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2005
Polyphenylalkene derivatives
Q 0740
Design and Synthesis of (E)-1,1,2-Triarylethenes: Novel Inhibitors of the Cyclo(COX-2) Isozyme. — A novel class of 1,1,2-triarylethenes (V)
19- 104 oxygenase-2
(8 examples) are synthesized via an (E)-selective Takeda olefination reaction of thioacetal (I) with ketones (II). COX-1/COX-2 isoenzyme inhibition structure-activity
studies identify ethylene (Vc) as a highly potent and selective COX-2 inhibitor, that is
2.2-fold more potent and 6.7-fold more selective than celecoxib, or 16-fold more potent
and 15.8-fold more selective than rofecoxib. — (UDDIN, M. J.; RAO, P. N. P.;
MCDONALD, R.; KNAUS*, E. E.; Bioorg. Med. Chem. Lett. 15 (2005) 2, 439-442;
Fac. Pharm. Pharm. Sci., Univ. Alberta, Edmonton, Alberta T6G 2N8, Can.; Eng.) —
R. Staver
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