Structural reassignment of epierythratidine, an alkaloid from erythrinafusca, based on NMR studies and computational methods
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Archivos
Fecha
2012
Profesor/a Guía
Facultad/escuela
Idioma
en
Título de la revista
ISSN de la revista
Título del volumen
Editor
Sociedad Chilena de Química
Nombre de Curso
Licencia CC
Licencia CC
Resumen
The diene Erythrina alkaloids erysotrine (1), erysodine (2), erythraline (3), erytharbine (4), and erysotrine N-oxide (5), plus the hydroxylated dihydro derivative of 1, epierythratidine (6) were isolated from seeds of Erythrina fusca Lour., and their 1H and 13C NMR spectra were completely assigned using 2D experiments (H-H COSY, HMQC, HMBC and H-H NOESY). Our assignments for 1-5 agree well with the literature, but the present work shows that the published interpretation of the spectra of 6 must be revised. A combined study based on NMR data and quantum-mechanical calculations using DFT/GIAO indicate that 6 is the correct structure of epierythratidine.
Notas
Indexación: Web of Science; Scielo
Palabras clave
Erythrina alkaloids, Erythrina fusca, Epierythratidine, 1H NMR, 13C NMR, 2D NMR, GIAO/DFT methods
Citación
Journal of the Chilean Chemical Society, Vol. 57, N° 3, pp. 1323-1327, 2012.