Synthesis and preliminary pharmacological evaluation of the four stereoisomers of (2S)-2-(2'-phosphono-3'-phenylcyclopropyl)glycine, the first class of 3'-substituted trans C1'-2'-2-(2'-phosphonocyclopropyl)glycines

  • Bioorg Med Chem. 2007 May 1;15(9):3161-70. doi: 10.1016/j.bmc.2007.02.040.
Maura Marinozzi  1 ,  Michaela Serpi ,  Laura Amori ,  Monica Gavilan Diaz ,  Gabriele Costantino ,  Udo Meyer ,  Peter J Flor ,  Fabrizio Gasparini ,  Roland Heckendorn ,  Rainer Kuhn ,  Gianluca Giorgi ,  Mette Brunsgaard Hermit ,  Christian Thomsen ,  Roberto Pellicciari
Affiliations
  • 1. Dipartimento di Chimica e Tecnologia del Farmaco, Università di Perugia, Via del Liceo, 1- I-06123 Perugia, Italy.
PMID: 17350267 DOI: 10.1016/j.bmc.2007.02.040
Abstract

Four stereoisomers of (2S)-2-(2'-phosphono-3'-phenylcyclopropyl)glycine were synthesized by a stereocontrolled synthetic procedure and evaluated as mGluRs ligands. The (2S,1'R,2'S,3'R)-isomer (PPCG-2) showed to be a group III mGluRs selective ligand endowed with a moderate potency as mGluR4/mGluR6 Agonist.