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标题：Synthesis,in vitro anticancer and antioxidant activity of thiadiazole substituted thiazolidin-4-ones
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作者：ALEX JOSEPH ; CHAITANYAKUMAR S. SHAH SUTHAR ; SHARAD KUMAR ANGEL TREASA ALEX 等
期刊名称：Acta Pharmaceutica
电子版ISSN：1846-9558
出版年度：2013
卷号：63
期号：3
页码：397-408
DOI：10.2478/acph-2013-0028
语种：English
出版社：Sciendo
摘要：A series of novel 5-alkyl/aryl thiadiazole substituted thiazolidin-4-ones were synthesized by a two-step process.In the first step,5-alkyl/aryl substituted 2-aminothiadiazoles were synthesized,which on reaction with substituted aromatic aldehydes and thioglycolic acid in the presence of dicyclohexylcarbodiimide afforded thiazolidin-4-ones.All the compounds were synthesized in fairly good yields and their structures were confirmed by spectral and physical data.The title compounds were screened for in vitro anti-proliferative activity on human breast adenocarcinoma cells (MCF-7) by MTT assay.Most of the derivatives showed an IC50 less than 150 µmol L–1.Among the compounds tested,2-(2-nitrophenyl)-3-(5-methyl-1,3,4-thiadiazol-2-yl)-thiazolidin-4-one (3f),2-(3-fluorophenyl)-3-(5-methyl-1,3,4-thiadiazol-2- -yl)-thiazolidin-4-one (3b),and 2-(4-chlorophenyl)-3- -(5-methyl-1,3,4-thiadiazol-2-yl)-thiazolidin-4-one (3c) were found to be the most active derivatives with IC50 values of 46.34,66.84,and 60.71 µmol L–1,respectively.Antioxidant studies of all the synthesized compounds were carried out by diphenylpicrylhydrazyl (DPPH) assay.Among the compounds tested,2-phenyl-3-(5-styryl- -1,3,4-thiadiazol-2-yl)-thiazolidin-4-one (3s) elicited superior antioxidant activity with IC50 of 161.93 µmol L–1.
关键词：thiadiazole;thiazolidin-4-ones;anticancer;antioxidant