Show simple item record

Authordc.contributor.authorSobarzo Sánchez, Eduardo 
Authordc.contributor.authorArbaoui, Jeannette es_CL
Authordc.contributor.authorProtais, Philippe es_CL
Authordc.contributor.authorCassels Niven, Bruce es_CL
Admission datedc.date.accessioned2012-06-12T15:54:43Z
Available datedc.date.available2012-06-12T15:54:43Z
Publication datedc.date.issued2000-03-15
Cita de ítemdc.identifier.citationJ. Nat. Prod., Vol. 63, p. 480-484, 2000.es_CL
Identifierdc.identifier.issn0163-3864
Identifierdc.identifier.urihttps://repositorio.uchile.cl/handle/2250/119479
Abstractdc.description.abstract(S)-(+)-Boldine (1) was brominated, chlorinated, and iodinated using molecular bromine in acetic acid or N-halosuccinimides in trifluoroacetic acid. Initial halogenation occurs at C-3, followed (in the cases of chlorine and bromine) by the less reactive C-8, to afford 3-haloboldines- and 3,8-dihaloboldines (2-5). Using a 2:1 ratio of N-iodosuccinimide to boldine, however, only the 3-iodo derivative 6 was obtained. Radioligand binding studies of these products showed that halogenation of boldine at C-3 favors affinity for D1- (vs D2-) dopaminergic receptors, attaining a low nanomolar IC50 value in the case of 3-iodoboldine (6).es_CL
Patrocinadordc.description.sponsorshipThis work was funded in part by the Presidential Chair in Science (B.K.C., Chile, 1996). The principal author acknowledges a generous gift of equipment from the Alexander von Humboldt Foundation (Germany). An exchange program between France and Chile (ECOS/CONICYT) made valuable face-to-face discussions possible. E.M.S. is the recipient of a FONDECYT scholarship.es_CL
Lenguagedc.language.isoenes_CL
Publisherdc.publisherAmerican Chemical Society and American Society of Pharmacognosyes_CL
Títulodc.titleHalogenated Boldine Derivatives with Enhanced Monoamine Receptor Selectivityes_CL
Document typedc.typeArtículo de revista


Files in this item

Icon

This item appears in the following Collection(s)

Show simple item record