Enhancement in antimicrobial activity of 2-(phenyl)-3-(2-butyl-4-chloro-1H-imidazolyl)-5-butylate isoxazolidine

The trans rich isomer, 2-(phenyl)-3-(2-butyl-4-chloro-1H-imidazolyl)-5-butylate isoxazolidine (>96% ee) was synthesized by the condensation of E isomer rich nitrone (>98% ee) with butyl acrylate in an inert solvent. Thus obtained isoxazolidine was screened for its antifungal activity against Aspergillus niger, Cephalosporium acremonium, Fusarium moniliforme by using nystatin as positive control. It was also tested for its antibacterial activity against Bacillus subtilis, Escherchia coli, and Staphylococcus aureus by using streptomycin as a positive control. Enhanced antifungal activity was observed in isoxazolidine of >96% ee compared to the isoxazolidine of >69% ee, which was reported previously, and enhancement was not observed in antibacterial activity.