Carbohydrates U 0500 Synthesis and Biological Activities of New Hydroxy-3-pyrazolyl-4H-chromen--4-ones and TheirO-Glucosides. -The glucosides (VIII) show greater pharmacological significance than their aglycones (V). -(HATZADE, K. M.; TAILE, V. S.; GAIDHANE, P. K.; HALDAR, A. G. M.; INGLE*, V. N.; Indian J.

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in Wiley InterScience (www.interscience.wiley.com).A series of 2-(4-hydroxyphenyl)-4,5-disubstituted imidazoles (1a-e) prepared from a-diketones, ammonium acetate, and p-hydroxybenzaldehyde, which were glucosylated by using a-acetobromoglucose to form 2-(4-O-b-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-b-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 antifungal activity.

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The 7-hydroxy-3-formyl-4H-chromen-4-one 1 reacted with various cyclic 1,2-dicarbonyl compounds in the presence of ammonium acetate to furnish 7-hydroxy-3-([4,5-fused] imidazol-2-yl)-4H-chromen-4-ones 2a-f, which on glucosylation with a-acetobromoglucose affords 2,3,4,6-tetra-O-acetyl-b-D-glucopyranosyloxy-3-([4,5-fused] imidazol-2-yl)-4H-chromen-4-ones 3a -f. 7-O-b-D-Glucopyranosyloxy-3-([4,5-fused] imidazol-2-yl)-4H-chromen-4-ones 4a -f were prepared by deacetylation with anhydrous zinc acetate in absolute methanol. The structure of these new O-b-D-glucosides was established on the basis of chemical, elemental, and spectral analysis. These compounds were evaluated for their in vitro biological activity.