REGIO-AND STEREOSELECTIVITY OF 1,3-DIPOLAR CYCLOADDITION REACTION OF CINNARIZINE DRUG WITH CHIRAL NITRONES, AND THEIR ANTIMICROBIAL ACTIVITY

Abstract

2-Methyl-3-(Aryl)-4(phenyl)-5-(1-methylene-4-diphenylmethylpiperazine) isoxazolidine (3a-j) have been prepared by 1,3-dipolar cycloaddition reaction of the synthesized C-aryl-N-methylnitrones (1a-j) with Cinnarizine and some physical properties (melting points (m.p), Retardation Factor (Rf), etc) that were taken of these novel isoxazolidines. The structural properties of isoxazolidine and nitrones were analyzed by Fourier-transform infrared FT-IR spectroscopy,1 H nuclear magnetic resonance NMR spectroscopy,13 C-NMR spectroscopy. The relative product formulations were determined from1 H–1 H NOESY,1 H-13 C-HMQC NMR spectrum for some of the compounds and biological evaluation for synthesized derivatives were studied using the disc diffusion process against selected Escherichia coli, and Staphylococcus aurous bacteria also against pathogenic fungi Candida Albicans and Microsporum gypsum compared with the standard drugs isoxazolidine (3d,3f) revealed high activity against staphylococcus aureus, and Escherichia coli as well as complete inhibition of growth against pathogenic fungi Candida Albicans and Microsporum gypsum.