Synthesis and biological activities of conformationally restricted cyclopentenyl-glutamate analogues

被引：56
|
作者：
Ung, AT
Schafer, K
Lindsay, KB
Pyne, SG [1 ]
Amornraksa, K
Wouters, R
Van der Linden, I
Biesmans, I
Lesage, ASJ
Skelton, BW
White, AH
机构：
[1] Univ Wollongong, Dept Chem, Wollongong, NSW 2522, Australia
[2] Thammasat Univ, Dept Chem, Pathum Thani 12121, Thailand
[3] Janssen Res Fdn, CNS Discovery Res, B-2340 Beerse, Belgium
[4] Univ Western Australia, Dept Chem, Crawley, WA 6009, Australia
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 01期
关键词：
D O I：
10.1021/jo010864i
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient method for preparing conformationally restricted cyclopentenyl-glutamate analogues in a regioselective and diastereoselective manner has been developed using a formal [3 + 2] cycloaddition reaction of dehydroamino acids. Methods for preparing optically active versions of these compounds have also been devised. Of these compounds, (S)-2 is an agonist at the mGlu5 (EC50 18 muM) and mGlu2 (EC50 45 muM) receptors.
引用
收藏
页码：227 / 233
页数：7
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