Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1355761 | Bioorganic Chemistry | 2015 | 6 Pages |
•Amino acid derived N-glycoconjugates of d-glucose have been synthesized.•All N-glycoconjugates exhibited fair amount of antibacterial activity.•Docking studies have been performed on GyrB (DNA gyrase, PDB ID: 3TTZ).•First report on antibacterial activity of glycosylamine derived molecules.
Six amino acid derived N-glycoconjugates of d-glucose were synthesized, characterized and tested for antibacterial activity against G(+)ve (Bacillus cereus) as well as G(−)ve (Escherichia coli and Klebsiella pneumoniae) bacterial strains. All the tested compounds exhibited moderate to good antibacterial activity against these bacterial strains. The results were compared with the antibacterial activity of standard drug Chloramphenicol, where results of A5 (Tryptophan derived glycoconjugates) against E. coli and A4 (Isoleucine derived glycoconjugates) against K. pneumoniae bacterial strains are comparable with the standard drug molecule. In silico docking studies were also performed in order to understand the mode of action and binding interactions of these molecules. The docking studies revealed that, occupation of compound A5 at the ATP binding site of subunit GyrB (DNA gyrase, PDB ID: 3TTZ) via hydrophobic and hydrogen bonding interactions may be the reason for its significant in vitro antibacterial activity.
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide