Synthesis and biological evaluation of (2S)-and (2R)-2-(3′-phosphonobicyclo[1.1.1]pentyl)glycines as novel group III selective metabotropic glutamate receptor ligands

被引：28

作者：

Filosa, Rosanna

Marinozzi, Maura

Costantino, Gabriele

Hermit, Mette Brunsgaard

Thomsen, Christian

Pellicciari, Roberto

机构：

[1] Univ Perugia, Dipartimento Chim & Tecnol Farmaco, I-06123 Perugia, Italy

[2] H Lundbeck & Co AS, DK-2500 Copenhagen, Denmark

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2006年 / 14卷 / 11期

关键词：

metabotropic glutamate receptors; neuroprotection; propellane;

D O I：

10.1016/j.bmc.2006.01.027

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The synthesis of (2S)- and (2R)-2-(3'-phosphonobicyclo[1.1.1]pentyl)glycine isomers (10 and 11), characterized by the bioisosteric replacement of the distal carboxylic group of 2-(3'-carboxybicyclo[1.1.1]pent-1-yl)glycine by the phosphonate moiety, was accomplished by a stereoselective Ugi condensation. The two isomers were tested for their activity against an array of metabotropic glutamate receptors, and the S-isomer (10) turned out to be a moderately potent and selective mGluR4 agonist. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：3811 / 3817

页数：7

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