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Two series of bis [2- (E-2-alkenoylamino) ethyl] disulfides (compds. I) and 2- (E-alkenoyl-amino) ethyl carbamoylmethyl sulfides (compds. II) were synthesized from 2-trans unsaturated fatty acids (C6 : 1-C14 : 1) and cystamine, and their effects on carrageenin-induced paw edema were studied. Several of compds. I and II showed significant anti-edema activity at a dose of 25 mg/kg, i. p. These derivatives were much more potent than the starting materials. The alkene chain length influenced the activity. The compounds (compds. I-3, I-8, II-3 and II-8) with C8 : 1 and C13 : 1 fatty acids showed the highest activity in both series. Compounds I-3 and II-3 with the C8 : 1 fatty acid were also effective when administered orally at a dose of 10 mg/kg.

chemical and pharmaceutical bulletin/chemical and pharmaceutical bulletin

Inhibitory effect of bis(2-(E-2-alkenoylamino)ethyl) disulfides and 2-(E-octenoylamino)ethyl carbamoylmethyl sulfides on carrageenin-induced paw edema in rats.