Synthesis of heterocyclic enol ethers and their use as group 2 metabotropic glutamate receptor antagonists

Bioorg Med Chem Lett. 1999 Aug 2;9(15):2173-6. doi: 10.1016/s0960-894x(99)00346-7.

Abstract

Heterocyclic enol ethers of type 1 were studied with respect to the inhibition of 1S,3R-ACPD (10 microM)-stimulated GTP gamma35S binding on rat mGluR2 transfected cell membranes. The structure activity relationship with regard to the substitution pattern of the phenyl ring, the oxygen substituent and the nature of the heterocycle is discussed.

MeSH terms

  • Animals
  • Brain / drug effects
  • Brain / metabolism
  • Cell Membrane / drug effects
  • Cell Membrane / metabolism
  • Ethers / chemical synthesis*
  • Ethers / chemistry
  • Ethers / pharmacology
  • Excitatory Amino Acid Antagonists / chemical synthesis*
  • Excitatory Amino Acid Antagonists / chemistry
  • Excitatory Amino Acid Antagonists / pharmacology
  • Guanosine 5'-O-(3-Thiotriphosphate) / metabolism
  • Rats
  • Receptors, Metabotropic Glutamate / antagonists & inhibitors*
  • Structure-Activity Relationship
  • Sulfur Radioisotopes
  • Transfection

Substances

  • Ethers
  • Excitatory Amino Acid Antagonists
  • Receptors, Metabotropic Glutamate
  • Sulfur Radioisotopes
  • metabotropic glutamate receptor 2
  • Guanosine 5'-O-(3-Thiotriphosphate)