仪（FAC）分析表明，化合物9显着诱导A549细胞凋亡。
Resveratrol is a type of natural phenol with a broad range of good biological activities. Based on former work, in order to look for new anticancer agents, a series of novel amide compounds between resveratrol and chalcone possessing piperazine moiety have been synthesized by connecting principle of active biological groups. The structures of compounds were characterized by IR, 1 H NMR, 13 C NMR and HRMS, and in vitro cytotoxic activity was evaluated against a panel of human tumor cell lines (Hela, A549 and SGC7901) by the 3-(4, 5-dimethyl-2-thiazolyl)-2, 5-diphenyl-2 H -tetrazolium bromide (MTT) assay. The results demonstrated that amide compounds contributed good cytotoxic activity. Especially, ( E )-3-(2, 4-dimethoxy-6-(( E )-4-methoxystyryl)phenyl)-1-(4-( N -acryloyl)piperazin-1-yl)phenylprop-2-en-1-one ( 9 ) showed the best cytotoxic activity against A549 and Hela (IC 50 =0.26 and 7.35 μmol·L -1 , respectively), and fluorescence-activated cell sorter (FACs) analysis showed that compound 9 significantly induced apoptosis in A549 cell.