2,3-Ethylene- and 2,3-trimethylene-bridged analogues of the group III metabotropic glutamate receptor ligand 2-amino-4-phosphonobutanoic acid.
2,3-Ethylene- and 2,3-trimethylene-bridged analogues of the group III metabotropic glutamate receptor ligand 2-amino-4-phosphonobutanoic acid.
复制标题
III 族代谢型谷氨酸受体配体 2-氨基-4-膦酰基丁酸的 2,3-亚乙基和 2,3-三亚甲基桥类似物。
DOI：
10.1016/j.bmcl.2004.10.040
复制
发表时间：
2005
影响因子：
2.7
通讯作者：
Rao,KolluriSSP
中科院分区：
文献类型：
--
作者：
Johnson,RodneyL;Rao,KolluriSSP
合成1-氨基-2-膦酰基甲基-环丁烷羧酸（5和6）和1-氨基-2-膦酰基甲基-环戊烷羧酸（7和8）的外消旋反式和顺式异构体，作为mGluR 4激动剂反式和顺式-1-氨基-2-膦酰基甲基-环丙烷羧酸（3和4）的扩展。虽然3和4中的亚甲基桥允许保持对mGluR 4受体的亲和力，但是增加如5和6中的亚乙基或如7和8中的三亚甲基的桥连单元引入足够的空间位阻以消除对mGluR 4受体的亲和力。
The racemic trans- and cis-isomers of 1-amino-2-phosphonomethyl-cyclobutanecarboxylic acid (5 and 6) and 1-amino-2-phosphonomethyl-cyclopentanecarboxylic acid (7 and 8) were synthesized as extensions of the mGluR4 agonists trans- and cis-1-amino-2-phosphonomethyl-cyclopropanecarboxylic acid (3 and 4). Although the methylene bridge in 3 and 4 allows for retention of affinity toward the mGluR4 receptor, increasing the bridging unit to the ethylene group as in 5 and 6 or to the trimethylene group as in 7 and 8 introduces sufficient steric hindrance to eliminate affinity for the mGluR4 receptor.