Oxidation of Natural Bioactive Flavonolignan 2,3-Dehydrosilybin: An Electrochemical and Spectral Study
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388971%3A_____%2F17%3A00476862" target="_blank" >RIV/61388971:_____/17:00476862 - isvavai.cz</a>
Alternative codes found
RIV/61388955:_____/17:00476862 RIV/61989592:15110/17:73582189
Result on the web
<a href="http://dx.doi.org/10.1021/acs.jpcb.7b04651" target="_blank" >http://dx.doi.org/10.1021/acs.jpcb.7b04651</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.jpcb.7b04651" target="_blank" >10.1021/acs.jpcb.7b04651</a>
Alternative languages
Result language
angličtina
Original language name
Oxidation of Natural Bioactive Flavonolignan 2,3-Dehydrosilybin: An Electrochemical and Spectral Study
Original language description
The electrochemical oxidation of the natural antioxidant 2,3-dehydrosilybin (DHS) was investigated in acetonitrile. The spectral changes during two electron and two proton oxidation registered by in situ IR spectroelectrochemistry show that the electron transfer is followed by a subsequent chemical reaction with traces of water. A benzofuranone derivative (BF) is formed by ECEC (electron transfer-chemical reaction-electron transfer-chemical reaction) process at the potential of the first oxidation wave. A minor difference in the chemical structures of flavonolignans DHS and silybin, the presence of a double bond between atoms C-2 and C-3 in the DHS molecule, causes the formation of completely different oxidation products. BF was for the first time identified as the product of the oxidation of flavonolignan DHS. Its formation was proved by electroanalytical, chromatographic, and spectroelectrochemical techniques. Molecular orbital calculations support the experimental findings.
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
10403 - Physical chemistry
Result continuities
Project
<a href="/en/project/GA15-03037S" target="_blank" >GA15-03037S: Dehydro-derivatives of the silymarin flavonolignans: metabolism and biological activity</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of Physical Chemistry B
ISSN
1520-6106
e-ISSN
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Volume of the periodical
121
Issue of the periodical within the volume
28
Country of publishing house
US - UNITED STATES
Number of pages
6
Pages from-to
6841-6846
UT code for WoS article
000406357200008
EID of the result in the Scopus database
2-s2.0-85025660204