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Publication details
NMR study of protoberberines and benzophenanthridines
Authors | |
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Year of publication | 2006 |
Type | Article in Proceedings |
Conference | XXXIX OGÓLNOPOLSKIEGO SEMINARIUM NA TEMAT MAGNETYCZNEGO REZONANSU JADROWEGO I JEGO ZASTOSOWAN |
MU Faculty or unit | |
Citation | |
Field | Organic chemistry |
Keywords | quaternary protoberberines; quaternary benzophenanthrididnes; nucleophilic addition; NMR; X-ray |
Description | Reactivity of QPA and QBA is characterized by the sensitivity of the iminium bond C=N+ to nucleophilic attack, which produce 8-substituted 7,8-dihydroprotoberberines or 6-substituted 5,6-dihydrobenyzophenanthridines. The products of these reactions are important model structures for characterization of possible covalent bond between alkaloid and biomacromolecule (nucleic acids or proteins). The products were characterized by using mass spectrometry and NMR spectroscopy, the formation of covalent C-Nu bond was confirmed by 2D NMR experiments. In several cases, constitution and molecular arrangement was determined by X-ray analysis. |
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