Synthesis and dopamine receptor selectivity of the benzyltetrahydroisoquinoline, (R)-(+)-nor-roefractine

Cabedo, N; Cortés D.; Protais, P; Cassels, B.K.

Keywords: ligands, rat, chile, synthesis, antagonists, binding, dopamine, conformation, site, receptor, tissue, drug, molecular, indicators, article, reagents, animal, striatum, corpus, isoquinolines, derivative, nonhuman, Receptors,, Animalia, competitive, and, unclassified, Binding,, D2, isoquinoline, norroefractine, (R)-2,3,4,5-Tetrahydro-8-chloro-3-methyl-5-phenyl-1H-3-benzazepin-7-ol

Abstract

(R)-(+)-nor-Roefractine (1) was synthesized by the Bischler-Napieralski route, using asymmetric reduction of the 1,2-didehydro precursor imine with sodium (S)-N-CBZ-prolinyloxyborohydride. Compound 1 was able to displace [3H]-raclopride (a D2 dopamine receptor-selective ligand) from its specific binding sites in rat striatum with selectivity vs [3H]-SCH23390 (D1 dopamine receptor-selective ligand).

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Título de la Revista: JOURNAL OF NATURAL PRODUCTS
Volumen: 61
Número: 6
Editorial: AMER CHEMICAL SOC
Fecha de publicación: 1998
Página de inicio: 709
Página final: 712
URL: http://www.scopus.com/inward/record.url?eid=2-s2.0-0031849879&partnerID=q2rCbXpz