Hemisynthesis and preliminary evaluation of novel endocannabinoid analogues

Bioorg Med Chem Lett. 2003 Jun 16;13(12):1977-80. doi: 10.1016/s0960-894x(03)00348-2.

Abstract

Three new endocannabinoid analogues in which amide moiety was replaced either by oxomethylene group or ester moiety with simultaneous substitution of both alpha-hydrogens with methyl groups were synthesized and their abilities to interact with CB1-receptor and FAAH were investigated.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amidohydrolases / antagonists & inhibitors
  • Animals
  • Arachidonic Acids / pharmacology
  • Binding, Competitive
  • Cannabinoid Receptor Modulators / chemical synthesis*
  • Cannabinoid Receptor Modulators / chemistry
  • Cannabinoid Receptor Modulators / pharmacology*
  • Endocannabinoids*
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / pharmacology
  • Ethylene Glycols / pharmacology
  • Polyunsaturated Alkamides
  • Radioligand Assay
  • Rats
  • Receptor, Cannabinoid, CB1 / metabolism

Substances

  • Arachidonic Acids
  • Cannabinoid Receptor Modulators
  • Endocannabinoids
  • Enzyme Inhibitors
  • Ethylene Glycols
  • Polyunsaturated Alkamides
  • Receptor, Cannabinoid, CB1
  • arachidonoylethylene glycol
  • Amidohydrolases
  • fatty-acid amide hydrolase
  • anandamide