Synthesis, structural, spectral and antibacterial activity of 3,3a,4,5-tetrahydro-2H-benzo[g]indazole fused carbothioamide derivatives as antibacterial agents

Abstract

The crystal, spectral characteristics and antibacterial activityof two benzo[g]indazole fused carbothioamide derivatives are explained in this study. The structural characterization of our compounds 3-(4-methylphenyl)-N-phenyl-3,3a,4,5-tetrahydro-2H-benzo[g]indazole-2-carbothioamide (BICT) and 3‐(4‐methoxyphenyl)‐N‐(4‐nitrophenyl)‐ 3,3a,4,5-tetrahydro-2H-benzo[g]indazole-2-carbothioamide (MNPBICT) using SCXRD technique is reported. The crystal structures of our derivatives are substantiated with 1H, 13C NMR and FTIR spectral methods. For the synthesized compounds, in silico drug likeness screening using SwissADME online server and DNA gyrase inhibition activity through molecular docking studies (PDB ID: 1KZN) with bacterial protein are reported. The antibacterial activity of our compounds are tested against S. Aureus, B. megaterium, P. Aeroginosa and E. coli bacterial strains by disk broth dilution method. From the in silico pharmacological screening and docking results, it is found that our compound MNPBICT possess higher druggable nature and are effective DNA gyrase inhibitor against protein 1KZN compared to BICT and drug ciprofloxacin. The in vitro analysis explored the promising antibacterial activity of derivative MNPBICT and could be considered as a lead compounds for antibacterial drug design.