Synthesis, characterization, anticancer, and antioxidant activity of some new thiazolidin-4-ones in MCF-7 cells

被引:44
作者
Isloor, Arun M. [1 ]
Sunil, Dhanya [2 ]
Shetty, Prakash [3 ]
Malladi, Shridhar [1 ]
Pai, K. S. R. [4 ]
Maliyakkl, Naseer [4 ]
机构
[1] Natl Inst Technol, Dept Chem, Med Chem Lab, Mangalore 575025, India
[2] Manipal Univ, Dept Chem, Manipal Inst Technol, Manipal 576104, Karnataka, India
[3] Manipal Univ, Dept Printing & Media Engn, Manipal Inst Technol, Manipal 576104, Karnataka, India
[4] Manipal Univ, Dept Pharmacol, Manipal Coll Pharmaceut Sci, Manipal 576104, Karnataka, India
关键词
Thiazolidin-4-one; Cytotoxicity; DNA fragmentation; Antioxidant activity; DERIVATIVES;
D O I
10.1007/s00044-012-0071-5
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
There are limited studies centring on the potential of thiazolidin-4-ones as anticancer agents. In this study, a new series of 2-(3-substituted-1H-pyrazol-4-yl)-3-(3-substituted-5-sulfanyl-1,2,4-triazol-4-yl)-1,3-thiazolidin-4-one (4a-o) have been synthesized by cyclo-condensation reaction of 5-substituted-4-[(3-substituted-1H-pyrazol-4-ylmethylidene)amino]-2H-1,2,4-triazole-3-thione (3a-o) and thioglycolic acid. The structures of all the synthesized compounds were confirmed by elemental analysis, spectral techniques like IR, H-1 NMR, and mass spectroscopy. Few compounds exhibited dose-dependent cytotoxic effect in MTT assay in human breast cancer (MCF-7) cells. Apoptotic degradation of DNA due to action of potent thiazolidin-4-ones was analysed by agarose gel electrophoresis and visualized by ethidium bromide staining (comet assay). A concentration-dependent increase in tail length and olive tail moment was observed when treated with thiazolidin-4-ones. In vitro antioxidant studies like DPPH and ABTS-free radical scavenging assays-indicated moderate activity of thiazolidin-4-ones.
引用
收藏
页码:758 / 767
页数:10
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