Synthesis, Antimicrobial Evaluation, and Docking Study of Some New Isoxazoline Derivatives Derived from Chalcones

Year 2024, , 217 - 232, 04.02.2024

Inas Salim , Ahmed Mutanabbi Abdula , Abdulkadir Mohammed Noori Jassim

https://doi.org/10.18596/jotcsa.1353554

Cited By: 1

Abstract

New 2-Isoxazoline derivatives containing furan moieties were synthesized from chalcones as starting materials, followed by antimicrobial activity. Chalcones were synthesized by reacting p-methoxy acetophenone or 3,4-(methylenedioxy)acetophenone with various aldehydes that were synthesized using Claisen-Schmidt condensation. Subsequently, the obtained products underwent cyclization with hydroxylamine hydrochloride to yield the corresponding 2-isoxazoline derivatives. The synthesized isoxazolines have been characterized via 1H-NMR, FTIR, and GC-Mass spectroscopy. The new derivatives were screened for their activity against different bacterial species as well as Candida albicans and exhibited moderate to excellent activity as new antimicrobial agents. A docking study was conducted on most potent derivatives against glucoseamine-6-phosphate synthase (GlcN-6-P), the target enzyme for antimicrobial agents. The study aimed to understand how the discovered derivatives interact with the binding pocket residues of the enzyme.

Keywords

Synthesis, Chalcones, Isoxazoline, Claisen-Schmidt, Docking study

Supporting Institution

Baghdad university, Bassrah University, Samaraa University

Thanks

thanks to department of chemistry, Mustansiriya University, Dr. Ahmed Mutanabbi and Dr. Abdulkadir Mohammed Noori Thanks to the Department of Chemistry, College of Science, University of Mustansiriyah, Baghdad, Iraq, for supplying them with the chemicals and instruments required for this research.

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