STRUCTURAL REASSIGNMENT OF EPIERYTHRATIDINE, AN ALKALOID FROM Erythrinafusca, BASED ON NMR STUDIES AND COMPUTATIONAL METHODS

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.

Bibliographic Details

Main Authors:	GARCÍA-BELTRÁN,OLIMPO, SOTO-DELGADO,JORGE, ITURRIAGA-VÁSQUEZ,PATRICIO, ARECHE,CARLOS, CASSELS,BRUCE K
Format:	Digital revista
Language:	English
Published:	Sociedad Chilena de Química 2012
Online Access:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000300027
Tags:	Add Tag No Tags, Be the first to tag this record!