Homologues and isomers of noladin ether, a putative novel endocannabinoid: interaction with rat cannabinoid CB(1) receptors

Bioorg Med Chem Lett. 2003 Jan 6;13(1):43-6. doi: 10.1016/s0960-894x(02)00839-9.

Abstract

Two regioisomers and 13 analogues of the putative endocannabinoid noladin ether (2-arachidonyl glyceryl ether, 2-AGE, 1) were synthesized and tested for their interaction with CB(1) receptors in rat brain membranes. The results showed that a C-20 tetra-unsaturated moiety is necessary for high affinity, and that a series of alkyl glyceryl ethers of potential occurrence in brain tissues have less affinity than 2-AGE for CB(1) receptors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Brain / ultrastructure
  • Cannabinoid Receptor Modulators
  • Cell Membrane / chemistry
  • Endocannabinoids
  • Fatty Acids, Unsaturated / chemical synthesis*
  • Fatty Acids, Unsaturated / chemistry
  • Fatty Acids, Unsaturated / metabolism
  • Glycerides / chemistry*
  • Glycerides / metabolism
  • Protein Binding
  • Radioligand Assay
  • Rats
  • Receptors, Cannabinoid
  • Receptors, Drug / chemistry*
  • Receptors, Drug / metabolism
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Cannabinoid Receptor Modulators
  • Endocannabinoids
  • Fatty Acids, Unsaturated
  • Glycerides
  • Receptors, Cannabinoid
  • Receptors, Drug
  • noladin ether