13C bis-labeled pyrroles: a tool for the identification of the rat metabolism of 3-methyl pyrrole-2,4-dicarboxylic acid 2-propyl ester 4-(1,2,2-trimethyl-propyl) ester

Fabrizio Micheli; Paolo Cavanni; Romano Di Fabio; Daniele Donati; Mahmoud Hamdan; Stefano Provera; Maria Elvira Tranquillini; Giovanni Vitulli

doi:10.1016/j.bmcl.2006.11.039

13C bis-labeled pyrroles: a tool for the identification of the rat metabolism of 3-methyl pyrrole-2,4-dicarboxylic acid 2-propyl ester 4-(1,2,2-trimethyl-propyl) ester

Bioorg Med Chem Lett. 2007 Feb 15;17(4):969-73. doi: 10.1016/j.bmcl.2006.11.039. Epub 2006 Nov 16.

Authors

Fabrizio Micheli¹, Paolo Cavanni, Romano Di Fabio, Daniele Donati, Mahmoud Hamdan, Stefano Provera, Maria Elvira Tranquillini, Giovanni Vitulli

Affiliation

¹ GlaxoSmithKline Medicines Research Centre, Via Fleming 4, 37135 Verona, Italy. Fabrizio.E.Micheli@gsk.com

PMID: 17157010
DOI: 10.1016/j.bmcl.2006.11.039

Abstract

Following the recent disclosure of 3-methyl pyrrole-2,4-dicarboxylic acid 2-propyl ester 4-(1,2,2-trimethyl-propyl) ester as a potent and selective mGluR1 non-competitive antagonist, the use of a doubly (13)C-labeled analogue to identify, and consequently prevent, metabolically labile positions is reported.

MeSH terms

Animals
Carbon Radioisotopes / chemistry
Esters*
Indicators and Reagents
Isotope Labeling
Magnetic Resonance Spectroscopy
Mass Spectrometry
Pyrroles*
Rats
Receptors, Metabotropic Glutamate / antagonists & inhibitors*
Structure-Activity Relationship

Substances

3,5-dimethyl pyrrole-2,4-dicarboxylic acid 2-propyl ester 4-(1,2,2-trimethyl-propyl) ester
Carbon Radioisotopes
Esters
Indicators and Reagents
Pyrroles
Receptors, Metabotropic Glutamate
metabotropic glutamate receptor type 1