Resolution of etodolac and antiinflammatory and prostaglandin synthetase inhibiting properties of the enantiomers.
Etodolac, 1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid, a clinically effective analgesic and antiinflammatory agent, has been resolved via a chromatographic separation of its diastereoisomeric esters with (-)-borneol. The effects of the enantiomers were studied in vitro on prostaglandin synthetase and on adjuvant-induced arthritis in rats. The biochemical and pharmacological results show that virtually all of the effects of etodolac are due to the (+) enantiomer.
D000085:Acetates / Q000302:isolation & purification* / Q000627:therapeutic use; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000627:therapeutic use*; D001169:Arthritis, Experimental / Q000188:drug therapy; D002851:Chromatography, High Pressure Liquid; D016861:Cyclooxygenase Inhibitors; D017308:Etodolac; D008297:Male; D051381:Rats; D011919:Rats, Inbred Strains; D013237:Stereoisomerism
D000085:Acetates; D000893:Anti-Inflammatory Agents; D016861:Cyclooxygenase Inhibitors; D017308:Etodolac