RESUMEN

Resorcinarene oxazines bearing four TEMPO fragments at the wide rim of the macrocycle were prepared through the aminomethylation of resorcinarene octols with 4-amino-TEMPO and formaldehyde. Tetra-TEMPO resorcinarenes are efficient scavengers of 1,1-diphenyl-2-picrylhydrazyl radicals. The model studies revealed that macrocyclic structure and intramolecular hydrogen bonding make considerable contribution to antiradical activity of these compounds. Tetra-TEMPO resorcinarenes show also superoxide dismutase-like activity and efficiently inhibit ABAP-induced peroxidation of linoleic acid.

Asunto(s)

Antioxidantes/síntesis química , Calixarenos/síntesis química , Depuradores de Radicales Libres/síntesis química , Radicales Libres/antagonistas & inhibidores , Óxidos de Nitrógeno/síntesis química , Fenilalanina/análogos & derivados , Antioxidantes/metabolismo , Antioxidantes/farmacología , Unión Competitiva , Calixarenos/farmacología , Depuradores de Radicales Libres/farmacología , Radicales Libres/química , Óxidos de Nitrógeno/farmacología , Fenilalanina/síntesis química , Fenilalanina/farmacología , Superóxidos/química , Superóxidos/metabolismo