Structure-activity relations of inhibitory effects of various flavonoids on lipopolysaccharide-induced prostaglandin E2 production in rat peritoneal macrophages: comparison between subclasses of flavonoids.
A study of the structure-activity relations of the inhibitory effect of flavonoids on lipopolysaccharide (LPS)-induced prostaglandin production was carried out via a comparative examination of 39 flavonoids and related compounds. A comparison of the subclasses showed that flavones were most effective, followed by flavanones. Flavonols were less effective than those two groups. These results suggest that the C2-C3 double-bond and 4-oxo functional group of the C-ring are important factors for the high inhibition activities. Flavonoids showed the strongest inhibitory effect on the expression of Cox-2 protein. These results help to explain part of the reason for the pharmacological efficacy of flavonoids as anti-inflammatory compounds.
Takano-Ishikawa
Y
Y
National Food Research Institute, Kannondai, Tsukuba, Ibaraki, Japan.
Goto
M
M
Yamaki
K
K
D000199:Actins / Q000187:drug effects; D000704:Analysis of Variance; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000145:classification / Q000494:pharmacology*; D015153:Blotting, Western / Q000379:methods; D051545:Cyclooxygenase 1 / Q000187:drug effects; D051546:Cyclooxygenase 2 / Q000187:drug effects; D015232:Dinoprostone / Q000032:analysis / Q000037:antagonists & inhibitors / Q000096:biosynthesis*; D005419:Flavonoids / Q000737:chemistry* / Q000145:classification / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D017737:Macrophages, Peritoneal / Q000187:drug effects* / Q000378:metabolism; D008297:Male; D008565:Membrane Proteins / Q000187:drug effects; D051381:Rats; D017207:Rats, Sprague-Dawley; D013329:Structure-Activity Relationship
D000199:Actins; D000893:Anti-Inflammatory Agents; D005419:Flavonoids; D008565:Membrane Proteins; D051545:Cyclooxygenase 1; D051546:Cyclooxygenase 2; C496513:Ptgs1 protein, rat; C489691:Ptgs2 protein, rat; D015232:Dinoprostone