RESUMEN
Twenty-three indole-3-methanamines were designed, synthesized and evaluated as ligands for the 5-HT(4) receptor. Compounds I-d, I-j, I-o, I-q and I-u showed good affinity at 100 microM and I-o was found to be only 5-fold less potent than the agonists serotonin (1) and 5-methoxytryptamine (2). Substitution on the 3-methanamine nitrogen clearly influenced activity with docking experiments into a homology model of the 5-HT(4) receptor showing a range of interactions with these side chain substituents. This modelling work together with the SAR determined in this study has provided promising ideas for future synthetic work.
Asunto(s)
Indoles/síntesis química , Indoles/metabolismo , Receptores de Serotonina 5-HT4/metabolismo , Aminas/química , Ácido Aspártico/metabolismo , Evaluación Preclínica de Medicamentos , Humanos , Indoles/química , Ligandos , Modelos Moleculares , Conformación Proteica , Receptores de Serotonina 5-HT4/química , Especificidad por SustratoRESUMEN
Three macrocyclic diarylheptanoids, 6'-hydroxygaruganin V (1), 9'-desmethylgarugamblin I (2) and 1,9'-didesmethylgaruganin III (3) were isolated from the petroleum ether and dichloromethane extracts of the stem bark of Garuga pinnata. The structures of these compounds were established by extensive spectroscopic studies, including high field NMR and MS measurements.
Asunto(s)
Burseraceae/química , Diarilheptanoides/química , Diarilheptanoides/aislamiento & purificación , Espectroscopía de Resonancia Magnética , Estructura Molecular , Corteza de la Planta/química , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Plantas Medicinales/químicaRESUMEN
Two quinones, stereochenols A (1) and B (2) were isolated from a methanol extract of the stem bark of Stereospermum chelonoides, in addition to the known naphthoquinones, sterekunthal B (3) and sterequinone C (4). The structures of these compounds were established by extensive spectroscopic analyses and by comparison of their spectral data with those of related compounds.