- Turkish Journal of Chemistry
- Vol: 34 Issue: 2
- Synthesis, structural determination, and biological activity of new 7-hydroxy-3-pyrazolyl-4H-chromen...
Synthesis, structural determination, and biological activity of new 7-hydroxy-3-pyrazolyl-4H-chromen- 4-ones and their o-b-D-glucosides
Authors : Structural Determination, And Biological Activity Of New
Pages : 241-254
Doi:10.3906/sag-1206-30
View : 9 | Download : 4
Publication Date : 9999-12-31
Article Type : Makaleler
Abstract :A convenient route to synthesize some new medicinally important 7-hydroxy-3-pyrazolyl chromones (3a-i) is described. The interaction of 7-hydroxy-3-formyl chromone (1) with various substituted acetophenones and further cyclization with hydrazine hydrate in an aprotic solvent followed by condensation with 2, 3, 4, 6-tetra-o-acetyl-a-dglucopyranosyl bromide afforded 2, 3, 4, 6-tetra-o-acetyl-b-d-glucopyranosyloxy-3-(3-aryl-1H-pyrazol-5- yl)-4H-chromen-4-ones (4a-i). Later deacetylation with anhydrous zinc acetate in methanol gave 7-o-b-d-glucopyranosyloxy-3-(3-aryl- 1H-pyrazol-5-yl)-4H-chromen-4-ones (5a-i). These compounds were evaluated for their in vitro antimicrobial and anti-oxidant activity. The structures of these newly synthesized o-glucosides were established by IR, NMR, mass spectra, elemental analysis, and chemical analysis.Keywords : Chromones, pyrazoles, glucopyranosyl bromide, glucosylation, o-b-d-glucosides.