Synthesis, xanthine oxidase inhibition, and antioxidant screening of benzophenone tagged thiazolidinone analogs.
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, (1) H 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.
Department of Chemistry, Yuvaraja's College (Autonomous), University of Mysore, Mysore, Karnataka, India.
V Lakshmi
VL
Ranganatha
A Bushra
AB
Begum
P
P
Naveen
Farhan
F
Zameer
Raghavendra
R
Hegdekatte
Shaukath Ara
SA
Khanum
D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001577:Benzophenones / Q000737:chemistry*; D001713:Biphenyl Compounds / Q000737:chemistry; D006801:Humans; D006860:Hydrogen Bonding; D017665:Hydroxyl Radical / Q000737:chemistry; D015227:Lipid Peroxidation / Q000187:drug effects; D008895:Milk, Human / Q000201:enzymology; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D010851:Picrates / Q000737:chemistry; D053778:Thiazolidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014969:Xanthine Oxidase / Q000037:antagonists & inhibitors*
D000975:Antioxidants; D001577:Benzophenones; D001713:Biphenyl Compounds; D010851:Picrates; D053778:Thiazolidines; D017665:Hydroxyl Radical; C047723:benzophenone; C004931:1,1-diphenyl-2-picrylhydrazyl; D014969:Xanthine Oxidase
Antioxidants; Schiff base; Synthesis; Thiazolidinone; Xanthine oxidase