Palmatine and berberine isolation artifacts.
Some 8-substituted derivatives of the protoberberine alkaloids palmatine (1a) and berberine (1b) have been prepared and investigated by 1D and 2D NMR spectroscopy (H-1, C-13, N-15). Complete NMR data for the 8-hydroxy (2), 8-methoxy (3), 8-ethoxy (4), and 8-trichloromethyl (5) 7,8-dihydro derivatives of 1a and 1b, as well as X-ray data for 8-methoxydihydroberberine (3b), 8-trichloromethyldihydropalmatine (5a), and 8-trichloromethyldihydroberberine (5b), are presented. The physicochemical data for all of these compounds are reviewed and compared with previously published values.
Marek
Radek
R
National Center for Biomolecular Research, Faculty of Science, Masaryk University, Kotlárská 2, CZ-611 37 Brno, Czech Republic. rmarek@chemi.muni.cz
Seckárová
Pavlína
P
Hulová
Dagmar
D
Marek
Jaromír
J
Dostál
Jirí
J
Sklenár
Vladimír
V
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D001599:Berberine / Q000138:chemical synthesis* / Q000737:chemistry; D001600:Berberine Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D028142:Berberis / Q000737:chemistry; D018360:Crystallography, X-Ray; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D013329:Structure-Activity Relationship
D000470:Alkaloids; D001600:Berberine Alkaloids; D001599:Berberine; C005413:palmatine