Synthesis of ethanone and ethanol derivatives of 2-benzoxazolinone; potent analgesic and antiinflammatory compounds inhibiting prostaglandin E2.
Sixteen new ethanone and ethanol derivatives of 6-acyl-2-benzoxazolinones were synthesized and their chemical structures elucidated by IR, 1H-NMR and elemental analysis. Analgesic activities of these compounds were investigated by modified Koster test and constant temperature hot plate test. All the compounds showed higher analgesic activity than aspirin. Therefore the compounds were tested for their antiinflammatory activities using the carrageenan hind-paw edema test. All the compounds that showed high antiinflammatory activity were then further assayed for their ability to inhibit prostaglandin E2 (PGE2) induced paw edema. None of the compounds induced gastric ulceration.
Erol
D D
DD
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey.
Aytermir
M D
MD
Gümüsel
B
B
Demirdamar
R
R
D000098:Acetophenones / Q000737:chemistry; D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000494:pharmacology; D015232:Dinoprostone / Q000037:antagonists & inhibitors*; D004487:Edema / Q000139:chemically induced / Q000517:prevention & control; D000431:Ethanol; D005260:Female; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D010080:Oxazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D010147:Pain Measurement / Q000187:drug effects; D011448:Prostaglandin Antagonists / Q000138:chemical synthesis* / Q000494:pharmacology; D013276:Stomach Ulcer / Q000139:chemically induced / Q000517:prevention & control
D000098:Acetophenones; D000894:Anti-Inflammatory Agents, Non-Steroidal; D010080:Oxazoles; D011448:Prostaglandin Antagonists; D000431:Ethanol; D015232:Dinoprostone