Metabolically labile cannabinoid esters: a 'soft drug' approach for the development of cannabinoid-based therapeutic drugs

Bioorg Med Chem Lett. 2007 Sep 1;17(17):4878-81. doi: 10.1016/j.bmcl.2007.06.055. Epub 2007 Jun 20.

Abstract

Biphenylic ester derivatives, designed by using a 'soft-drug' approach, proved to possess good binding properties toward cannabinoid CB(1) and CB(2) receptors and, at the same time, their metabolically labile ester portion would promote a rapid systemic inactivation. This may constitute a possible solution to the psychotropic side effects encountered when cannabinoids are therapeutically employed as local analgesic or antiglaucoma agents.

MeSH terms

  • Analgesics / chemistry
  • Animals
  • Cannabinoids / chemistry*
  • Carboxylic Acids / chemistry
  • Chemistry, Pharmaceutical / methods*
  • Drug Design
  • Esters / chemistry*
  • Humans
  • Inhibitory Concentration 50
  • Kinetics
  • Ligands
  • Liver / metabolism
  • Models, Chemical
  • Rats
  • Receptors, Cannabinoid / metabolism*

Substances

  • Analgesics
  • Cannabinoids
  • Carboxylic Acids
  • Esters
  • Ligands
  • Receptors, Cannabinoid