J 2008

Covalent bonding of azoles to quaternary protoberberine alkaloids

GRYCOVÁ, Lenka, Dagmar HULOVÁ, Lukáš MAIER, Stanislav STANDARA, Marek NEČAS et. al.

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

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

United Kingdom of Great Britain and Northern Ireland

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

Impact factor

Impact factor: 1.443

RIV identification code

RIV/00216224:14110/08:00024854

Organization unit

Faculty of Medicine

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

International impact, Reviewed
Změněno: 17/6/2013 14:45, prof. RNDr. Radek Marek, Ph.D.

Abstract

V originále

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.

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 project
Name: 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 project
Name: 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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