The oxidative decomposition of natural bioactive compound rhamnetin

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F17%3A00471294" target="_blank" >RIV/61388955:_____/17:00471294 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.jelechem.2017.01.054" target="_blank" >http://dx.doi.org/10.1016/j.jelechem.2017.01.054</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.jelechem.2017.01.054" target="_blank" >10.1016/j.jelechem.2017.01.054</a>

Jazyk výsledku

angličtina

Název v původním jazyce

The oxidative decomposition of natural bioactive compound rhamnetin

Popis výsledku v původním jazyce

The oxidation of the natural bioflavonoid rhamnetin was studied by a multi-analytical approach. It was widely used as a dye for colouring tapestries, and it is known for degrading in the presence of atmospheric oxygen and light. The oxidation mechanism was studied by cyclic voltammetry and UV–Vis spectroelectrochemical methods in aqueous solution on glassy carbon and platinum electrodes. Two-electron and two-proton oxidation proceeds in acidic solution, while two-electron and one-proton oxidation was found for a dissociated molecule of rhamnetin, and one electron oxidative process was obtained for the dianion present in alkaline solution. The complicated oxidation mechanism involves not only electron transfer, but also several coupled chemical reactions. The products were identified by HPLC-DAD and HPLC-ESI-MS/MS techniques. The distribution of oxidation products was strongly dependent on the duration of exposure to atmospheric oxygen. The main oxidation product was identified as 2-[(3,4-dihydroxyphenyl)carbonyl]-2,4-dihydroxy-6-methoxy-1-benzofuran-3(2H)-one. Because rhamnetin in solution was fully degraded by oxygen in 6 min, it was necessary to prepare its solutions under argon atmosphere prior any electrochemical measurement.

Název v anglickém jazyce

The oxidative decomposition of natural bioactive compound rhamnetin

Popis výsledku anglicky

The oxidation of the natural bioflavonoid rhamnetin was studied by a multi-analytical approach. It was widely used as a dye for colouring tapestries, and it is known for degrading in the presence of atmospheric oxygen and light. The oxidation mechanism was studied by cyclic voltammetry and UV–Vis spectroelectrochemical methods in aqueous solution on glassy carbon and platinum electrodes. Two-electron and two-proton oxidation proceeds in acidic solution, while two-electron and one-proton oxidation was found for a dissociated molecule of rhamnetin, and one electron oxidative process was obtained for the dianion present in alkaline solution. The complicated oxidation mechanism involves not only electron transfer, but also several coupled chemical reactions. The products were identified by HPLC-DAD and HPLC-ESI-MS/MS techniques. The distribution of oxidation products was strongly dependent on the duration of exposure to atmospheric oxygen. The main oxidation product was identified as 2-[(3,4-dihydroxyphenyl)carbonyl]-2,4-dihydroxy-6-methoxy-1-benzofuran-3(2H)-one. Because rhamnetin in solution was fully degraded by oxygen in 6 min, it was necessary to prepare its solutions under argon atmosphere prior any electrochemical measurement.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10406 - Analytical chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2017

Kód důvěrnosti údajů

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

Název periodika

Journal of Electroanalytical Chemistry

ISSN

1572-6657

e-ISSN

—

Svazek periodika

788

Číslo periodika v rámci svazku

MAR 2017

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

6

Strana od-do

125-130

Kód UT WoS článku

000397361300017

EID výsledku v databázi Scopus

2-s2.0-85012026093