Author | dc.contributor.author | Sobarzo Sánchez, Eduardo | |
Author | dc.contributor.author | Arbaoui, Jeannette | es_CL |
Author | dc.contributor.author | Protais, Philippe | es_CL |
Author | dc.contributor.author | Cassels Niven, Bruce | es_CL |
Admission date | dc.date.accessioned | 2012-06-12T15:54:43Z | |
Available date | dc.date.available | 2012-06-12T15:54:43Z | |
Publication date | dc.date.issued | 2000-03-15 | |
Cita de ítem | dc.identifier.citation | J. Nat. Prod., Vol. 63, p. 480-484, 2000. | es_CL |
Identifier | dc.identifier.issn | 0163-3864 | |
Identifier | dc.identifier.uri | https://repositorio.uchile.cl/handle/2250/119479 | |
Abstract | dc.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 |
Patrocinador | dc.description.sponsorship | This 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 |
Lenguage | dc.language.iso | en | es_CL |
Publisher | dc.publisher | American Chemical Society and American Society of Pharmacognosy | es_CL |
Título | dc.title | Halogenated Boldine Derivatives with Enhanced Monoamine Receptor Selectivity | es_CL |
Document type | dc.type | Artículo de revista | |