Solid phase synthesis and computational study of some thiazole derivatives of potential biological interest

摘要

An expeditious and practical synthetic approach for the different thiazole derivatives 3 has been developed. The present study offers the solid phase reaction of various α-bromoketones (1) with a variety of thioamides/ thioureas (2) in the presence of sodium carbonate at room temperature within short span of time. Moreover, it affords an excellent synthetic route for 2-(pyrazol-l-yl)thiazole derivatives which cannot be prepared easily by Hantzsch thiazole reaction using solvent or acidic conditions due to the exclusive formation of thiocyanatoketones. It has also been observed that an increase in amount of solid catalyst leads to the formation of 4-hydroxythiazole, a cyclic intermediate which is formed in Hantzch thiazole reaction. All synthesized compounds were screened for their antimicrobial activity against Staphylococcus aureus, Enterococcus (Gram positive bacteria), Escherichia coli, Klebesilla pneumoniae (Gram negative bacteria), Candida albicans and Aspergillus niger (fungus strains). Further, docking studies were conducted via Molegro Virtual Docker software to predict the mechanism of action. In conclusion, the results of the study revealed that most of the compounds were found to possess antimicrobial activity.