Publication details
Structural studies of benzophenanthridine alkaloid free bases by NMR spectroscopy
| Authors | |
|---|---|
| Year of publication | 2002 |
| Type | Article in Periodical |
| Magazine / Source | Magnetic Resonance in Chemistry |
| MU Faculty or unit | |
| 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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