Journal
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
Volume 31, Issue 5, Pages 834-852Publisher
TAYLOR & FRANCIS LTD
DOI: 10.3109/14756366.2015.1058257
Keywords
1,3-Oxazin-4-one; antibacterial; cytotoxicity; docking; beta-lactam
Funding
- Young Scientist Award from Science & Engineering Research Board, Govt. of India, New Delhi, India [SR/FT/LS-03/2011]
- UGC for Raman Research Fellowship Award''
- UGC for non-NET fellowship
Ask authors/readers for more resources
Novel monocyclic beta-lactam derivatives bearing aryl, phenyl and heterocyclic rings were synthesized as possible antibacterial agents. Cyclization of imines (3h, 3t) with phenylacetic acid in the presence of phosphoryl chloride and triethyl amine did not afford the expected beta-lactams. Instead, highly substituted 1,3-oxazin-4-ones (4h, 4t) were isolated as the only product and confirmed by single crystal X-ray analysis of 4t. The results of antibacterial activity showed that compound 4l exhibited considerable antibacterial activity with MIC and MBC values of 62.5 mu g/mL against Klebsiella pneumoniae. Cytotoxicity assay on Chinese Hamster Ovary (CHO) cell line revealed non-cytotoxic behavior of compounds 4d, 4h, 4k and 4l up to 200 mu g/mL conc. Molecular docking was performed for compound 4l with penicillin binding protein-5 to identify the nature of interactions. The results of both in silico and in vitro evaluation provide the basis for compound 4l to be carried as a potential lead molecule in the drug discovery pipeline against bacterial infections.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available