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

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作者
Arun M. Isloor
Dhanya Sunil
Prakash Shetty
Shridhar Malladi
K. S. R. Pai
Naseer Maliyakkl
机构
[1] National Institute of Technology,Medicinal Chemistry Laboratory, Department of Chemistry
[2] Manipal University,Department of Chemistry, Manipal Institute of Technology
[3] Manipal University,Department of Printing and Media Engineering, Manipal Institute of Technology
[4] Manipal University,Department of Pharmacology, Manipal College of Pharmaceutical Sciences
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Thiazolidin-4-one; Cytotoxicity; DNA fragmentation; Antioxidant activity;
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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, 1H 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.
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页码:758 / 767
页数:9
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