Aminobicyclo[2.2.1.]heptane dicarboxylic acids (ABHD), rigid analogs of ACPD and glutamic acid: synthesis and pharmacological activity on metabotropic receptors mGluR1 and mGluR2.
Isomeric norbornane-derived rigid analogs mimicking different potential conformations of ACPD (1-aminocyclopentane-1,3-dicarboxylic acid) and glutamic acid have been synthesized, via the hydantoin route, to be used as conformational probes for bioactive conformations at the glutamatergic receptors of the central nervous system. Activities on metabotropic receptors mGluR1 and mGluR2 are reported and discussed.
Tellier
F
F
Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, URA 400 CNRS, Université René Descartes-Paris V, France.
Acher
F
F
Brabet
I
I
Pin
J P
JP
Azerad
R
R
D002851:Chromatography, High Pressure Liquid; D003515:Cycloleucine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D003998:Dicarboxylic Acids / Q000138:chemical synthesis* / Q000494:pharmacology; D008401:Gas Chromatography-Mass Spectrometry; D018698:Glutamic Acid / Q000031:analogs & derivatives* / Q000494:pharmacology; D007536:Isomerism; D008956:Models, Chemical; D008968:Molecular Conformation; D009636:Norbornanes / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D018094:Receptors, Metabotropic Glutamate / Q000187:drug effects*
C112102:7-aminobicyclo(2.2.1)heptane-2,7-dicarboxyxlic acid; D003998:Dicarboxylic Acids; D009636:Norbornanes; D018094:Receptors, Metabotropic Glutamate; C108822:metabotropic glutamate receptor 2; C104077:metabotropic glutamate receptor type 1; D003515:Cycloleucine; C036361:1-amino-1,3-dicarboxycyclopentane; D018698:Glutamic Acid