Abstract
A novel class of acyclic 1,1,2-triaryl (E)-ethenes was designed that were synthesized via an (E)-selective Takeda olefination reaction. Among the group of compounds evaluated, (E)-2-(4-fluorophenyl)-1-(4-methylsulfonylphenyl)-1-phenylethene (10c) emerged as the most potent (COX-2 IC(50)=0.0316 microM), and selective (selectivity index>3164), COX-2 inhibitor.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Animals
-
Binding Sites
-
Cyclooxygenase 2
-
Cyclooxygenase 2 Inhibitors
-
Cyclooxygenase Inhibitors / chemical synthesis*
-
Cyclooxygenase Inhibitors / pharmacology
-
Drug Design
-
Ethylenes / chemical synthesis*
-
Ethylenes / pharmacology
-
Hydrocarbons, Aromatic / chemistry*
-
Inhibitory Concentration 50
-
Isoenzymes / antagonists & inhibitors*
-
Molecular Conformation
-
Prostaglandin-Endoperoxide Synthases / metabolism*
-
Sheep
-
Stereoisomerism
-
Structure-Activity Relationship
Substances
-
Cyclooxygenase 2 Inhibitors
-
Cyclooxygenase Inhibitors
-
Ethylenes
-
Hydrocarbons, Aromatic
-
Isoenzymes
-
ethylene
-
Cyclooxygenase 2
-
Prostaglandin-Endoperoxide Synthases