RESUMEN

We describe herein a convenient straightforward synthesis of 5-amino-substituted 1,2,4-oxadiazoles, upon the reactions of amidoximes with carbodiimides, as well as their further derivatization to acetamides, in good yields. Most of the compounds exhibited in general low interaction with the stable radical 1,1-diphenyl-2-picryl-hydrazyl. Compounds 32 and 39 inhibited significantly soybean lipoxygenase. Selected compounds were screened for their in vivo anti-inflammatory activity using the carrageenin paw edema model and showed significant anti-inflammatory activity (26, 51%). The ability of the compounds to release NO in the presence of a thiol factor has been also investigated.

Asunto(s)

Antiinflamatorios no Esteroideos/síntesis química , Antiinflamatorios no Esteroideos/farmacología , Edema/tratamiento farmacológico , Oxadiazoles/síntesis química , Oxadiazoles/farmacología , Animales , Antiinflamatorios no Esteroideos/química , Carragenina , Modelos Animales de Enfermedad , Edema/inducido químicamente , Femenino , Lipooxigenasa/metabolismo , Masculino , Estructura Molecular , Oxadiazoles/química , Ratas , Ratas Endogámicas F344 , Glycine max/enzimología , Estereoisomerismo , Relación Estructura-Actividad