Synthesis of quinolinyl and isoquinolinyl phenyl ketones as novel agonists for the cannabinoid CB2 receptor

Bastien Reux; Tapio Nevalainen; Katri H Raitio; Ari M P Koskinen

doi:10.1016/j.bmc.2009.05.013

Synthesis of quinolinyl and isoquinolinyl phenyl ketones as novel agonists for the cannabinoid CB2 receptor

Bioorg Med Chem. 2009 Jul 1;17(13):4441-7. doi: 10.1016/j.bmc.2009.05.013. Epub 2009 May 12.

Authors

Bastien Reux¹, Tapio Nevalainen, Katri H Raitio, Ari M P Koskinen

Affiliation

¹ Laboratory of Organic Chemistry, Helsinki University of Technology, Finland.

PMID: 19477133
DOI: 10.1016/j.bmc.2009.05.013

Abstract

A series of quinolinyl and isoquinolinyl phenyl ketones was synthesized and their CB(2) receptor-dependent G-protein activities were determined using the [(35)S]GTPgammaS binding assay. Both quinoline and isoquinoline derivatives exhibited similar CB(2) receptor agonist activity, the most potent ligands being the 2-(Me(2)N)-phenyl substituted derivatives, which were also full agonists at the CB(2)-receptor.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
CHO Cells
Cricetinae
Cricetulus
Humans
Isoquinolines / chemical synthesis*
Isoquinolines / chemistry
Isoquinolines / pharmacology*
Ketones / chemical synthesis
Ketones / chemistry
Ketones / pharmacology
Protein Binding
Quinolines / chemical synthesis*
Quinolines / chemistry
Quinolines / pharmacology*
Receptor, Cannabinoid, CB2 / agonists*
Receptor, Cannabinoid, CB2 / metabolism*

Substances

Isoquinolines
Ketones
Quinolines
Receptor, Cannabinoid, CB2