New diaminoether coumarinic derivatives with anti-inflammatory activity.
Four coumarinyl-oxy-diamines were synthesized and tested as anti-inflammatory agents. pKa and log P were theoretically calculated. These compounds were tested for their ability to interact with 1,1-diphenyl-2-picrylhydrazyl stable free radical (DPPH), to inhibit proteolysis and soybean lipoxygenase (LOX) in vitro. They were found to inhibit proteolysis (82-90%) and soybean lipoxygenase activity (52-79%) very significant. On the contrary, their reducing ability was found to be low (8-22%). The effect of the synthesised compounds on inflammation using the carageenan-induced rat paw oedema model was studied. They showed a potent inhibitory effect on inflammation (37-55%). Both anti-inflammatory and antioxidant activities depended on some structural characteristics of the synthesised compounds.
Hadjipavlou-Litina
D J
DJ
Department of Pharmaceutical Chemistry, School of Pharmacy, Aristotelian University of Thessaloniki, Greece. hadjipav@pharm.auth.gr
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D003374:Coumarins / Q000138:chemical synthesis* / Q000494:pharmacology; D004487:Edema / Q000139:chemically induced / Q000517:prevention & control; D006868:Hydrolysis; D008084:Lipoxygenase / Q000378:metabolism; D008297:Male; D051381:Rats; D011916:Rats, Inbred F344; D013025:Glycine max / Q000201:enzymology; D013329:Structure-Activity Relationship; D014357:Trypsin / Q000737:chemistry
D000894:Anti-Inflammatory Agents, Non-Steroidal; D003374:Coumarins; D008084:Lipoxygenase; D014357:Trypsin