Syntheses and GABA receptor binding properties of 4-amino-1-, 2-, and 3- hydroxybutylphosphinic acids

Article abstract of DOI:10.1016/S0040-4020(98)01069-2

Novel racemic 4-amino-1-, 2-, and 3-hydroxybutylphosphinic acids and the corresponding 4-amino-1-, 2-, and 3-hydroxybutyl methylphosphinic acids have been synthesized. The phosphinic acid groups are bioisosteres of the carboxylic acid group, and some of these hydroxy amino acids are GABA(B) antagonists. The novel phosphinic acids were evaluated for their GABA(A) and GABA(B) receptor binding properties using rat brain synaptosomes and were also tested for GABAergic activity in a guinea pig ileum model. None of the phosphinic acids tested were found to be active.