Oxidation of Natural Bioactive Flavonolignan 2,3-Dehydrosilybin: An Electrochemical and Spectral Study
Identifikátory výsledku
Kód výsledku v 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>
Nalezeny alternativní kódy
RIV/61388955:_____/17:00476862 RIV/61989592:15110/17:73582189
Výsledek na webu
<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>
Alternativní jazyky
Jazyk výsledku
angličtina
Název v původním jazyce
Oxidation of Natural Bioactive Flavonolignan 2,3-Dehydrosilybin: An Electrochemical and Spectral Study
Popis výsledku v původním jazyce
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.
Název v anglickém jazyce
Oxidation of Natural Bioactive Flavonolignan 2,3-Dehydrosilybin: An Electrochemical and Spectral Study
Popis výsledku anglicky
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.
Klasifikace
Druh
J<sub>imp</sub> - Článek v periodiku v databázi Web of Science
CEP obor
—
OECD FORD obor
10403 - Physical chemistry
Návaznosti výsledku
Projekt
<a href="/cs/project/GA15-03037S" target="_blank" >GA15-03037S: Dehydroderiváty flavonolignanů silymarinu: metabolismus a biologická aktivita</a><br>
Návaznosti
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Ostatní
Rok uplatnění
2017
Kód důvěrnosti údajů
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Údaje specifické pro druh výsledku
Název periodika
Journal of Physical Chemistry B
ISSN
1520-6106
e-ISSN
—
Svazek periodika
121
Číslo periodika v rámci svazku
28
Stát vydavatele periodika
US - Spojené státy americké
Počet stran výsledku
6
Strana od-do
6841-6846
Kód UT WoS článku
000406357200008
EID výsledku v databázi Scopus
2-s2.0-85025660204