Synthesis and anticonvulsant activity of novel bicyclic acidic amino acids
Research output: Contribution to journal › Journal article › Research › peer-review
Bicyclic acidic amino acids (+/-)-6 and (+/-)-7, which are conformationally constrained homologues of glutamic acid, were prepared via a strategy based on a 1,3-dipolar cycloaddition. The new amino acids were tested toward ionotropic and metabotropic glutamate receptor subtypes; both of them behaved as antagonists at mGluR1,5 and as agonists at mGluR2. Furthermore, whereas (+/-)-6 was inactive at all ionotropic glutamate receptors, (+/-)-7 displayed a quite potent antagonism at the NMDA receptors. In the in vivo tests on DBA/2 mice, the compounds displayed an anticonvulsant activity. The interesting pharmacological profile of (+/-)-7 qualifies it as a lead of novel neuroprotective agents.
Original language | English |
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Journal | Journal of Medicinal Chemistry |
Volume | 46 |
Issue number | 14 |
Pages (from-to) | 3102-8 |
ISSN | 0022-2623 |
DOIs | |
Publication status | Published - 3 Jul 2003 |
- Amino Acids, Acidic, Amino Acids, Dicarboxylic, Animals, Anticonvulsants, CHO Cells, Cerebral Cortex, Cricetinae, Crystallography, X-Ray, Dicarboxylic Acids, Excitatory Amino Acid Agonists, Excitatory Amino Acid Antagonists, Heterocyclic Compounds, 2-Ring, Isoxazoles, Male, Mice, Mice, Inbred DBA, Molecular Conformation, Rats, Receptors, Metabotropic Glutamate, Receptors, N-Methyl-D-Aspartate, Stereoisomerism
Research areas
ID: 45596619