Sanguinarine is reduced by NADH through a covalent adduct
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14110%2F18%3A00102093" target="_blank" >RIV/00216224:14110/18:00102093 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1016/j.phytochem.2017.10.010" target="_blank" >http://dx.doi.org/10.1016/j.phytochem.2017.10.010</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.phytochem.2017.10.010" target="_blank" >10.1016/j.phytochem.2017.10.010</a>
Alternative languages
Result language
angličtina
Original language name
Sanguinarine is reduced by NADH through a covalent adduct
Original language description
Sanguinarine is a benzo[c]phenanthridine alkaloid with interesting cytotoxic properties, such as induction of oxidative DNA damage and very rapid apoptosis, which is not mediated by p53-dependent signaling. It has been previously documented that sanguinarine is reduced with NADH even in absence of any enzymes while being converted to its dihydro form. We found that the dark blue fluorescent species, observed during sanguinarine reduction with NADH and misinterpreted by Matkar et al. (Arch. Biochem. Biophys. 2008, 477, 43–52) as an anionic form of the alkaloid, is a covalent adduct formed by the interaction of NADH and sanguinarine. The covalent adduct is then converted slowly to the products, dihydrosanguinarine and NAD+, in the second step of reduction. The product of the reduction, dihydrosanguinarine, was continually re-oxidized by the atmospheric oxygen back to sanguinarine, resulting in further reacting with NADH and eventually depleting all NADH molecules. The ability of sanguinarine to diminish the pool of NADH and NADPH is further considered when explaining the sanguinarine-induced apoptosis in living cells.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10608 - Biochemistry and molecular biology
Result continuities
Project
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Continuities
S - Specificky vyzkum na vysokych skolach
Others
Publication year
2018
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Phytochemistry
ISSN
0031-9422
e-ISSN
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Volume of the periodical
145
Issue of the periodical within the volume
JAN 2018
Country of publishing house
GB - UNITED KINGDOM
Number of pages
8
Pages from-to
77-84
UT code for WoS article
000423245300009
EID of the result in the Scopus database
2-s2.0-85032708672