Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 14, Issue 11, Pages 3811-3817Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2006.01.027
Keywords
metabotropic glutamate receptors; neuroprotection; propellane
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The synthesis of (2S)- and (2R)-2-(3'-phosphonobicyclo[1.1.1]pentyl)glycine isomers (10 and 11), characterized by the bioisosteric replacement of the distal carboxylic group of 2-(3'-carboxybicyclo[1.1.1]pent-1-yl)glycine by the phosphonate moiety, was accomplished by a stereoselective Ugi condensation. The two isomers were tested for their activity against an array of metabotropic glutamate receptors, and the S-isomer (10) turned out to be a moderately potent and selective mGluR4 agonist. (c) 2006 Elsevier Ltd. All rights reserved.
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