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 A (> 96% ee) was synthesized by the condensation of E isomer rich nitrone 4 (> 98% ee) with butyl acrylate in an inert solvent. Obtained isoxazolidine was screened for its antifungal activity against Aspergillus niger, Cephalosporium acremonitum, Fusarium moniliforme by using Nystatin as positive control. It was also tested for its antibacterial activity against Bacillus subtilis, Escherichia coli, and Staphylococcus aureus by using Streptomycin as positive control. Enhanced antifungal activity was observed in isoxazolidine of > 96% ee compared to the isoxazolidine of > 69% ee (B), and enhancement was not observed in antibacterial activity. (c) 2005 Elsevier Ltd. All rights reserved.