6-Acyl-4-aryl/alkyl-5,7-dihydroxycoumarins as anti-inflammatory agents.
A series of coumarin derivatives were synthesized in two steps from phloroglucinol. The anti-inflammatory activities of these derivatives were evaluated by means of inhibiting NO production in LPS-induced RAW 264.7 cells. Derivatives 3, 8, 10, 11, and 13 exhibited low micromolar levels of anti-inflammatory activities, and these derivatives also protected DNA against hydroxyl radical attack. Coumarin derivative 8 was the most potent derivative among those tested herein against NO production in LPS-induced RAW 264.7 cells with an IC(50) value of 7.6 microM, and it effectively reduced the hydroxyl radical production by 50% at 100 microM in the electron spin resonance study.
Department of Biochemistry, Taipei Medical University, Taiwan, ROC.
Chun-Mao
CM
Lin
Sheng-Tung
ST
Huang
Fu-Wei
FW
Lee
Hsien-Saw
HS
Kuo
Mei-Hsiang
MH
Lin
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002478:Cells, Cultured; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D004247:DNA / Q000187:drug effects; D004249:DNA Damage; D005609:Free Radicals / Q000378:metabolism; D020128:Inhibitory Concentration 50; D008070:Lipopolysaccharides / Q000633:toxicity; D051379:Mice; D009569:Nitric Oxide / Q000378:metabolism; D010696:Phloroglucinol / Q000737:chemistry
D000894:Anti-Inflammatory Agents, Non-Steroidal; D003374:Coumarins; D005609:Free Radicals; D008070:Lipopolysaccharides; D009569:Nitric Oxide; D004247:DNA; D010696:Phloroglucinol