title: 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.
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.
authors.affiliation: Dipartimento di Chimica e Tecnologia del Farmaco, Università di Perugia, Via del Liceo, 1- I-06123 Perugia, Italy.
authors.forename: Maura
authors.initials: M
authors.lastname: Marinozzi
authors.forename: Michaela
authors.initials: M
authors.lastname: Serpi
authors.forename: Laura
authors.initials: L
authors.lastname: Amori
authors.forename: Monica
authors.initials: M
authors.lastname: Gavilan Diaz
authors.forename: Gabriele
authors.initials: G
authors.lastname: Costantino
authors.forename: Udo
authors.initials: U
authors.lastname: Meyer
authors.forename: Peter J
authors.initials: PJ
authors.lastname: Flor
authors.forename: Fabrizio
authors.initials: F
authors.lastname: Gasparini
authors.forename: Roland
authors.initials: R
authors.lastname: Heckendorn
authors.forename: Rainer
authors.initials: R
authors.lastname: Kuhn
authors.forename: Gianluca
authors.initials: G
authors.lastname: Giorgi
authors.forename: Mette Brunsgaard
authors.initials: MB
authors.lastname: Hermit
authors.forename: Christian
authors.initials: C
authors.lastname: Thomsen
authors.forename: Roberto
authors.initials: R
authors.lastname: Pellicciari
mesh_terms: D000818:Animals; D018360:Crystallography, X-Ray; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D005998:Glycine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D008024:Ligands; D008958:Models, Molecular; D015394:Molecular Structure; D051381:Rats; D018094:Receptors, Metabotropic Glutamate / Q000819:agonists*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: C520296:(2S)-2-(2'-phosphono-3'-phenylcyclopropyl)glycine; D003521:Cyclopropanes; D008024:Ligands; D018094:Receptors, Metabotropic Glutamate; D005998:Glycine