Synthesis, Antimicrobial Capability and Molecular Docking of Heterocyclic Scaffolds Clubbed by 2-Azetidinone, Thiazole and Quinoline Derivatives

A new set of molecules was designed and synthesized by compilation of pharmacologically potential segments thiazole and quinoline bridged by 2-azetidinone as a linker in a single molecular skeleton. Structural analysis of synthesized molecules (5a-p) was executed by IR, H-1 NMR, C-13 NMR, and mass spectroscopy techniques. Aforesaid compounds were analyzed for investigation of their antimicrobial capability against several bacterial and fungal strains. The synthesized compounds 5b, 5f, 5h, 5i, 5k, and 5l were active against bacterial strains while compounds 5j and 5k were active against fungal strains. Synthesized compounds were found to be potential inhibitors against gram-negative bacterial strains Escherichia coli and Pseudomonas aeruginosa, while the same were not effective against gram-positive strains of Staphylococcus aureus and Streptococcus pyogenes. Compounds with electron-releasing substituents were active molecules against all fungal strains used in screening. Also, the influence of substituents on the antimicrobial activity of target molecules (5a-p) was discussed. Molecular docking study against crucial microbial target beta-Ketoacyl-acyl carrier protein (ACP) synthase III (FabH) could provide valuable insights into their plausible mechanism of action.

Automated summary

A new set of molecules with potential antimicrobial activity was designed and synthesized. These molecules showed activity against both bacterial and fungal strains, with some compounds being active against specific strains. Furthermore, the presence of electron-releasing substituents significantly influenced the antimicrobial activity of the compounds.