新型噻唑-腙类化合物的合成及抗肿瘤活性的研究

Synthesis of New Thiazolyl-hydrazone Derivatives and Their Anticancer Activity in Vitro

通过芳基硫脲1a^g与3-氯-2,4-戊二酮2环合得到2-芳氨基-4-甲基-5-乙酰基噻唑3a^g,再与肼基甲酸甲酯4进行缩合反应得到目标产物。以5e为例,分别对反应时间、催化剂种类及物质的量比进行了试验,最佳的缩合反应条件是:反应时间6h,催化剂用浓盐酸,物质的量比1∶1.1,收率70.9%。合成得到7个目标产物2-[1-(2-芳氨基-4-甲基噻唑-5)-乙缩醛]肼基甲酸甲酯5a^g,目标化合物结构经IR、1 H NMR、MS和元素分析确证。采用MTT法对MCF-7和SMMC-7721人肿瘤细胞株进行体外抗肿瘤活性测试,结果发现此类化合物活性较弱,化合物5f有一定的抗肿瘤活性。

The aminothiazole 3a^g was prepared from thioureas 1a^g and 3-chloro-acetylacetone 2.Seven new compounds 5a^g were obtained by condensation of aminothiazole 3a^g with methyl hydrazinecarboxylate 4in the presence of hydrochloric acid.The best conditions of condensation reaction were：reaction for6 h,HCl as catalyst and molar ration of 3e∶4=1∶1.1.The optimum yield was 70.9%.All the compounds were evaluated for their antiproliferative activity in vitro against MCF-7and SMMC-7721.As a result,most of the compounds showed weak anticancer activity against the test cell lines,among which the most potent compound 5fexhibited the highest activity against MCF-7.