RESUMEN
A phytochemical investigation of Abuta rufescens was performed to authenticate plant material reported previously and to assess the cytotoxicity of the alkaloids obtained from the plant. Three alkaloids which have not previously been reported from this species, two phenolic (subsessiline, an oxoaporphine, and telitoxine, an azafluoranthene) and one non-phenolic (isoimerubrine, a tropoloisoquinoline), were isolated and identified. These alkaloids, along with others previously isolated from this and another Abuta species (grandirubrine, a tropoloisoquinoline), were evaluated for cytotoxic activity against several human cancer cell lines (HCT-116 colon adenocarcinoma, ACHN renal carcinoma, and A549 lung carcinoma). The tropoloisoquinoline alkaloids (grandirubrine, imerubrine, and isoimerubrine) exhibited the greatest cytotoxicity against the cell lines, especially ACHN and HCT-116 cells. The azafluoranthene alkaloid imeluteine exhibited lesser cytotoxicity, as did one of the oxoaporphine alkaloids.
Asunto(s)
Alcaloides/farmacología , Menispermaceae/química , Neoplasias Basocelulares/tratamiento farmacológico , Antineoplásicos Fitogénicos/farmacología , Carcinoma de Células Renales/tratamiento farmacológico , Línea Celular Tumoral , Neoplasias del Colon/tratamiento farmacológico , Humanos , Neoplasias Renales/tratamiento farmacológico , Neoplasias Pulmonares/tratamiento farmacológico , Perú , Fitoterapia , Extractos Vegetales/farmacologíaRESUMEN
A phytochemical investigation of the leaves of Hyperbaena valida resulted in the isolation and characterization of two erythrina-type alkaloids, 1 and 2, which were found to be antagonists at nicotinic receptors. Compound 1 was assigned as the new 15-amido-3-demethoxy-2alpha,3alpha-methylenedioxyerythroculine and compound 2 as the known 3-demethoxy-2alpha,3alpha-methylenedioxyerythroculine. Antagonism of a 100 microM nicotine response was observed for alkaloid 1 (IC50 value of 94 +/- 8 microM) and alkaloid 2 (IC50 value of 77 +/- 19 microM).
Asunto(s)
Alcaloides/aislamiento & purificación , Compuestos Heterocíclicos de 4 o más Anillos/aislamiento & purificación , Menispermaceae/química , Antagonistas Nicotínicos/aislamiento & purificación , Plantas Medicinales/química , Algoritmos , Alcaloides/química , Alcaloides/farmacología , Compuestos Heterocíclicos de 4 o más Anillos/química , Compuestos Heterocíclicos de 4 o más Anillos/farmacología , Concentración 50 Inhibidora , Jamaica , Estructura Molecular , Antagonistas Nicotínicos/química , Antagonistas Nicotínicos/farmacologíaRESUMEN
Lakshminine (1), a novel oxoisoaporphine alkaloid possessing a C-6 amine substituent, was isolated from a basic fraction from the woody vines (collected from two bush-ropes) of Sciadotenia toxifera. This compound represents the first documented occurrence of an oxoisoaporphine from any Menispermaceae species other than Menispermum dauricum. The structures of two related aporphine alkaloids, telazoline (3) and teladiazoline (5), were revised on the basis of a comparison of their spectral data with that of lakshminine (1).