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Design of new analogues of glutamic acid with a conformationally restricted structure
P Conti1, M De Amici, C De Micheli
1Istituto di Chimica Farmaceutica e Tossicologica, Milan, Italy.
Farmaco (Societa Chimica Italiana : 1989)
|August 5, 2000
Abstract:
Regioisomeric 3-carboxyisoxazolinyl prolines (CIP-A and CIP-B) and 3-hydroxyisoxazolinyl prolines [(+/-)-8 and (+/-)-9] were synthesized and assayed for glutamate receptor activity. CIP-A [(+/-)-6] showed a convulsant activity evaluated in vivo on DBA/2 mice, higher than AMPA and similar to kainic acid. The eutomer of CIP-A [CIP-AS, (-)-6], obtained from (S)-3,4-didehydroproline, evidenced common stereochemical requirements with AMPA and kainic acid.