Synthesis, antimicrobial evaluation and QSAR studies of novel piperidin-4-yl-5-spiro-thiadiazoline derivatives

In an attempt to find a new class of antimicrobial agents, a series of new 1,3,4-thiadiazolines were synthesized from 2,6-diarylpiperidin-4-ones, via the corresponding 4′-phenylthiosemicarbazones. All the synthesized compounds (23–39) were virtually screened against bacterial (Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Salmonella typhi) and fungal strains (Candida albicans, Rhizopus sp, Aspergillus niger and Aspergillus flavus) by serial dilution method. QSAR study indicated that the increase in weakly polar component of solvent accessible surface area will favour antibacterial activity while increase in polarizability and decrease in ionisation potential and hydrogen bond donor will favour antifungal activity.

Graphical abstractSeries of spiro-thiadiazoline derivatives of piperidines were synthesized and characterised. All the compounds were evaluated for in vitro antibacterial potency by serial dilution method, which is explained through QSAR studies.Figure optionsDownload full-size imageDownload as PowerPoint slide