title: Synthesis and pharmacology of new enantiopure delta(3)-4-arylkainoids.
abstract: Seven delta(3)-4-arylkainoids possessing various 4-position aromatic and heteroaromatic groups were synthesized and their apparent affinities were measured in order to explore the influences of 4-position electron density and stereochemistry on receptor affinity and specificity. Kainoids 1a-f were shown to be selective agonists at the NMDA receptor and the electron rich furanyl and thienyl analogues exhibited the highest affinities. Naphthylkainoid 1g proved to be a nonselective antagonist at the iGluRs.
authors.affiliation: Département de chimie, Université de Montréal C.P. 6128, Québec, Canada.
authors.forename: D
authors.initials: D
authors.lastname: Rondeau
authors.forename: P
authors.initials: P
authors.lastname: Gill
authors.forename: M
authors.initials: M
authors.lastname: Chan
authors.forename: K
authors.initials: K
authors.lastname: Curry
authors.forename: W D
authors.initials: WD
authors.lastname: Lubell
mesh_terms: D018690:Excitatory Amino Acid Agonists / Q000138:chemical synthesis* / Q000494:pharmacology*; D007608:Kainic Acid / Q000138:chemical synthesis* / Q000494:pharmacology*; D016194:Receptors, N-Methyl-D-Aspartate / Q000819:agonists; D013237:Stereoisomerism
chemical_list: D018690:Excitatory Amino Acid Agonists; D016194:Receptors, N-Methyl-D-Aspartate; D007608:Kainic Acid