The study of the oxidation of the natural flavonol fisetin confirmed quercetin oxidation mechanism

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F15%3A00448346" target="_blank" >RIV/61388955:_____/15:00448346 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.electacta.2015.09.144" target="_blank" >http://dx.doi.org/10.1016/j.electacta.2015.09.144</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.electacta.2015.09.144" target="_blank" >10.1016/j.electacta.2015.09.144</a>

Jazyk výsledku

angličtina

Název v původním jazyce

The study of the oxidation of the natural flavonol fisetin confirmed quercetin oxidation mechanism

Popis výsledku v původním jazyce

Oxidation of the bioactive flavonoid fisetin was studied under inert atmosphere and under ambient conditions. The presence of fast subsequent chemical reactions following the electron transfer was supported by in situ spectroelectrochemistry and identification of products by HPLC-DAD and HPLC?ESI-MS/MS. In the absence of oxygen, 2,6-dihydroxy-2-(3,4-dihydroxybenzoyl)-benzofuran-3(2H)-one was identified as the only oxidation product of fisetin. This product was found also as the main oxidation product inthe presence of oxygen. The oxidation pathway leading to formation of a benzofuranone derivative can be considered as common for flavonols containing C2-C3 double bond, C3-OH group and dihydroxy-substituted phenyl moiety in its structure. This product was not stable and decomposed further even in contact with oxygen coming from eluents during chromatography. Two oxidation pathways occur under ambient conditions. DFT calculations support the result.

Název v anglickém jazyce

The study of the oxidation of the natural flavonol fisetin confirmed quercetin oxidation mechanism

Popis výsledku anglicky

Oxidation of the bioactive flavonoid fisetin was studied under inert atmosphere and under ambient conditions. The presence of fast subsequent chemical reactions following the electron transfer was supported by in situ spectroelectrochemistry and identification of products by HPLC-DAD and HPLC?ESI-MS/MS. In the absence of oxygen, 2,6-dihydroxy-2-(3,4-dihydroxybenzoyl)-benzofuran-3(2H)-one was identified as the only oxidation product of fisetin. This product was found also as the main oxidation product inthe presence of oxygen. The oxidation pathway leading to formation of a benzofuranone derivative can be considered as common for flavonols containing C2-C3 double bond, C3-OH group and dihydroxy-substituted phenyl moiety in its structure. This product was not stable and decomposed further even in contact with oxygen coming from eluents during chromatography. Two oxidation pathways occur under ambient conditions. DFT calculations support the result.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CG - Elektrochemie

OECD FORD obor

—

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2015

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Electrochimica acta

ISSN

0013-4686

e-ISSN

—

Svazek periodika

182

Číslo periodika v rámci svazku

NOV 2015

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

6

Strana od-do

544-549

Kód UT WoS článku

000365075800067

EID výsledku v databázi Scopus

2-s2.0-84943144066