WAY-855 (3-amino-tricyclo[2.2.1.02.6]heptane-1,3-dicarboxylic acid): a novel, EAAT2-preferring, nonsubstrate inhibitor of high-affinity glutamate uptake

Br J Pharmacol. 2003 Nov;140(5):839-46. doi: 10.1038/sj.bjp.0705509. Epub 2003 Sep 29.

Abstract

The pharmacological profile of a novel glutamate transport inhibitor, WAY-855 (3-amino-tricyclo[2.2.1.0(2.6)]heptane-1,3-dicarboxylic acid), on the activity of the human forebrain glutamate transporters EAAT1, EAAT2 and EAAT3 expressed in stable mammalian cell lines and in Xenopus laevis oocytes is presented. WAY-855 inhibited glutamate uptake mediated by all three subtypes in a concentration-dependent manner, with preferential inhibition of the CNS-predominant EAAT2 subtype in both cells and oocytes. IC50 values for EAAT2 and EAAT3 inhibition in cells were 2.2 and 24.5 microM, respectively, while EAAT1 activity was inhibited by 50% at 100 microM (IC50 values determined in oocytes were 1.3 microM (EAAT2), 52.5 microM (EAAT3) and 125.9 microM (EAAT1)). Application of WAY-855 to EAAT-expressing oocytes failed to induce a transporter current, and the compound failed to exchange with accumulated [3H]d-aspartate in synaptosomes consistent with a nonsubstrate inhibitor. WAY-855 inhibited d-aspartate uptake into cortical synaptosomes by a competitive mechanism, and with similar potency to that observed for the cloned EAAT2. WAY-855 failed to agonise or antagonise ionotropic glutamate receptors in cultured hippocampal neurones, or the human metabotropic glutamate receptor subtype 4 expressed in a stable cell line. WAY-855 represents a novel structure in glutamate transporter pharmacology, and exploration of this structure might provide insights into the discrimination between EAAT2 and other EAAT subtypes.

MeSH terms

  • Amino Acid Transport System X-AG / antagonists & inhibitors
  • Amino Acid Transport System X-AG / metabolism
  • Animals
  • CHO Cells
  • Cell Line
  • Cricetinae
  • Dogs
  • Dose-Response Relationship, Drug
  • Excitatory Amino Acid Transporter 2 / antagonists & inhibitors*
  • Excitatory Amino Acid Transporter 2 / metabolism*
  • Glutamic Acid / metabolism*
  • Heptanes / chemistry
  • Heptanes / pharmacology*
  • Heterocyclic Compounds, 3-Ring / chemistry
  • Heterocyclic Compounds, 3-Ring / pharmacology*
  • Humans
  • Neurotransmitter Uptake Inhibitors / chemistry
  • Neurotransmitter Uptake Inhibitors / pharmacology*
  • Rats

Substances

  • 3-aminotricyclo(2.2.1.02.6)heptane-1,3-dicarboxylic acid
  • Amino Acid Transport System X-AG
  • Excitatory Amino Acid Transporter 2
  • Heptanes
  • Heterocyclic Compounds, 3-Ring
  • Neurotransmitter Uptake Inhibitors
  • Glutamic Acid