Narcissus Alkaloids, XIII. Complete Assignment of the Nmr Spectra of Papyramine and 6-epi-Papyramine by Two-Dimensional Nmr Spectroscopy

1990 ◽  
Vol 53 (6) ◽  
pp. 1456-1462 ◽  
Author(s):  
Jaume Bastida ◽  
Carles Codina ◽  
Francesc Viladomat ◽  
Mario Rubiralta ◽  
Jean-Charles Quirion ◽  
...  
1988 ◽  
Vol 26 (9) ◽  
pp. 793-802 ◽  
Author(s):  
M. A. J. Akkerman ◽  
C. A. G. Haasnoot ◽  
U. K. Pandit ◽  
C. W. Hilbers

1987 ◽  
Vol 25 (4) ◽  
pp. 327-330 ◽  
Author(s):  
R. Faure ◽  
A. Babadjamian ◽  
G. Balansard ◽  
R. Elias ◽  
C. Maillard

1990 ◽  
Vol 68 (2) ◽  
pp. 272-277 ◽  
Author(s):  
Torbjörn Drakenberg ◽  
Peter Brodelius ◽  
Deane D. McIntyre ◽  
Hans J Vogel

The 1H and 13C NMR spectra of the cardenolides digitoxigenin, digoxigenin, digitoxin, and mono- and bis-digitoxigenin digitoxosides have been completely assigned by two-dimensional NMR spectroscopy. The techniques used include phase-sensitive COSY, multiple relay COSY, and carbon–proton correlation (HETCOR and HMQC) spectra. Various aspects of the solution conformation of the steroid moiety of digitoxin and digoxigenin could be determined from coupling constants and NOE difference experiments and they are indicative of an all-chair conformation. The carbohydrate rings in digitoxin and the mono- and bis-digitoxigenin digitoxosides are also in the chair conformation. Keywords: cardenolides, digitoxigenin, digitoxin, 2-dimensional NMR, conformational analysis.


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