Abstract
An efficient stereoselective preparation of the two enantiomerically pure diasteroisomers of γ-benzyloxy-S-glutamic acid was performed using trans-4-hydroxy-l-proline as a source of chirality, while the erythro and threo isomers of β-benzyloxy-S-glutamic acid were prepared starting from (R)-Garner's aldehyde. All new derivatives were tested for their inhibitory activity against excitatory amino acid transporters in a rat synaptosomal preparation and their IC50 values were compared to that of TBOA, a one carbon lower homologue commonly used as the reference blocker of glutamate transporters.
Original language | English |
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Pages (from-to) | 6083-6089 |
Number of pages | 7 |
Journal | Tetrahedron |
Volume | 65 |
Issue number | 31 |
DOIs | |
Publication status | Published - Aug 1 2009 |
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery