Synthesis and Biological Evaluation of Novel Thiazole-Pyrazole Integrated Chalcones as Antioxidant and Anti-Inflammatory Agents

Abstract

Objective: The objective of the present study was to synthesize the thiazole-pyrazole integrated chalcones and their in vitro antioxidant and anti- inflammatory evaluation.
 Methods: The designed hybrid thiazole-pyrazole integrated chalcones (3a-j) were synthesized by Claisen–Schmidt reaction of substituted 1-(4-methyl-2-phenylthiazol-5-yl) ethanone and substituted pyrazole aldehyde in the presence of 10% NaOH in ethanol solvent under reflux condition. The chemical structures of synthesized compounds were confirmed by IR, 1H nuclear magnetic resonance (NMR), 13C NMR, and high- resolution mass spectra.
 Results: All the title compounds were screened for their in vitro antioxidant and anti-inflammatory activity. The screening data indicated that tested compounds showed potent antioxidant activity with moderate anti-inflammatory potential.
 Conclusion: Antioxidant screening data reveal that most of the synthesized compounds possess excellent 1,1-diphenyl-2-picrylhydrazyl and NO radical scavenging activity. Most of the compounds found to possess marked anti-inflammatory potential by effectively inhibiting the heat-induced albumin denaturation.

Thiazole Ring—A Biologically Active Scaffold

“…Sirsat et al [233] synthesized a series of thiazole-based chalcones and evaluated their anti-inflammatory activity by the denaturation of egg albumin using diclofenac as a reference compound. The majority of compounds showed anti-inflammatory activity.…”