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

Garcia-Beltran, O; Soto-Delgado, J; Iturriaga-Vasquez, P; Areche, C; Cassels, B.K.

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.

Más información

Título según WOS: STRUCTURAL REASSIGNMENT OF EPIERYTHRATIDINE, AN ALKALOID FROM Erythrina fusca, BASED ON NMR STUDIES AND COMPUTATIONAL METHODS
Título según SCOPUS: Structural reassignment of epierythratidine, an alkaloid from Erythrina fusca, based on NMR studies and computational methods
Título de la Revista: Journal of the Chilean Chemical Society
Volumen: 57
Número: 3
Editorial: SOC CHILENA QUIMICA
Fecha de publicación: 2012
Página de inicio: 1323
Página final: 1327
Idioma: English
URL: http://www.scopus.com/inward/record.url?eid=2-s2.0-84873676259&partnerID=40&md5=9b995b91105c959f526aff064d1b7d4a
Notas: ISI, SCOPUS