Cyclic analogs of 2-amino-4-phosphonobutanoic acid (APB) and their inhibition of hippocampal excitatory transmission and displacement of [3H] APB binding

…, MB Robinson, JF Koerner, RL Johnson

Index: Crooks; Robinson; Koerner; Johnson Journal of Medicinal Chemistry, 1986 , vol. 29, # 10 p. 1988 - 1995

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Citation Number: 42

Abstract

Conformationally restrickd analogues of 2-amino-4-phosphonobutanoic acid (AF'B, 2) were prepared where the structure of APB was incorporated into cyclopentane (3) or cyclohexane (4) rings. Hydrophosphinylation of the appropriate cycloalkenones followed by Strecker amino acid syntheses provided the desired analogues. Assignments of the relative configurations for 3a (trans), 3b (cis), 4a (cis), and 4b (trans) were determined through I3C ...