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Synthesis, characterization, anticancer, and antioxidant activity of some new thiazolidin-4-ones in MCF-7 cells
Authors:Arun M Isloor  Dhanya Sunil  Prakash Shetty  Shridhar Malladi  K S R Pai  Naseer Maliyakkl
Institution:1. Medicinal Chemistry Laboratory, Department of Chemistry, National Institute of Technology, Surathkal, Mangalore, 575 025, India
2. Department of Chemistry, Manipal Institute of Technology, Manipal University, Manipal, 576 104, India
3. Department of Printing and Media Engineering, Manipal Institute of Technology, Manipal University, Manipal, 576 104, Karnataka, India
4. Department of Pharmacology, Manipal College of Pharmaceutical Sciences, Manipal University, Manipal, 576 104, India
Abstract: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 (4ao) 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 (3ao) 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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