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Synthesis, Antimicrobial and Antioxidant Activities of 2-Isoxazoline Derivatives

Asma K. Alshamari, Mahmoud A. Al‐Qudah, Fedaa Hamadeh, Lo′ay A. Al-Momani, Sultan T. Abu‐Orabi

2020Molecules30 citationsDOIOpen Access PDF

Abstract

A series of derivatives of trans-3-(2,4,6-trimethoxyphenyl)4,5-dihydroisoxazolo-4,5-bis[carbonyl-(4′phenyl)thiosemicarbazide (9) and of trans-3-(2,4,6-trimethoxyphenyl)-4,5-dihydro isoxazolo-4,5-bis(aroylcarbohydrazide) (10a–c) were synthesized from trans-3-(2,4,6-trimethoxyphenyl)-4,5-dihydro-4,5-bis(hydrazenocarbonyl)isoxazole (8). The structures of the compounds were elucidated by both elemental and spectral (IR, NMR, and MS) analysis. Compound 9 shows activity against some bacterial species. No antibacterial activities were observed for compounds 10a–c. The antioxidant activity of the new compounds has been screened. Compound 9 showed higher antioxidant activity using the DPPH (1,1-diphenyl-2-picrylhydrazyl) and ABTS (2’-azino–bis(3-ethylbenzoline-6-sulfonic acid) diammonium salt methods.

Topics & Concepts

ChemistryABTSDPPHAntimicrobialIsoxazoleAntioxidantAntibacterial activityCarbon-13 NMRProton NMRElemental analysisOrganic chemistryStereochemistryMedicinal chemistryNuclear chemistryBacteriaGeneticsBiologySynthesis and biological activitySynthesis and Reactions of Organic CompoundsSynthesis of heterocyclic compounds
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