Structure and antiinflammatory activity relationships of wogonin derivatives.
A number of wogonin derivatives have been synthesized as congeners of wogonin and evaluated for their inhibitory activities of PGE2 production. Wogonin derivatives modified at the B ring of wogonin were obtained from 2,4-Dihydroxy-3,6-dimethoxyacetophenone (1) via several steps. Most wogonin derivatives exhibited much reduced inhibitory activities against COX-2 catalyzed PGE2 production compared to that of wogonin. Alkylation of 5,7-phenol groups and substitution at the B ring of wogonin generally caused reduction of inhibitory activity.
Jang
Jinhee
J
College of Pharmacy, Kangwon National University, Chuncheon 200-701, Republic of Korea.
Sin
Kwan-Seog
KS
Kim
Hyun Pyo
HP
Park
Haeil
H
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D002460:Cell Line; D052246:Cyclooxygenase 2 Inhibitors / Q000494:pharmacology; D015232:Dinoprostone / Q000378:metabolism; D044950:Flavanones / Q000138:chemical synthesis / Q000494:pharmacology*; D005419:Flavonoids / Q000494:pharmacology; D008070:Lipopolysaccharides; D013329:Structure-Activity Relationship
D000893:Anti-Inflammatory Agents; D052246:Cyclooxygenase 2 Inhibitors; D044950:Flavanones; D005419:Flavonoids; D008070:Lipopolysaccharides; C043561:chrysin; D015232:Dinoprostone; C085514:wogonin