GRYCOVÁ, Lenka, Dagmar HULOVÁ, Lukáš MAIER, Stanislav STANDARA, Marek NEČAS, Filip LEMIÉRE, Radovan KAREŠ, Jiří DOSTÁL and Radek MAREK. Covalent bonding of azoles to quaternary protoberberine alkaloids. Magnetic Resonance in Chemistry. John Wiley & Sons, 2008, vol. 46, No 12, p. 1127-1134. ISSN 0749-1581. doi:10.1002/mrc.2325.
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Basic information
Original name Covalent bonding of azoles to quaternary protoberberine alkaloids
Name in Czech Kovalentní vazba azolů na kvartérní protoberberinové alkaloidy
Authors GRYCOVÁ, Lenka (203 Czech Republic, belonging to the institution), Dagmar HULOVÁ (203 Czech Republic), Lukáš MAIER (203 Czech Republic), Stanislav STANDARA (203 Czech Republic, belonging to the institution), Marek NEČAS (203 Czech Republic, belonging to the institution), Filip LEMIÉRE (56 Belgium), Radovan KAREŠ (203 Czech Republic, belonging to the institution), Jiří DOSTÁL (203 Czech Republic, belonging to the institution) and Radek MAREK (203 Czech Republic, guarantor, belonging to the institution).
Edition Magnetic Resonance in Chemistry, John Wiley & Sons, 2008, 0749-1581.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10401 Organic chemistry
Country of publisher United Kingdom of Great Britain and Northern Ireland
Confidentiality degree is not subject to a state or trade secret
WWW DOI: 10.1002/mrc.2325
Impact factor Impact factor: 1.443
RIV identification code RIV/00216224:14110/08:00024854
Organization unit Faculty of Medicine
Doi http://dx.doi.org/10.1002/mrc.2325
UT WoS 000261163000006
Keywords (in Czech) NMR; 1H; 13C; 15N; berberin; palmatin; koptisin; protoberberiny; alkaloidy; nukleofilní adice; X-ray difrakce
Keywords in English NMR; 1H; 13C; 15N; berberine; palmatine; coptisine; protoberberine alkaloid; nucleophilic addition; X-ray diffraction
Tags 13C, 15N, 1H, berberine, coptisine, NMR, nucleophilic addition, palmatine, protoberberine alkaloid, X-ray diffraction
Tags International impact, Reviewed
Changed by Changed by: prof. RNDr. Radek Marek, Ph.D., učo 381. Changed: 17/6/2013 14:45.
Abstract
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.
Abstract (in Czech)
Příprava, NMR a RTG studie 8-substituovaných 7,8-dihydroprotoberberinů s kovalentně navázaným pyrrolem, pyrazolem, imidazolem, and 1,2,4-triazolem je popsána a diskutována.
Links
GA525/04/0017, research and development projectName: Rostlinné zdroje benzofenanthridinových alkaloidů a účinek těchto alkaloidů na normální a nádorové buňky
Investor: Czech Science Foundation, Plant sources of benzophenanthridine alkaloids and effects of these alkaloid on normal and cancer cells
LC06030, research and development projectName: Biomolekulární centrum
Investor: Ministry of Education, Youth and Sports of the CR, Biomolecular centre
MSM0021622413, plan (intention)Name: Proteiny v metabolismu a při interakci organismů s prostředím
Investor: Ministry of Education, Youth and Sports of the CR, Proteins in metabolism and interaction of organisms with the environment
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