(+)-(S)-trujillon, (+)-(S)-4-(2,2-diphenyl-1,3,2-oxazabolidin-5-oxo)propionic acid, a novel glutamatergic analog, modifies the activity of globus pallidus neurons by selective NMDA receptor activation

Chirality. 2011 Jul;23(6):429-37. doi: 10.1002/chir.20594. Epub 2008 Jun 20.

Abstract

Decreased levels of glutamate and changes in several markers of glutamatergic function occur in movement disorders and chronic psychiatric illnesses. Ionotropic glutamate receptors have been implicated in neuronal cell death, and have, therefore, been related to the process of neurodegenerative diseases. Drugs that interact with the glutamatergic system are important tools for the development of better therapies. We examined the effect of a new glutamatergic analog, (+)-(S)-4-(2,2-diphenyl-1,3,2-oxazabolidin-5-oxo)propionic acid, (+)-(S)-Trujillon, on the spontaneous globus pallidus neuronal activity of the anesthetized rat. (+)-(S)-Trujillon excited most pallidal neurons in a dose-dependent manner. Furthermore, blockade of NMDA receptors (NMDARs) inhibited the (+)-(S)-Trujillon-induced excitation, whereas blockade of AMPA/kainate receptors did not. In addition, computational docking studies showed micromolar-range affinities of (+)-(S)-Trujillon for NR2A NMDARs. Our results indicate that (+)-(S)-Trujillon selectively activates NMDARs, an effect that could prove to be a useful tool in the analysis of motor, behavioral, and cognitive disorders, where NMDAR-mediated signaling is altered.

MeSH terms

  • Animals
  • Basal Ganglia / physiology
  • Boron Compounds / chemistry*
  • Dose-Response Relationship, Drug
  • Globus Pallidus / cytology
  • Globus Pallidus / drug effects*
  • Glutamic Acid / analogs & derivatives*
  • Glutamic Acid / chemistry
  • Glutamic Acid / metabolism
  • Male
  • Motor Activity / physiology
  • N-Methylaspartate / chemistry
  • Neurons / drug effects*
  • Rats
  • Rats, Wistar
  • Receptors, Ionotropic Glutamate / agonists
  • Receptors, Ionotropic Glutamate / metabolism
  • Receptors, Kainic Acid / agonists*
  • Receptors, Kainic Acid / metabolism
  • Receptors, N-Methyl-D-Aspartate / agonists*
  • Receptors, N-Methyl-D-Aspartate / metabolism

Substances

  • Boron Compounds
  • Receptors, Ionotropic Glutamate
  • Receptors, Kainic Acid
  • Receptors, N-Methyl-D-Aspartate
  • trujillon
  • Glutamic Acid
  • N-Methylaspartate