Synthesis and Biological Evaluation of Novel 2-(4-o-β-D-Glucosidoxyphenyl)-4,5-disubstituted Imidazoles

A series of 2-(4-hydroxyphenyl)-4,5-disubstituted imidazoles (la-e) prepared from alpha-diketones, ammonium acetate, and p-hydroxybenzaldehyde, which were glucosylated by using alpha-acetobromoglucose to form 2-(4-o-beta-D-2,3,4,6-tetra-o-acetyl-glucosidoxyphenyl)-4,5-disubstituted imidazoles (2a-e) which on catalytic deacetylation with CH(3)ONa in methanol afforded the title compound 2-(4-o-beta-D-glucosidoxyphenyl)-4,5-disubstituted imidazoles (3a-e). Compounds were characterized by elemental analysis and by instrumental technique, similarly the title compounds were investigated for antimicrobial and antifunctal activity.