Synthesis and antimicrobial activities of some novel thiazole compounds

Abstract

Objective: The advent of resistant pathogenic microorganisms against current antimicrobial drugs prompted scientists to investigate novel molecules with new mechanisms. In this paper, some new 2-[2-[4-(ethyl/phenyl)cyclohexylidene]hydrazinyl]-4-(4-substitutedphenyl)thiazole (2a–2o) derivatives were synthesized and studied for their antimicrobial activities. Materials and methods: The title compounds (2a–2o) were obtained via the reaction of 4-(ethyl/phenyl)cyclohexane-1-one with appropriate phenacyl bromide in ethanol at room temperature. The chemical structures of the compounds were elucidated by FT-IR, 1H-NMR, 13C-NMR, HRMS and elemental analysis. Antimicrobial activity of the compounds was measured by using broth microdilution method. Chloramphenicol and ketoconazole were used as reference drugs. Results: Among the synthesized compounds, 2-[2-(4-phenylcyclohexylidene)hydrazinyl]-4-phenylthiazole (2h) and 2-[2-(4-phenylcyclohexylidene)hydrazinyl]-4-(4-chlorophenyl)thiazole (2l) have been found to exhibit potency almost four-fold better than ketoconazole against C. albicans with MIC90 value of 1.95. Conclusion: The current study contributed to the knowledge of the antimicrobial activity of thiazole bearing compounds.

Novel hybrid thiazoles, bis-thiazoles linked to azo-sulfamethoxazole: Synthesis, docking, and antimicrobial activity

“…Various heterocyclic rings have piqued the interest of researchers as antimicrobial agents with novel modes of action in recent decades [ 7 , 8 ]. Sulfamethoxazole was one of the most used antimicrobial compounds, with good activity against a wide range of bacteria.…”