Synthesis of Thiazolidinone-Thiadiazole  Hybrids: Molecular Docking and  Antimicrobial Evaluation

Salam Gh. Taher

doi:10.14500/aro.12797

Authors

Salam Gh. Taher Department of Chemistry, Faculty of Science and Health, Koya University, Koya, Kurdistan Region-FR. Iraq https://orcid.org/0000-0001-9583-3432

DOI:

https://doi.org/10.14500/aro.12797

Keywords:

Antimicrobial activity, Green organic chemistry, Molecular docking studies, Multidrug resistant, Thiazolidinones

Abstract

A green synthesis of bis-thiazolidinone-thiadiazole hybrids (6a-h) exhibiting mild to potent antibacterial activity is reported. The hybrid compounds were synthesized in one-pot three-component Microwave-assisted reaction under solvent free condition from the corresponding bis- thiadiazole amines (3) reaction with various aldehydes, and thioglycolic acid. The products were obtained in acceptable yields and characterized based on spectroscopic techniques (Fourier transform infrared, proton nuclear magnetic resonance, carbon-13 nuclear magnetic resonance, and carbon-attached proton test nuclear magnetic resonance). Antibacterial screening was performed on the synthesized compounds (6a-h) against both Grampositive strains (Staphylococcus and Streptococcus) and Gramnegative strains (Escherichia coli and Klebsiella pneumoniae), with their efficacy compared to the reference antibiotics ciprofloxacin and vancomycin. Overall, the synthesized compounds demonstrated highly antibacterial properties. Among the series, compounds (6b, 6d, and 6e) exhibited broad-spectrum and potent levels of antibacterial activity against species; furthermore, they showed notable activity against K. pneumoniae as the most antibacterial-resistant pathogen. The result of Molecular docking studies indicated that OH, OCH3 substituents, such as in compounds (6b), enhanced binding ability interaction and producing conventional hydrogen bond with the minimum energy affinity ( ∆G).

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Author Biography

Salam Gh. Taher, Department of Chemistry, Faculty of Science and Health, Koya University, Koya, Kurdistan Region-FR. Iraq

Salam Gh. Taher is an Assistant Professor at the Department of Chemistry, Faculty of Science and Health, Koya University. He got the B.Sc. degree in General Educational Chemistry from Salahaddin University in 2003, the M.Sc. degree from Bangor University (United Kingdom) in 2007, and the Ph.D. degree in Synthetic Organic Chemistry from Bangor University in 2014. His research interest mainly based on Synthetic Organic Chemistry, this includes the enantiopure synthesis of biologically active compounds (bacterial cell wall components, drugs) and isolation, characterization of biologically important natural products.

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