Synthesis, Biological Evaluation and Molecular properties of Novel Imidazole Derivatives as Antibacterial agents Thota Nageswara Rao, Rao A Venkateswara* Department of Chemistry, Koneru Lakshmaiah Education Foundation, Green Fields, Vaddeswaram, Guntur, Andhra Pradesh-522502, India *Corresponding Author E-mail: tnrao.research83@gmail.com
Online published on 19 December, 2019. Abstract A convenient, rapid, efficient and environmentally benign route has been developed for the preparation of 2,5-disubstituted-N-alkyl imidazole derivatives 5 using knovenogal condensation of N-alkyl-2-butyl-4-chloro-1H-imidazole-5-carbaldehyde 3 and ethylcyano acetate 4 by L-proline as a catalyst. The synthesized derivatives (5a-5g) were evaluated for their invitro antibacterial, antifungal activity against different bacteria and fungi strains respectively. Of the derivatives, compounds 5g, 5c, 5d, and 5d exhibited strong, broad-spectrum inhibitory effects towards Enterococcus faecalis, Klebsiella pneumonia UF222, Staphylococcus aureus UA1758. In particular, the 5g exhibited potent antibacterial activities toward the bacterial-resistant isolate Pseudomonas aeruginosa UA1024, Klebsiella pneumonia UF222, with both having MIC values of 2 μg/mL. In addition, they had significant inhibitory effects towards two fungal strains, Candida albicans 205, Candida krusei ATCC 6528 (compound 5a: MIC = 0.25 μg/Ml, 5c: MIC = 8 μg/mL and 5b: 4 μg/mL) respectively. In the present investigation for prediction of insilico molecular properties and drug likeness for the title compounds was evaluated by using chemin fomatics tools (Molinspiration, 2003 and MolSoft, 2007) and 5a, 5b displayed suitable highest drug like scores -0.75, -0.71 according to Lipinski's rule of five. Top Keywords Imidazole, antibacterial activity, antifungal activity, Molinspiration, MolSoft, X-ray studies. Top |