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

Inas Sali̇m, Ahmed MUTANABBİ ABDULA, Abdulkadir MOHAMMED NOORİ JASSİM
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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.
从查尔酮衍生的一些新异噁唑啉衍生物的合成、抗菌评价和 Docking 研究
以查耳酮为起始原料合成了含有呋喃分子的新型 2-异噁唑啉衍生物,并对其进行了抗菌活性研究。查耳酮是通过对甲氧基苯乙酮或 3,4-(亚甲基二氧基)苯乙酮与各种醛反应合成的。随后,得到的产物与盐酸羟胺发生环化反应,生成相应的 2-异噁唑啉衍生物。合成的异噁唑啉通过 1H-NMR、傅立叶变换红外光谱和气相色谱-质谱进行了表征。对这些新衍生物进行了筛选,以检测它们对不同细菌种类和白色念珠菌的活性,结果表明它们作为新的抗菌剂具有中等到优异的活性。针对抗菌剂的目标酶--葡萄糖胺-6-磷酸合成酶(GlcN-6-P),对最有效的衍生物进行了对接研究。该研究旨在了解已发现的衍生物如何与酶的结合袋残基相互作用。
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