Abstract

Synthesis, Characterization, and Analgesic Activity of (E)-3-(2-amino-4,6dichloropyrimidin-5-yl)-1-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-one Mahapatra DK1*and Asati V2

Author(s): Mahapatra DK and Asati V

Chalcone or 1,3-diphenyl-2E-propene-1-one or benzylideneacetophenone are low molecular weight ligands known to possess tremendous anti-inflammatory, analgesic, anti-gout, and anti-ulcer activities. From the literature, it was evidenced that chalcone with a number of substituents at B-ring (particularly, electron withdrawing groups) of the chalcone scaffold are well-known for expressing pronounced cycloxygenase (COX) and lipoxygenase (LOX) inhibitory potential. Inspiring from the fact, in the present research, a B-ring highly substituted chalcone was fabricated from 1-(benzo[d][1,3]dioxol-5-yl)ethanone and 2-amino-4,6-dichloropyrimidine-5-carbaldehyde using Claisen-Schmidt reaction and the structure was elucidated by sophisticated analytical techniques like FT-IR spectroscopy, 1H-NMR spectroscopy, mass spectroscopy, and elemental analysis. The analgesic activity was explored in Swiss albino rats by employing the acetic-acid induced writing model. The chalcone displayed noteworthy analgesic activity of 40.12% after 3 hrs. A significant reduction in the writing was observed in the Swiss albino rats. However, the degree of biological activity was found to be lower than that of the standard drug, diclofenac sodium. The study expressively indicated towards the analgesic potentials of the highly substituted chalcone which rejuvenated the importance of small molecules in modern pharmacotherapeutics. The study will motivate global researchers and will open new avenues in the rational development of natural products based NSAIDs.


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