Synthesis of Oxadiazolidinedione Derivatives as Quisqualic Acid Analogues and Their Evaluation at a Quisqualate-Sensitized Site in the Rat Hippocampus

Shankar Venkatraman, Robert J. Roon, Marvin K. Schulte, James F. Koerner, Rodney L. Johnson

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

The ability of quisqualic acid (1) to sensitize neurons to depolarization by ω-phosphono α-amino acid analogues of excitatory amino acids is a highly specific phenomenon and is termed the QUIS effect. In an attempt to elucidate the structure-activity relationships for this sensitization, analogues 2-6 of quisqualic acid have been synthesized. Compounds 4, 5, and 6 showed no quisqualate sensitization with respect to l-2-amino-6-phosphonohexanoic acid (l-AP6), while compounds 2 and 3 were 1/10 and 1/1000, respectively, as active as quisqualic acid in sensitizing neurons toward l-AP6.

Original languageEnglish (US)
Pages (from-to)3939-3946
Number of pages8
JournalJournal of medicinal chemistry
Volume37
Issue number23
DOIs
StatePublished - Nov 1 1994

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