2-Substituted 3-(aminooxy)propanamines as inhibitors of ornithine decarboxylase: Synthesis and biological activity

Article abstract of DOI:10.1021/jm00086a003

1-Amino-3-(aminooxy)-2-propanol (6a) has been synthesized and found to inhibit rat liver ornithine decarboxylase (ODC) with an IC₅₀ in the nanomolar range. Compound 6a served as a basis for the design of new enzyme inhibitors, which led to the identification of 3-(aminooxy)-2- fluoropropanamine (15) as a new powerful enzyme blocker. Compound 15 inhibited ODC at 3 times lower concentrations than 6a and 3- (aminooxy)propanamine (APA), and it was superior to APA as an antiproliferative agent in inhibiting the growth of human T₂₄ bladder carcinoma cells in vitro.