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IJC-B Vol.47B(08) [August 2008] >


Title: Synthesis and biological activities of new hydroxy-3-pyrazolyl-4H-chromen-4-ones and their O-glucosides
Authors: Hatzade, K M
Taile, V S
Gaidhane, P K
Haldar, A G M
Ingle, V N
Keywords: Chromones
Pyrazoles
Glucopyranosyl bromide
Glucosylation
O-β-D-glucosides
Deacetylation
Biological activity
Issue Date: Aug-2008
Publisher: CSIR
Abstract: The synthesis of a number of 7-hydroxy-3-pyrazolyl-chromen-4H-ones and their O-glucosides has been described. 7-Hydoxy-3-formyl chromen-4H-one 1 on condensation with substituted acetophenones in the presence of piperidine in dry alcohol affords 7-hydroxy-3-(3-oxo-3-arylprop-1-enyl)-4H-chromen-4-ones 2 which on cyclization with phenyl hydrazine hydrochloride leads to the formation of 7-hydroxy-3-(1-phenyl-3-aryl-1H-pyrazol-5-yl)-4H-chromen-4-ones 3. 7-O-β-D-Glucopyranosyloxy-3-(1-phenyl-3-aryl-1H-pyrazol-5-yl)-4H-chromen-4-ones 5 have been synthesized by the reaction of 2, 3, 4, 6-tetra-O-acetyl-⍺-D-glucopyranosyl bromide with potassium salt of 3 followed by deacetylation with Zn(CH₃COO)₂ in absolute methanol. Some of the newly synthesized compounds have been screened for their antimicrobial and antioxidant activity.
Page(s): 1260-1270
ISSN: 0376-4699
Source:IJC-B Vol.47B(08) [August 2008]

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