NMR study of protoberberines and benzophenanthridines

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Authors	GRYCOVÁ Lenka HULOVÁ Dagmar STANDARA Stanislav MAREK Radek
Year of publication	2006
Type	Article in Proceedings
Conference	XXXIX OGÓLNOPOLSKIEGO SEMINARIUM NA TEMAT MAGNETYCZNEGO REZONANSU JADROWEGO I JEGO ZASTOSOWAN
MU Faculty or unit	Faculty of Science
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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