Title
Structural reassignment of epierythratidine, an alkaloid from Erythrina fusca, based on NMR studies and computational methods
Date Issued
01 January 2012
Access level
open access
Resource Type
journal article
Author(s)
García-Beltrán O.
Soto-Delgado J.
Iturriaga-Vásquez P.
Cassels B.K.
Sociedad Chilena de Quimica
Publisher(s)
Sociedad Chilena de Quimica
Abstract
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.
Start page
1323
End page
1327
Volume
57
Issue
3
Language
English
OCDE Knowledge area
Biotecnología agrícola, Biotecnología alimentaria Ciencias de las plantas, Botánica
Scopus EID
2-s2.0-84873676259
Source
Journal of the Chilean Chemical Society
ISSN of the container
07179324
Sources of information: Directorio de Producción Científica Scopus