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Title
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Covalent bonding of azoles to quaternary protoberberine alkaloids
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Author
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Abstract
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| Adducts of the quaternary protoberberine alkaloids (QPA) berberine, palmatine, and coptisine were prepared with nucleophiles derived from pyrrole, pyrazole, imidazole, and 1,2,4-triazole. The products, 8-substituted 7,8-dihydroprotoberberines, were identified by mass spectrometry and 1D and 2D NMR spectroscopy, including 1H15N shift correlations at natural abundance. In addition, two adducts of QPA with chloroform and methanethiolate were characterized by using NMR data. Single-crystal X-ray structures of 8-pyrrolyl-7,8-dihydroberberine, 8-pyrazolyl-7,8-dihydroberberine, and 8-imidazolyl-7,8-dihydroberberine are also presented. |
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Language
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English
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Source (journal)
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Magnetic resonance in chemistry. - Chichester
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Publication
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Chichester
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2008
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ISSN
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0749-1581
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DOI
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10.1002/MRC.2325
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Volume/pages
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46
:12
(2008)
, p. 1127-1134
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ISI
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000261163000006
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Full text (Publisher's DOI)
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