Synthesis, Docking and Antimicrobial Activity of Some New Coumarin Incorporated Thiazole Derivatives
Abhishek Kumar
Department of Pharmaceutical Chemistry, Nitte (Deemed to be University), NGSM Institute of Pharmaceutical Sciences, Deralakatte, Mangaluru-575018, India.
Pankaj Kumar *
Department of Pharmaceutical Chemistry, Nitte (Deemed to be University), NGSM Institute of Pharmaceutical Sciences, Deralakatte, Mangaluru-575018, India.
Aravinda Pai
Department of Pharmaceutical Chemistry, Manipal Academy of Higher Education, Manipal College of Pharmaceutical Sciences (MCOPS), Manipal, India.
*Author to whom correspondence should be addressed.
Abstract
Synthesis and screening of a series of new coumarin derivatives coupled with thiazole are performed for their antimicrobial properties. A series of new thiazolyl coumarin derivatives were synthesized upon refluxing 3-bromoaceytl coumarin, substituted benzaldehyde and thiosemicarbazide in the presence of glacial acetic acid. Substituted 3-acetyl coumarin undergoes bromination in the presence of bromine and chloroform to form 3-Bromoaceytl coumarin. The thiazolyl coumarin derivatives were characterized based on IR, 1H NMR, and Mass spectral data. The docking studies have been carried out against the enzyme DNA gyrase (1KZN). Compound SCT 2 showed the highest docking score -5.662 compared to other compounds. The final synthesized compounds were screened for their antibacterial activity by tube dilution method. Compound SCT 1 and SCT 2 showed significant antibacterial activity with minimum inhibitory concentration of 12.5µg/ml and 6.25µg/ml, respectively, compared to standard Cephalosporin. The MIC results suggest that compounds SCT 1 and SCT 2 showed promising antibacterial activity. So these compounds are interesting lead molecules for further synthesis as antimicrobial agents.
Keywords: Coumarin, thiazole, docking, tube dilution, antibacterial