Dn. Nicolaides et al., SYNTHESIS AND BIOLOGICAL EVALUATION OF SOME 4-(ISOXAZOLINYL OR 1,2,4-OXADIAZOLYL) COUMARINS, Journal of heterocyclic chemistry, 33(3), 1996, pp. 967-971
Reaction of compound 3 with nitrile oxide 4a affords compounds 5a and
6 in 73% and 3% yield respectively, while reaction of 3 with 48 afford
s only compound 5b (85%). Reactions of compound 8 with the nitrile oxi
des 4a,b result in compounds 9a,b. The compound 10, prepared from 1 an
d O-methylhydroxylamine, reacts with nitrile oxide 4b to give the oxad
iazole derivative 12. The above referred coumarins are screened for an
tiinflammatory activity in vivo using the carrageenin rat paw edema an
d in vitro through their antiproteolytic activity and their ability to
inhibit beta-glucuronidase and 12-Lipoxygenase.