𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Structure Investigation and Proton and Carbon-13 Assignments of Digitonin and Cholesterol using Multidimensional NMR Techniques

✍ Scribed by Petra Muhr; Werner Likussar; Manfred Schubert-Zsilavecz


Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
395 KB
Volume
34
Category
Article
ISSN
0749-1581

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✦ Synopsis


Digitonin, a spirostanolglycoside from the seeds of Digitalis purpurea L., is a highly haemolytically active saponin. This effect is considered to be based on complex formation between cholesterin and digitonin. Against the background of investigations concerning the interaction between glycosides and membrane components, and the determination of the structure of the digitonin-cholesterol complex, a detailed NMR spectroscopic investigation of the complex-forming compounds was carried out. Assignment of the 'H and 13C spectra of digitonin was made by using one-and two-dimensional NMR techniques (1D TOCSY, 2D TOCSY, HMQC and HMBC); 3D TOCSY-ROESY, 1D ROESY and HMBC experiments provided information about the sequence of the oligosaccharide chain and the position of glycosidations. The precise analysis of the COSY, HMQC und HMBC spectra made the assignment of all proton resonance signals of cholesterol possible for the first time.


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