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.

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页码：227 / 233

页数：7

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