Journal of Chemical and Pharmaceutical Research (ISSN : 0975-7384)

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Original Articles: 2011 Vol: 3 Issue: 3

Synthesis of some new 1-N- (�Ž�² -D-glucopyranosyl)-2-((1-phenyl-5-aryl)-pyrazol-3-yl) pyrroles and their biological activities

Abstract

2-acetyl pyrrole undergoes condensation with aromatic aldehydes to yield 2-((3-aryl) propan-1- one) pyrroles 1, which on cyclization with phenyl hydrazine gives 2-((1-phenyl, 5-aryl)-pyrazol- 3-yl) pyrroles 2. Reaction of 2, 3, 4, 6-tetra-O-acetyl- β -D-glucopyranosyl bromide with these 2- ((1-phenyl, 5-aryl)-pyrazol-3-yl) pyrroles afford 1-N- (2, 3, 4, 6-tetra-O-acetyl- β -Dglucopyranosyl)- 2-((1-phenyl, 5-aryl)-1H-pyrazol-3-yl) pyrroles 3, which on deacetylation gives 1-N- (β-D-glucopyranosyl)-2-((1-phenyl, 5-aryl)-1H-pyrazol-3-yl) pyrroles 4. The structures of synthesized products have been characterized on the basis of FT-IR, 1HNMR, FAB-MS, optical activity and elemental analysis. The title compounds are found to have antibacterial and antifungal activities.