Antiinflammatory and aldose reductase inhibitory activity of some tricyclic arylacetic acids.
A number of dibenztropone, dibenzsuberone, dibenzoxepin, and dibenzthiepin acetic acids were synthesized and tested for antiinflammatory/analgesic activity and also for their ability to inhibit rabbit lens aldose reductase (AR). It was found that the structural requirements for antiinflammatory/analgesic activity, believed to be mediated by inhibition of cyclooxygenase, were much more stringent than were those for AR inhibition. For example, the introduction of a hydroxyl group into positions 1, 4, 6, 7, or 8 on dibenzsuberone-2-acetic acid (1a) had relatively little effect on AR inhibition, but caused wide variations in antiinflammatory/analgesic activity.
D000085:Acetates / Q000138:chemical synthesis / Q000494:pharmacology*; D000449:Aldehyde Reductase / Q000037:antagonists & inhibitors*; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D016861:Cyclooxygenase Inhibitors; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000494:pharmacology*; D008297:Male; D051379:Mice; D011817:Rabbits; D051381:Rats; D013329:Structure-Activity Relationship; D013401:Sugar Alcohol Dehydrogenases / Q000037:antagonists & inhibitors*
D000085:Acetates; D000893:Anti-Inflammatory Agents; D016861:Cyclooxygenase Inhibitors; D006571:Heterocyclic Compounds; D013401:Sugar Alcohol Dehydrogenases; D000449:Aldehyde Reductase