Probing the “Active Site” of Diamine Oxidase: Structure-Activity Relations for Histamine Potentiation by O-Alkylhydroxylamines on Colonic Epithelium 1

The responses of the canine colonic epithelium to histamine are potentiated by O-alkylhydroxylamines. A study of a series of such compounds suggested that active compounds had the structure R-O-NH2, substitution of a nitrogen led to total loss of activity. The locus of the potentiation effect was traced to the inhibition of diamine oxidase. A new series of aliphatic and aromatic O-alkylhydroxylamines were synthesized to explore further the …