Synthesis, xanthine oxidase inhibition, and antioxidant screening of benzophenone tagged thiazolidinone analogs

Lakshmi Ranganatha, V. and Bushra Begum, A. and Naveen, P. and Zameer, F. and Raghavendra, H. and Shaukath Ara Khanum (2014) Synthesis, xanthine oxidase inhibition, and antioxidant screening of benzophenone tagged thiazolidinone analogs. Archiv der Pharmazie, 347 (8). pp. 589-598. ISSN 1068-1620

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Abstract

A series of novel 2-(diaryl methanone)-N-(4-oxo-2-phenyl-thiazolidin-3-yl)- acetamides were synthesized by various Schiff bases of (4-benzoyl-phenoxy)-aceto hydrazide with thioglycolic acid. The structures of the newly synthesized compounds were confirmed by IR, 1H NMR, mass spectra, and C, H, N analysis. Further, all the synthesized compounds 9a-n were evaluated for xanthine oxidase (XO) inhibition and antioxidant properties. Among all the tested compounds, 9f, 9m, and 9n demonstrated potent XO inhibition of 52, 76, and 26%, respectively, compared to the standard drug allopurinol, which is evident from in vitro and in silico analysis. On the other hand, compounds 9c, 9d, and 9k exhibit potent antioxidant properties. Thiazolidinone integrated benzophenone conjugates were designed and synthesized. All the final compounds (9a-n) were examined for their xanthine oxidase enzyme inhibition and antioxidant properties.

Item Type:	Article
Uncontrolled Keywords:	animal experiment, controlled study, drug cytotoxicity, drug synthesis, human, in vitro study, infrared spectroscopy, mass spectrometry, nonhuman, proton nuclear magnetic resonance, unclassified drug, chemical structure, chemistry, drug screening, drug structure, Humans, Molecular Structure, synthesis, rat, antagonists and inhibitors, molecular docking, Molecular Docking Simulation, priority journal, antioxidant, antioxidant activity, Antioxidants, enzymology, enzyme inhibition, hydrogen bond, Hydrogen Bonding, article, lipid peroxidation, 2, hydroxyl radical, Hydroxyl Radical, Lipid Peroxidation, benzophenone, benzophenone derivative, Benzophenones, drug effects, DPPH radical scavenging assay, edetic acid, Biphenyl Compounds, biphenyl derivative, Picrates, picric acid, thiazole derivative, IC 50, carcinogenesis, xanthine oxidase, liver, Human, thiazolidine derivative, Thiazolidines, 2 (4 benzoyl 2 methyl phenoxy) n 2 (2 chloro phenyl) 4 oxo thiazolidin 3 yl acetamide, 2 (4 benzoyl 2 methyl phenoxy) n 2 (2 methoxy phenyl) 4 oxo thiazolidin 3 yl acetamide, 2 (4 benzoyl 2 methyl phenoxy) n 2 (2 nitro 5 chloro phenyl) 4 oxo thiazolidin 3 yl acetamide, 2 (4 benzoyl 2 methyl phenoxy) n 2 (3 bromo phenyl) 4 oxo thiazolidin 3 yl acetamide, 2 (4 benzoyl 2 methyl phenoxy) n 2 (3 methyl phenyl) 4 oxo thiazolidin 3 yl acetamide, 2 (4 benzoyl 2 methyl phenoxy) n 2 (4 hydroxy phenyl) 4 oxo thiazolidin 3 yl acetamide, 2 (4 benzoyl 2 methyl phenoxy) n 2 (4 methoxy phenyl) 4 oxo thiazolidin 3 yl acetamide, 2 4 (2 chloro benzoyl) 2 methyl phenoxy n 2 (2 chloro phenyl) 4 oxo thiazolidin 3 yl acetamide, 2 4 (2 chloro benzoyl) 2 methyl phenoxy n 2 (2 methoxy phenyl) 4 oxot thiazolidin 3 yl acetamide, 2 4 (2 chloro benzoyl) 2 methyl phenoxy n 2 (2 nitro 5 chloro phenyl) 4 oxo thiazolidin 3 yl acetamide, 2 4 (2 chloro benzoyl) 2 methyl phenoxy n 2 (3 bromo phenyl) 4 oxo thiazolidin 3 yl acetamide, 2 4 (2 chloro benzoyl) 2 methyl phenoxy n 2 (3 methyl phenyl) 4 oxo thiazolidin 3 yl acetamide, 2 4 (2 chloro benzoyl) 2 methyl phenoxy n 2 (4 hydroxy phenyl) 4 oxo thiazolidin 3 yl acetamide, 2 4 (2 chloro benzoyl) 2 methyl phenoxy n 2 (4 methoxy phenyl) 4 oxo thiazolidin 3 yl acetamide, 2-diphenyl-1-picrylhydrazyl, allopurinol, breast milk, DNA strand breakage, Milk, mutagenesis, peroxidation, thiazolidinone derivative, Xanthine Oxidase, xanthine oxidase inhibitor
Subjects:	C Chemical Science > Chemistry
Divisions:	Yuvaraj college > Chemistry
Depositing User:	Arshiya Kousar Library Assistant
Date Deposited:	27 Jun 2019 09:48
Last Modified:	18 Jun 2022 05:17
URI:	http://eprints.uni-mysore.ac.in/id/eprint/3972

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