Positive allosteric modulation of the human cannabinoid (CB) receptor by RTI-371, a selective inhibitor of the dopamine transporter

Br J Pharmacol. 2009 Apr;156(7):1178-84. doi: 10.1111/j.1476-5381.2009.00124.x. Epub 2009 Feb 18.

Abstract

Background and purpose: In our search for an indirect dopamine agonist as therapy for cocaine addiction, several selective inhibitors of the dopamine transporter (DAT), which are 3-phenyltropane analogues, were assayed for their effect on locomotor activity in mice. Interestingly, several of the compounds showed a poor correlation between stimulation of locomotion and DAT inhibition. One of the compounds, 3beta-(4-methylphenyl)-2beta-[3-(4-chlorophenyl)isoxazol-5-yl]tropane (RTI-371), was shown to cross the blood-brain barrier, by binding studies in vivo, and block cocaine-induced locomotor stimulation. As poor pharmacokinetics could not explain the behavioural effects of RTI-371, this compound was screened through our functional assays for activity at other CNS receptors. Initial screening identified RTI-371 as a positive allosteric modulator of the human CB(1) (hCB(1)) receptor.

Experimental approach: The effect of RTI-371 and other DAT-selective inhibitors on CP55940-stimulated calcium mobilization was characterized in a calcium mobilization-based functional assay for the hCB(1) receptor. Selected compounds were also characterized in a similar assay for human mu opioid receptor activation to assess the specificity of their effects.

Key results: RTI-371 and several other DAT-selective inhibitors with atypical actions on locomotor behaviour increased the efficacy of CP55940 in a concentration-dependent manner.

Conclusions and implications: These results suggest that the lack of correlation between the DAT-binding affinity and locomotor stimulation of RTI-371 could be due at least in part to its activity as a positive modulator of the hCB(1) receptor.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Allosteric Regulation
  • Animals
  • CHO Cells
  • Calcium / metabolism
  • Cricetinae
  • Cricetulus
  • Cyclohexanols / pharmacology
  • Dopamine Plasma Membrane Transport Proteins / antagonists & inhibitors*
  • Humans
  • Isoxazoles / pharmacology*
  • Male
  • Mice
  • Motor Activity / drug effects
  • Receptor, Cannabinoid, CB1 / physiology*
  • Receptors, Opioid, mu / agonists
  • Tropanes / pharmacology*

Substances

  • 3beta-(4-methylphenyl)-2beta-(3-(4-chlorophenyl)isoxazol-5-yl)tropane
  • Cyclohexanols
  • Dopamine Plasma Membrane Transport Proteins
  • Isoxazoles
  • Receptor, Cannabinoid, CB1
  • Receptors, Opioid, mu
  • Tropanes
  • 3-(2-hydroxy-4-(1,1-dimethylheptyl)phenyl)-4-(3-hydroxypropyl)cyclohexanol
  • Calcium