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13 C NMR (125 MHz, CDCl 3 ) δ (ppm): 111.59 (1C, thiazole)
A series of novel substituted 2-(4-bromophenyl)-4-phenylthiazole compounds 5a–h were synthesized by a simplified two-step process. First, the selective and effective α-bromination of substituted acetophenone moieties with N-bromo succinamide was done followed by treating of substituted 2-bromo-1-phenylethan-1-one with 4-bromobenzothiamide under microwave irradiation. The structures of the newly synthesized compounds were confirmed by IR, 1H NMR, 13C NMR, mass spectra and C, H, N analysis. Further, all the synthesized compounds 5a–h were evaluated for xanthine oxidase inhibition. Among all the tested compounds, 5f was found to be highly potent (IC50 = 0.100 ± 0.08 µM) followed by 5e (IC50 = 0.145 ± 1.42 µM), compared to the standard allopurinol (IC50 = 0.150 ± 0.07 µM), which is evident from in vitro and in silico analysis.
Journal of the Iranian Chemical Society – Springer Journals
Published: Sep 1, 2022
Keywords: Phenyl thiazole microwave synthesis; Xanthine oxidase inhibition; Docking study
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