Synthesis and antiproliferative effect of novel 4-thiazolidinone-, pyridine- and piperazine-based conjugates on human leukemic cells

Sharath Kumar, K. S. and Hanumappa, A. and Hegde, M. and Narasimhamurthy, K. H. and Raghavan, S. C. and Rangappa, K. S. (2014) Synthesis and antiproliferative effect of novel 4-thiazolidinone-, pyridine- and piperazine-based conjugates on human leukemic cells. European Journal of Medicinal Chemistry, 81. pp. 341-349. ISSN 0223-5234

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Abstract

The present work reveals the synthesis and antiproliferative effect of a series of 2, 3 disubstituted 4-thiazolidinone analogues on human leukemic cells. The chemical structures of newly synthesized compounds were confirmed by IR, 1H NMR, 13C NMR and mass spectral analysis. Compound methyl 3-methoxy-4-(4-oxo-3-(5-(piperazin-1-yl)pyridin-2-yl)thiazolidin-2-yl) benzoate (5) displayed potent activity (IC509.71, 15.24 and 19.29 μM) against Nalm6, K562, Jurkat cells. Cell cycle analysis and mitochondrial membrane potential further confirmed that compound 5 is cytotoxic and able to induce cell death.

Item Type:	Article
Uncontrolled Keywords:	4, antineoplastic agent, antiproliferative activity, apoptosis, carbon nuclear magnetic resonance, drug synthesis, human, human cell, infrared spectroscopy, mass spectrometry, proton nuclear magnetic resonance, structure activity relation, unclassified drug, Antineoplastic Agents, chemical structure, chemistry, cytotoxicity, Humans, Molecular Structure, pyridine derivative, Pyridines, Structure-Activity Relationship, synthesis, dose response, Dose-Response Relationship, Drug, pathology, Cultured, cell proliferation, article, Apoptosis, Cell Proliferation, Mitochondrial, cell death, leukemia cell, piperazine, piperazine derivative, Piperazines, leukemia, drug effects, tumor cell culture, Tumor Cells, IC 50, pyridine, 4 thiazolidinone derivative, Leukemia, leukemia cell line, K562 Cells, conjugate, Membrane Potential, mitochondrial membrane potential, Cell Cycle, 4 dichlorobenzyl)piperazin 1 yl]pyridin 2 yl] 4 oxothiazolidin 2 yl] 3 methoxybenzoate, 5 dichlorophenylsulfonyl)piperazin 1 yl]pyridin 2 yl] 4 oxothiazolidin 2 yl] 3 methoxybenzoate, 5 trimethoxybenzyl)piperazin 1 yl]pyridin 2 yl]thiazolidin 2 yl]benzoate, cell cycle, jurkat cell line, K562 cell line, methyl 3 methoxy 4 3 5 4 (3 methylbenzyl)piperazin 1 ylpyridin 2 yl 4 oxothiazolidin 2 ylbenzoate, methyl 3 methoxy 4 3 5 4 (3 nitrobenzyl)piperazin 1 ylpyridin 2 yl 4 oxothiazolidin 2 ylbenzoate, methyl 3 methoxy 4 3 5 4 (4 methoxyphenylsulfonyl)piperazin 1 ylpyridin 2 yl 4 oxothiazolidin 2 ylbenzoate, methyl 3 methoxy 4 3 5 4 (4 nitrophenylsulfonyl)piperazin 1 ylpyridin 2 yl 4 oxothiazolidin 2 ylbenzoate, methyl 3 methoxy 4 4 oxo 3 5 (piperazin 1 yl)pyridin 2 ylthiazolidin 2 ylbenzoate, methyl 3 methoxy 4 4 oxo 3 5 4 (3, methyl 4 3 5 4 (2, methyl 4 3 5 4 (3, methyl 4 3 5 4 (4 fluorophenylsulfonyl)piperazin 1 yl]pyridin 2 yl] 4 oxothiazolidin 2 yl] 3 methoxybenzoate, methyl 4 3 5 4 (4 mesitylsulfonyl)piperazin 1 ylpyridin 2 yl 4 oxothiazolidin 2 yl 3 methoxybenzoate, tert butyl 4 (6 aminopyridin 3 yl)piperazine 1 carboxylate, tert butyl 4 (6 nitropyridin 3 yl)piperazine 1 carboxylate, tert butyl 4 6 2 2 methoxy 4 (methoxycarbonyl)phenyl 4 oxothiazolidin 3 ylpyridin 3 ylpiperazine 1 carboxylate, thiazolidine derivative, Thiazolidines
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	Arshiya Kousar Library Assistant
Date Deposited:	31 Aug 2019 09:44
Last Modified:	31 Aug 2019 09:44
URI:	http://eprints.uni-mysore.ac.in/id/eprint/4307

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