%0 Journal Article %1 RN71 %A Garcia-Beltran, O. %A Soto-Delgado, J. %A Iturriaga-Vasquez, P. %A Areche, C. %A Cassels, B.K. %D 2012 %J Journal of the Chilean Chemical Society %K 2d alkaloids, c-13 chemical-shifts, configuration, dqcauchile elucidation, epierythratidine, erythrina fusca, giao, giao/dft h-1 methods, nmr, spectroscopy %N 3 %P 1323-1327 %R 10.4067/S0717-97072012000300027 %T Structural Reassignment of Epierythratidine, an Alkaloid from Erythrina Fusca, Based on Nmr Studies and Computational Methods %U /brokenurl#<Go to ISI>://WOS:000309315300027 %V 57 %X The diene Erythrina alkaloids erysotrine (1), erysodine (2), erythraline (3), erytharbine (4), and erysotrine N-oxide (5), plus the hydroxylated dihydro derivative of I, epierythratidine (6) were isolated from seeds of Erythrina fusca Lour., and their H-1 and C-13 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.

@article{RN71, abstract = {The diene Erythrina alkaloids erysotrine (1), erysodine (2), erythraline (3), erytharbine (4), and erysotrine N-oxide (5), plus the hydroxylated dihydro derivative of I, epierythratidine (6) were isolated from seeds of Erythrina fusca Lour., and their H-1 and C-13 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.}, added-at = {2019-12-04T03:57:35.000+0100}, author = {Garcia-Beltran, O. and Soto-Delgado, J. and Iturriaga-Vasquez, P. and Areche, C. and Cassels, B.K.}, biburl = {https://www.bibsonomy.org/bibtex/29759cb24334f7c9b583fb488c6c4cc4f/dqcauchile}, doi = {10.4067/S0717-97072012000300027}, interhash = {8780ec71e6871bcf88727f2d6e326fd2}, intrahash = {9759cb24334f7c9b583fb488c6c4cc4f}, issn = {0717-9707}, journal = {Journal of the Chilean Chemical Society}, keywords = {2d alkaloids, c-13 chemical-shifts, configuration, dqcauchile elucidation, epierythratidine, erythrina fusca, giao, giao/dft h-1 methods, nmr, spectroscopy}, number = 3, pages = {1323-1327}, timestamp = {2019-12-04T03:58:17.000+0100}, title = {Structural Reassignment of Epierythratidine, an Alkaloid from Erythrina Fusca, Based on Nmr Studies and Computational Methods}, type = {Journal Article}, url = {/brokenurl#<Go to ISI>://WOS:000309315300027}, volume = 57, year = 2012 }