Agonist-like character of the (R)-enantiomer of 1-hydroxy-3-amino-pyrrolid-2-one (HA-966)

Eur J Pharmacol. 1991 Sep 12;208(1):25-9. doi: 10.1016/0922-4106(91)90047-l.

Abstract

HA-966 (1-hydroxy-3-amino-pyrrolid-2-one), an antagonist at the strychnine-insensitive glycine site on the N-methyl-D-aspartate (NMDA) receptor complex, only partially inhibits the binding of noncompetitive antagonists to the NMDA receptor but enhances the binding of the NMDA competitive antagonist CPP (3-(2-carboxypiperazin-4-yl)propyl-1-phosphonic acid). Here we report that the IC50 of the active (R)-enantiomer of HA-966 for displacement of [3H]glycine binding is decreased in the presence of spermine, suggesting that spermine increases the affinity of (R)-HA-966 at the [3H]glycine binding site. The IC50 values of the agonist glycine and the partial agonist 1-aminocyclopropane-1-carboxylate are also decreased. The IC50 values of glycine antagonists 6,7-dinitroquinoxalin-2,3-dione and 7-chlorokynurenic acid are not significantly altered. The spermine shift represents the first demonstration of the agonist-like character of the (R)-enantiomer of HA-966 at the glycine site.

MeSH terms

  • Amino Acids / pharmacology
  • Amino Acids, Cyclic*
  • Animals
  • Binding, Competitive
  • Dose-Response Relationship, Drug
  • Glycine / chemistry
  • Glycine / metabolism*
  • Kynurenic Acid / analogs & derivatives
  • Kynurenic Acid / pharmacology
  • Male
  • Pyrrolidinones / chemistry
  • Pyrrolidinones / pharmacology*
  • Quinoxalines / pharmacology
  • Rats
  • Rats, Inbred Strains
  • Receptors, N-Methyl-D-Aspartate / drug effects
  • Receptors, N-Methyl-D-Aspartate / metabolism*
  • Spermine / pharmacology*
  • Stereoisomerism
  • Synaptosomes / drug effects
  • Synaptosomes / metabolism*

Substances

  • Amino Acids
  • Amino Acids, Cyclic
  • Pyrrolidinones
  • Quinoxalines
  • Receptors, N-Methyl-D-Aspartate
  • Spermine
  • 1-aminocyclopropane-1-carboxylic acid
  • FG 9041
  • 1-hydroxy-3-amino-2-pyrrolidone
  • Kynurenic Acid
  • 7-chlorokynurenic acid
  • Glycine