Structure–activity relationship of dopaminergic halogenated 1-benzyl-tetrahydroisoquinoline derivatives

Two series of halogenated 1-benzyl-7-chloro-6-hydroxy-tetrahydroisoquinolines were prepared to explore the influence of each series on the affinity for dopamine receptors. All the compounds displayed a high affinity for D1-like and/or D2-like dopamine receptors in striatal membranes, although they w...

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Detalles Bibliográficos
Autores: El Aouad, Noureddine, Berenguer, Inmaculada, Romero, Vanessa, Marín, Paloma, Serrano, Ángel, Andujar, Sebastian Antonio, Suvire, Fernando Daniel, Bermejo, Almudena, Ivorra, M. Dolores, Enriz, Ricardo Daniel, Cabedo, Nuria, Cortes, Diego
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2009
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/113647
Acceso en línea:http://hdl.handle.net/11336/113647
Access Level:acceso abierto
Palabra clave:1-Halogenated benzyl-7-chloro-6-hydroxy-tetrahydroisoquinolines
BINDING
DOPAMINE RECEPTORS
DOPAMINE UPTAKE
STRUCTURE-ACTIVITY RELATIONSHIPS
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:Two series of halogenated 1-benzyl-7-chloro-6-hydroxy-tetrahydroisoquinolines were prepared to explore the influence of each series on the affinity for dopamine receptors. All the compounds displayed a high affinity for D1-like and/or D2-like dopamine receptors in striatal membranes, although they were unable to inhibit [3H]-dopamine uptake in striatal synaptosomes. The halogen placed on the benzylic ring in 1-benzyl-THIQs, compounds of the series 1, 2′-bromobenzyl derivatives with Ki values into the nanomolar range, and the series 2, 2′,4′-dichlorobenzyl-THIQ homologues, proves to be an important factor to modulate affinity at dopamine receptor.