Synthesis and inhibitory activities at mGluRs of 3-alkylated and N-alkylated cyclopentyl-glutamate analogues

Ung, AT; Pyne, SG; Bischoff, F; Lesage, ASJ; Skelton, BW; White, AH

Synthesis and inhibitory activities at mGluRs of 3-alkylated and N-alkylated cyclopentyl-glutamate analogues

Ung, AT

Pyne, SG Bischoff, F Lesage, ASJ Skelton, BW White, AH

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Publication Type:: Journal Article
Citation:: Tetrahedron, 2013, 69 (12), pp. 2577 - 2587
Issue Date:: 2013-03-25

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Field	Value	Language
dc.contributor.author	Ung, AT https://orcid.org/0000-0002-5665-0702	en_US
dc.contributor.author	Pyne, SG	en_US
dc.contributor.author	Bischoff, F	en_US
dc.contributor.author	Lesage, ASJ	en_US
dc.contributor.author	Skelton, BW	en_US
dc.contributor.author	White, AH	en_US
dc.date.issued	2013-03-25	en_US
dc.identifier.citation	Tetrahedron, 2013, 69 (12), pp. 2577 - 2587	en_US
dc.identifier.issn	0040-4020	en_US
dc.identifier.uri	http://hdl.handle.net/10453/27108
dc.description.abstract	The conformationally restricted glutamate analogues, 3-alkyl-1-amino-2- cyclopentene-1,3-dicarboxylates and N-alkylated analogues have been prepared in a regioselective and diastereoselective manner. From the biological studies of the 3-alkylated analogues, compound 13b was found to be the most potent antagonist (IC50 7.7 μM) at mGluR2. Amongst the N-alkylated analogues, compound 20 was found to be a partial agonist (EC50 9.5 μM) and as well as an antagonist (IC50 47 μM) at mGluR2. © 2013 Elsevier Ltd. All rights reserved.	en_US
dc.relation.ispartof	Tetrahedron	en_US
dc.relation.isbasedon	10.1016/j.tet.2013.01.054	en_US
dc.subject.classification	Organic Chemistry	en_US
dc.title	Synthesis and inhibitory activities at mGluRs of 3-alkylated and N-alkylated cyclopentyl-glutamate analogues	en_US
dc.type	Journal Article
utslib.citation.volume	12	en_US
utslib.citation.volume	69	en_US
utslib.for	0305 Organic Chemistry	en_US
utslib.for	0304 Medicinal and Biomolecular Chemistry	en_US
pubs.embargo.period	Not known	en_US
pubs.organisational-group	/University of Technology Sydney
pubs.organisational-group	/University of Technology Sydney/Faculty of Science
pubs.organisational-group	/University of Technology Sydney/Faculty of Science/School of Mathematical and Physical Sciences
pubs.organisational-group	/University of Technology Sydney/Strength - CCET - Centre for Clean Energy Technology
utslib.copyright.status	closed_access
pubs.issue	12	en_US
pubs.publication-status	Published	en_US
pubs.volume	69	en_US

Abstract:

The conformationally restricted glutamate analogues, 3-alkyl-1-amino-2- cyclopentene-1,3-dicarboxylates and N-alkylated analogues have been prepared in a regioselective and diastereoselective manner. From the biological studies of the 3-alkylated analogues, compound 13b was found to be the most potent antagonist (IC50 7.7 μM) at mGluR2. Amongst the N-alkylated analogues, compound 20 was found to be a partial agonist (EC50 9.5 μM) and as well as an antagonist (IC50 47 μM) at mGluR2. © 2013 Elsevier Ltd. All rights reserved.

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http://hdl.handle.net/10453/27108