Synthesis, Characterization, Antimicrobial and Molecular Docking Study of Benzooxadiazole Derivatives

Amel Mohson Naji1, Ahmed Mutanabbi Abdula2, Olfat A. Nief2, Ebtihal K. Abdullah3
1 Department of Optics Techniques, Dijlah University College, Baghdad, Iraq 2 Department of Chemistry, College of Science, Mustansiriyah University, Baghdad, Iraq 3 Department of Chemistry, College of Science, Tikrit‎ University, Tikrit, Iraq
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In this study, a series of new1,2,5-oxadiazole compounds derived from 4-chloro-7-nitro-benzo 1,2,5-oxadiazole was synthesized using different organic procedures. The resulting derivatives were chemically characterized and their structures were confirmed by FT-IR and NMR analysis. All the compounds were also evaluated for their antibacterial and antifungal activity against four types of pathogenic bacteria: S.aureus, S.epidermidis (as gram-negative bacteria), E.coli, Klebsiella spp. (as gram-positive bacteria) and the fungus Candida albicans using the agar well diffusion method. The synthesized oxadiazole derivatives exhibited significant antibacterial and moderate antifungal activities. Exploring the binding between the potent synthesized derivative 8 within the active site of glucosamine-6-phosphate synthase, the target enzyme for the antimicrobial agents was achieved using Autodock 4.2 package. The interaction modes of the generated conformers inside the binding pocket were found to enhance the in vitro results, and strongly recommended the new derivatives as promising antimicrobial agents.

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