Isloor, A.M.Dhanya, D.Shetty, P.Malladi, S.Pai, K.S.R.Maliyakkal, N.2026-02-052013Medicinal Chemistry Research, 2013, 22, 2, pp. 758-76710542523https://doi.org/10.1007/s00044-012-0071-5https://idr.nitk.ac.in/handle/123456789/26832There 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. © 2012 Springer Science+Business Media, LLC.2 [3 (4 chlorophenyl) 1h pyrazol 4 yl] 3 [3 mercapto 5 (2 tolyloxymethyl) 4h 1,2,4 triazol 4 yl]thiazolidin 4 one2 [3 (4 chlorophenyl) 1h pyrazol 4 yl] 3 [3 mercapto 5 (4 tolyloxymethyl) 4h 1,2,4 triazol 4 yl]thiazolidin 4 one2 [3 (4 chlorophenyl) 1h pyrazol 4 yl] 3 [3 mercapto 5 (phenoxymethyl) 4h 1,2,4 triazol 4 yl]thiazolidin 4 one2 [3 (4 chlorophenyl) 1h pyrazol 4 yl] 3 [3 mercapto 5 [(naphthalen 1 yloxy)methyl] 4h 1,2,4 triazol 4 yl]thiazolidin 4 one2 [3 (4 chlorophenyl) 1h pyrazol 4 yl] 3 [3 mercapto 5 [(naphthalen 2 yloxy)] 4h 1,2,4 triazol 4 yl]thiazolidin 4 one2 [3 (4 fluorophenyl) 1h pyrazol 4 yl] 3 (3 mercapto 5 (2 tolyloxymethyl) 4h 1,2,4 triazol 4 yl]thiazolidin 4 one2 [3 (4 fluorophenyl) 1h pyrazol 4 yl] 3 (3 mercapto 5 (4 tolyloxymethyl) 4H 1,2,4 triazol 4 yl]thiazolidin 4 one2 [3 (4 fluorophenyl) 1h pyrazol 4 yl] 3 [3 mercapto 5 (phenoxymethyl) 4h 1,2,4 triazol 4 yl]thiazolidin 4 one2 [3 (4 fluorophenyl) 1h pyrazol 4 yl] 3 [3 mercapto 5 [(naphthalen 1yloxy)]methyl] 4h 1,2,4 triazol 4 yl]thiazolidin 4 one2 [3 (4 fluorophenyl) 1h pyrazol 4 yl] 3 [3 mercapto 5 [(naphthalen 2 yloxy)methyl] 4h 1,2,4 triazol 4 yl]thiazolidin 4 one3 [3 mercapto 5 (2 tolyloxymethyl) 4h 1,2,4 triazol 4 yl] 2 [3 (4 methoxyphenyl) 1h pyrazol 4 yl]thiazolidin 4 one3 [3 mercapto 5 (4 tolyloxymethyl) 4h 1,2,4 triazol 4 yl] 2 [3 (4 methoxyphenyl) 1h pyrazol 4 yl]thiazolidin 4 one3 [3 mercapto 5 (phenoxymethyl) 4h 1,2,4 triazol 4 yl] 2 [3 (4 methoxyphenyl) 1h pyrazol 4 yl]thiazolidin 4 one3 [3 mercapto 5 [(naphthalen 1 yloxy)methyl] 4h 1,2,4 triazol 4 yl] 2 [3 (4 methoxyphenyl) 1h pyrazol 4 yl]thiazolidin 4 one3 [3 mercapto 5 [(naphthalen 2 yloxy)methyl] 4h 1,2,4 triazol 4 yl] 2 [3 (4 methoxyphenyl) 1h pyrazol 4 yl]thiazolidin 4 oneantineoplastic agentantioxidantascorbic acidthiazole derivativeunclassified drugantineoplastic activityantioxidant activityarticlebreast cancercancer cellconcentration responsecontrolled studycytotoxicityDNA fragmentationdrug bioavailabilitydrug structuredrug synthesishumanhuman cellIC 50infrared spectroscopylipophilicitymass spectrometrypolymerizationproton nuclear magnetic resonance