Synthesis, antibacterial evaluation and QSAR studies of 7-[4-(5-aryl-1,3,4-oxadiazole-2-yl)piperazinyl] quinolone derivatives

A series of 7-[4-(5-aryl-1,3,4-oxadiazole-2-yl)piperazinyl] quinolones (I-XXI) were synthesized using an appropriate synthetic route and characterized by elemental and spectral analysis. The antibacterial activities of all the synthesized compounds were evaluated against identifiable bacterial strains. Compounds III, IV, VII, VIII, IX, X, XI, XV, & XVIII showed better activity than parent compound against all the selected strains. QSAR study on the synthesized molecules tested for their antibacterial activity was performed using multiple linear regression method. Generated models revealed a decrease in HOMO energy as favorable descriptor for determining and predicting the antibacterial activity of the synthesized compounds. Further, the developed models were cross validated using LOO method for their predictive nature.

Graphical abstractA series of 7-[4-(5-aryl-1,3,4-oxadiazole-2-yl)piperazinyl] quinolones (I-XXI) were synthesized, characterized and evaluated for antibacterial activity followed by its QSAR model development.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Different substituted 7-[4-(5-aryl-1,3,4-oxadiazole-2-yl)piperazinyl] quinolone were synthesized and evaluated for their antibacterial activity. ► The derivatives were studied for MIC against identifiable strains of bacteria i.e. Staphylococcus aureus (MTCC 1430), Bacillus subtilis (MTCC 2423) and Escherichia coli (MTCC 739) using serial dilution method. ► Compounds III, IV, VII, VIII, IX, X, XI, XV, & XVIII showed better activity than parent compound. ► The QSAR models were further developed and discussed.