Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1379409 | Bioorganic & Medicinal Chemistry Letters | 2005 | 4 Pages |
Abstract
A new class of 1,3-diphenylprop-2-yn-1-ones possessing a p-MeSO2 COX-2 phamacophore on the C-3 phenyl ring was designed for evaluation as dual inhibitors of cyclooxygenase (COX) and lipoxygenase (LOX). Among the group of compounds evaluated, 1-(4-fluorophenyl)-3-(4-methanesulfonylphenyl)prop-2-yn-1-one (11j) exhibited excellent COX-2 inhibitory potency (COX-2 IC50 = 0.1 μM) and selectivity (SI = 300), whereas 1-(4-cyanophenyl)-3-(4-methanesulfonylphenyl)prop-2-yn-1-one (11d) exhibited an optimal combination of COX and LOX inhibition (COX-2 IC50 = 1.0 μM; COX-2 SI = 31.5; 5-LOX IC50 = 1.0 μM; 15-LOX IC50 = 3.2 μM).
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
P.N. Praveen Rao, Qiao-Hong Chen, Edward E. Knaus,