Synthesis, molecular docking and ADME studies of thiazole-thiazolidinedione hybrids as antimicrobial agents

Abstract

New thiazole-thiazolidinedione hybrids (5a–k) were efficiently synthesized and evaluated for their in-vitro antimicrobial activity against four fungal and bacterial strains. The chemical structures of the compounds were elucidated by FTIR, ¹H NMR, and ¹³C NMR spectral data. Most of the synthesized compounds were sensitive against gram positive, gram negative bacterial and fungal strains. Among the synthesized molecules, compounds 5h, and 5i exhibited promising inhibitory activity against all selected fungal strains and gram positive bacteria namely, Staphylococcus aureus, and Enterococcus faecalis. The molecular docking results predicted that the thiazole-thiazolidinedione derivatives bind to the active site protein ATP-binding pocket from E. coli, S. aureus and C. albicans with good interaction energy scores. Ct-DNA was used to evaluate the binding interactions of the selected compounds by means of absorption spectroscopy. To further characterize the drug-likeness and ADME properties were calculated using the Qikprop, the result of present study suggests that thiazole-thiazolidinedione hybrid could be an interesting approach for the design of new antimicrobial agents.

Communicated by Ramaswamy H. Sarma

Keywords:

• Thiazole
• thiazolidine-24-dione
• antimicrobial
• drug-likeness
• molecular Docking
• DNA Binding
• Qikprop

Acknowledgements

Authors are grateful to Principal, KLE College of Pharmacy, Belagavi, for providing necessary facilities for the research. Authors are also grateful to NMR Research center, IISC, Bangalore, India, for providing the spectral data.

Disclosure statement

No potential conflict of interest was reported by authors.

Funding

No funding was obtained for this study.