6-chloro-7-methyl-3', 4'-dimethoxyflavone - a potent selective COX-2 inhibitor.
Some unnatural chalcones (1a-q) and flavones (2a-d) have been synthesized and evaluated for their antiinflammatory activity using carrageenan-induced rat paw edema assay. The flavone 2c (6-Chloro-7-methyl-3', 4'- dimethoxyflavone) had higher anti-inflammatory activity and superior gastrointestinal safety profiles than the reference drug celecoxib. Compound 2c showed almost two times better selective inhibitory activity towards COX-2 enzyme than celecoxib. 2'-Hydroxychalcones (1a-h) showed moderate to strong anti-inflammatory activity (38.6-82.4 % at 3h and 52.4-80.2 % at 5h). Among 2'-methoxychalcones (1i-q) 1k and 1q exhibited maximum activity 82.6% (at 3h) and 84.3% (at 5h) respectively.
Department of Chemistry, Faculty of Science, Jamia Hamdard (Hamdard University), New Delhi 110 062, India.
Rafia
R
Bashir
Kalim
K
Javed
Shafiya
S
Yaseen
Syed
S
Ovais
Pooja
P
Rathore
Hinna
H
Hamid
M S
MS
Alam
Mohammed
M
Samim
Surender
S
Singh
Vinod
V
Nair
D000818:Animals; D000068579:Celecoxib; D047188:Chalcones / Q000737:chemistry* / Q000494:pharmacology; D052246:Cyclooxygenase 2 Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D005260:Female; D047309:Flavones / Q000737:chemistry* / Q000494:pharmacology; D008297:Male; D011720:Pyrazoles / Q000494:pharmacology; D051381:Rats; D017208:Rats, Wistar; D013449:Sulfonamides / Q000494:pharmacology
C588073:6-chloro-7-methyl-3',4'-dimethoxyflavone; D047188:Chalcones; D052246:Cyclooxygenase 2 Inhibitors; D047309:Flavones; D011720:Pyrazoles; D013449:Sulfonamides; D000068579:Celecoxib