Synthesis and biological activities of conformationally restricted cyclopentenyl-glutamate analogues. |
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| Authors: | Alison T Ung Karl Schafer Karl B Lindsay Stephen G Pyne Kitti Amornraksa Ria Wouters Ilse Van der Linden Ilse Biesmans Anne S J Lesage Brian W Skelton Allan H White |
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| Institution: | Department of Chemistry, University of Wollongong, Wollongong, NSW, 2522, Australia. |
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| Abstract: | 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 (EC(50) 18 microM) and mGlu2 (EC(50) 45 microM) receptors. |
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