Publication details

Structural studies of benzophenanthridine alkaloid free bases by NMR spectroscopy

Authors

SEČKÁŘOVÁ Pavlína MAREK Radek DOSTÁL Jiří DOMMISSE Roger ESMANS Eddy L.

Year of publication 2002
Type Article in Periodical
Magazine / Source Magnetic Resonance in Chemistry
MU Faculty or unit

Faculty of Science

Citation
web http://www3.interscience.wiley.com/cgi-bin/abstract/88512831/START
Field Organic chemistry
Keywords NMR; 1H NMR; 13C NMR; benzophenanthridine alkaloids; free base formation; GHMBC; GSQMBC; pseudobases
Description The free bases of eight quaternary benzo[c]phenanthridine alkaloids were investigated by 1H and 13C NMR spectroscopy. The pseudobases (the 6-hydroxy-5,6-dihydro derivatives) were found to be the only products of the alkalization in DMSO-d6 solution. In less polar solvents the formation of the bimolecular aminoacetal structure is preferred. In biological systems, free bases of the alkaloids are assumed to adopt the pseudobase structure.
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