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@article{773999,
author = {Grycová, Lenka and Hulová, Dagmar and Maier, Lukáš and Standara, Stanislav and Nečas, Marek and Lemiére, Filip and Kareš, Radovan and Dostál, Jiří and Marek, Radek},
article_number = {12},
doi = {http://dx.doi.org/10.1002/mrc.2325},
keywords = {NMR; 1H; 13C; 15N; berberine; palmatine; coptisine; protoberberine alkaloid; nucleophilic addition; X-ray diffraction},
language = {eng},
issn = {0749-1581},
journal = {Magnetic Resonance in Chemistry},
title = {Covalent bonding of azoles to quaternary protoberberine alkaloids},
url = {http://dx.doi.org/10.1002/mrc.2325},
volume = {46},
year = {2008}
}
TY - JOUR
ID - 773999
AU - Grycová, Lenka - Hulová, Dagmar - Maier, Lukáš - Standara, Stanislav - Nečas, Marek - Lemiére, Filip - Kareš, Radovan - Dostál, Jiří - Marek, Radek
PY - 2008
TI - Covalent bonding of azoles to quaternary protoberberine alkaloids
JF - Magnetic Resonance in Chemistry
VL - 46
IS - 12
SP - 1127-1134
EP - 1127-1134
PB - John Wiley & Sons
SN - 07491581
KW - NMR
KW - 1H
KW - 13C
KW - 15N
KW - berberine
KW - palmatine
KW - coptisine
KW - protoberberine alkaloid
KW - nucleophilic addition
KW - X-ray diffraction
UR - http://dx.doi.org/10.1002/mrc.2325
L2 - http://dx.doi.org/10.1002/mrc.2325
N2 - 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 1H-15N 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.
ER -
GRYCOVÁ, Lenka, Dagmar HULOVÁ, Lukáš MAIER, Stanislav STANDARA, Marek NEČAS, Filip LEMIÉRE, Radovan KAREŠ, Jiří DOSTÁL a Radek MAREK. Covalent bonding of azoles to quaternary protoberberine alkaloids. \textit{Magnetic Resonance in Chemistry}. John Wiley \&{} Sons, 2008, roč.~46, č.~12, s.~1127-1134. ISSN~0749-1581. Dostupné z: https://dx.doi.org/10.1002/mrc.2325.
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