Sulfation modulates the cell uptake, antiradical activity and biological effects of flavonoids in vitro: An examination of quercetin, isoquercitrin and taxifolin

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F15%3A33154298" target="_blank" >RIV/61989592:15310/15:33154298 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61388971:_____/15:00447624 RIV/61989592:15110/15:33154298

Výsledek na webu

<a href="http://www.sciencedirect.com/science/article/pii/S0968089615006392" target="_blank" >http://www.sciencedirect.com/science/article/pii/S0968089615006392</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.bmc.2015.07.055" target="_blank" >10.1016/j.bmc.2015.07.055</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Sulfation modulates the cell uptake, antiradical activity and biological effects of flavonoids in vitro: An examination of quercetin, isoquercitrin and taxifolin

Popis výsledku v původním jazyce

This study was designed to prepare quercetin 3'-O-sulfate (1), isoquercitrin 4'-O-sulfate (2) and taxifolin 4'-O-sulfate (3) by the sulfation of quercetin, isoquercitrin and taxifolin using arylsulfate sulfotransferase from Desulfitobacterium hafniense,and to examine effect of sulfation on selected biological properties of the flavonoids. Flavonoid sulfates 1-3 were weaker DPPH radical scavengers than the corresponding nonsulfated flavonoids, and 1-3, unlike quercetin, did not induce the expression ofeither heme oxygenase-1 in RAW264.7 cells or cytochrome P450 1A1 in HepG2 cells. The cell uptake of 1-3 was much lower than that of quercetin, but comparable to that of the glycoside isoquercitrin. Moreover, HPLC/MS metabolic profiling in HepG2 cells showed that flavonoid sulfates 1-3 were metabolized to a limited extent compared to the nonsulfated compounds.

Název v anglickém jazyce

Sulfation modulates the cell uptake, antiradical activity and biological effects of flavonoids in vitro: An examination of quercetin, isoquercitrin and taxifolin

Popis výsledku anglicky

This study was designed to prepare quercetin 3'-O-sulfate (1), isoquercitrin 4'-O-sulfate (2) and taxifolin 4'-O-sulfate (3) by the sulfation of quercetin, isoquercitrin and taxifolin using arylsulfate sulfotransferase from Desulfitobacterium hafniense,and to examine effect of sulfation on selected biological properties of the flavonoids. Flavonoid sulfates 1-3 were weaker DPPH radical scavengers than the corresponding nonsulfated flavonoids, and 1-3, unlike quercetin, did not induce the expression ofeither heme oxygenase-1 in RAW264.7 cells or cytochrome P450 1A1 in HepG2 cells. The cell uptake of 1-3 was much lower than that of quercetin, but comparable to that of the glycoside isoquercitrin. Moreover, HPLC/MS metabolic profiling in HepG2 cells showed that flavonoid sulfates 1-3 were metabolized to a limited extent compared to the nonsulfated compounds.

Druh

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

CEP obor

CE - Biochemie

OECD FORD obor

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Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2015

Kód důvěrnosti údajů

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

Název periodika

Bioorganic &amp; Medicinal Chemistry

ISSN

0968-0896

e-ISSN

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Svazek periodika

23

Číslo periodika v rámci svazku

17

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

8

Strana od-do

"5402-5409"

Kód UT WoS článku

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EID výsledku v databázi Scopus

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