Author | dc.contributor.author | Vallejos, Gabriel | |
Author | dc.contributor.author | Caroli Rezende, Marcos | es_CL |
Author | dc.contributor.author | Cassels Niven, Bruce | es_CL |
Admission date | dc.date.accessioned | 2012-06-15T11:29:17Z | |
Available date | dc.date.available | 2012-06-15T11:29:17Z | |
Publication date | dc.date.issued | 2002-03-05 | |
Cita de ítem | dc.identifier.citation | Journal of Computer-Aided Molecular Design, 16: 95–103, 2002. | es_CL |
Identifier | dc.identifier.issn | 1573-4951 | |
Identifier | dc.identifier.uri | https://repositorio.uchile.cl/handle/2250/119499 | |
Abstract | dc.description.abstract | The HOMO energies and the charges on the aromatic carbons of two sets of MAO-A-inhibiting phenylisopropylamines,
one containing 4-amino substituents, were calculated by the AM1 method, in order to evaluate the
importance of charge-transfer interactions between drug and enzyme. Multiple-linear regressions of the pIC50
values on the calculated descriptors were performed with 33 compounds from the two sets, and separately with
each set. A poor correlation was obtained when the two sets were merged, as a result of opposing trends shown by
the two separate sets. These opposing trends were reconciled by invoking a partial protonation of the basic 4-amino
substituents by a hydrogen-bond-donor fragment of the enzyme. The resulting analysis indicated that electron-rich
rings and higher HOMO levels tended to increase activity. This model received support from the evaluation of the
IMAO activity of four new phenylisopropylamines. | es_CL |
Patrocinador | dc.description.sponsorship | This work was supported by USACH-DICYT and by FONDECYT grant # 1000776. | es_CL |
Lenguage | dc.language.iso | en | es_CL |
Publisher | dc.publisher | Kluwer Academic Publishers | es_CL |
Keywords | dc.subject | amphetamines | es_CL |
Título | dc.title | Charge-transfer interactions in the inhibition of MAO-A by phenylisopropylamines – a QSAR study | es_CL |
Document type | dc.type | Artículo de revista | |