Investigation of Ugi-4CC derived 1H-tetrazol-5-yl-(aryl) methyl piperazinyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid: Synthesis, Biology and 3D-QSAR analysis

• Synthesis of 7-piperazinylquinolones–tetrazole derivatives via using Ugi-4CC.
• Some of synthesized derivatives showed excellent antibacterial activity.
• These compounds displayed no toxicity against mammalian cell line L-929.
• It is a successful approach to overcome the problem of resistance.

Novel series of 7-piperazinylquinolones with tetrazole derivatives were synthesized and evaluated for their antibacterial activity against various strains of Staphylococcus aureus. All the synthesized compounds showed significant in vitro antibacterial activity against Gram-positive bacteria whereas some compounds displayed moderate activity against Gram-negative bacteria. Among all the synthesized compounds, compounds (6a–c, 6e–g, 6i–k, 6m, 6′f and 6′m) were found to be more effective with MIC ranging from (0.78–3.12 μg/mL) against S. aureus (ATCC-29213) than the control; ciprofloxacin (MIC = 25 μg/mL). Moreover, these analogues displayed no toxicity up to MIC = 0.39 μg/mL against mammalian cell line L-929. Furthermore, to correlate the biological activities of synthesized compounds with their 3D conformation, we attempted 3D-QSAR study.

A new class of 7-piperazinylquinolone–tetrazole derivatives were synthesized via using Ugi-4CC reaction. Most of the synthesized compounds exhibited potent antibacterial activity against various strains of Staphylococcus aureus. Figure optionsDownload as PowerPoint slide