Synthesis and docking of new 4-(2-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)thiazol-2-amine derivatives as an antimicrobial agent

Abstract

The novel series of 4-(2-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)thiazol-2-amine 5a-h have been synthesized by oxidation reaction of acetophenone tethered 1,4-disubstituted triazole derivatives with thiourea in the presence of iodine. All newly synthesized compounds were characterized by IR, 1H NMR, 13C NMR, HRMS, and elemental analysis techniques. The antibacterial activity of novel compounds were evaluated against S. aureus, P. aeruginosa, E. coli and S. pyogenes bacterial strains whereas antifungal activity were screened against A. niger, C. albicans and A. clavatus pathogen of fungi. The compounds 5a, 5b, 5f and 5h showed excellent antibacterial activity, whereas 5f and 5g showed excellent antifungal activity. This may be attributed due to the presence of 4-CH3, 3-F, 4-F and 4-CF3 functional groups in benzene ring. The all results were compared with standard Ampicillin and Griseofulvin antibacterial and antifungal drugs, respectively. The molecular docking studies of compounds were carried out to measure effective bindings and molecular interactions. The experimentally observed values of antifungal activity and binding affinities values of molecular docking showed good correlation.