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Authordc.contributor.authorIturriaga-Vásquez, Patricio es_CL
Authordc.contributor.authorCassels Niven, Bruce es_CL
Authordc.contributor.authorIvorra, M. Dolores es_CL
Authordc.contributor.authorD’Ocon, M. Pilar 
Admission datedc.date.accessioned2012-05-24T20:40:10Z
Available datedc.date.available2012-05-24T20:40:10Z
Publication datedc.date.issued2006-09
Cita de ítemdc.identifier.citationJ. Chil. Chem. Soc., 51, Nº 3, 2006.es_CL
Identifierdc.identifier.issn0717-9324
Identifierdc.identifier.urihttps://repositorio.uchile.cl/handle/2250/119416
Abstractdc.description.abstractBenzyltetrahydroisoquinoline (BTHIQ) molecules are able to adopt widely differing conformations that depend on the presence or absence of N-substituents. To assess the possible role of BTHIQ conformation on the affinity of these compounds for α1-adrenergic receptors, of interest for the management of hypertension, the racemic N-unsubstituted BTHIQ norlaudanosine and a series of N-alkylated derivatives were assessed for binding to rat brain cortical sites labelled with the radioligand [3H]prazosin. The α1-adrenergic affinity in this series increased with the bulk of the substituent on the nitrogen atom, from the N-ethyl to the N-propyl analogue. Comparison of these results with published data for related BTHIQs and for the rigid mimics of the fully extended and semi-folded conformations of laudanosine, tetrahydropalmatine and glaucine, suggested that the α1-adrenergic receptor binding site is able to accommodate either conformation. The presence of a bulky substituent on the nitrogen atom seems to favor receptor binding independently of the favored conformation, and that the orientation in which BTHIQs are bound probably differs depending on the presence or absence of a hydroxyl group at a key position.es_CL
Patrocinadordc.description.sponsorshipThis work was supported by ICM grant Nº P99-031-F and by a research grant from the Generalitat Valenciana (GV01-292).es_CL
Lenguagedc.language.isoenes_CL
Publisherdc.publisherSociedad Chilena de Químicaes_CL
Keywordsdc.subjectα1-adrenergic receptor bindinges_CL
Títulodc.titleN-SUBSTITUTION AND α1-ADRENERGIC RECEPTOR AFFINITY OF LAUDANOSINE ANALOGUESes_CL
Document typedc.typeArtículo de revistaes_CL


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