Redox and Non-Redox Mechanism of In Vitro Cyclooxygenase Inhibition by Natural Quinones

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F12%3A00380682" target="_blank" >RIV/61389030:_____/12:00380682 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/60460709:41210/12:54642 RIV/60460709:41340/12:#0000005

Výsledek na webu

<a href="http://dx.doi.org/10.1055/s-0031-1280430" target="_blank" >http://dx.doi.org/10.1055/s-0031-1280430</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1055/s-0031-1280430" target="_blank" >10.1055/s-0031-1280430</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Redox and Non-Redox Mechanism of In Vitro Cyclooxygenase Inhibition by Natural Quinones

Popis výsledku v původním jazyce

In this study, ten anthra-, nine naphtho-, and five benzoquinone compounds of natural origin and five synthetic naphthoquinones were assessed, using an enzymatic in vitro assay, for their potential to inhibit cyclooxygenase-1 and -2 (COX-1 and COX-2), the key enzymes of the arachidonic acid cascade. IC50 values comparable with COX reference inhibitor indomethacin were recorded for several quinones (primin, alkannin, diospyrin, juglone, 7-methyljuglone, and shikonin). For some of the compounds, we suggest that the redox potential of quinones as the mechanisms responsible for in vitro COX inhibition because of quantitative correlation with their pro-oxidant effect. Structure-relationship activity studies revealed that the substitutions at positions 2 and5 play the key roles in the COX inhibitory and pro-oxidant actions of naphthoquinones. In contrast, the redox mechanism alone could not explain activity of primin, embelin, alkannin, and diospyrin. For these four quinones, molecular mode

Název v anglickém jazyce

Redox and Non-Redox Mechanism of In Vitro Cyclooxygenase Inhibition by Natural Quinones

Popis výsledku anglicky

In this study, ten anthra-, nine naphtho-, and five benzoquinone compounds of natural origin and five synthetic naphthoquinones were assessed, using an enzymatic in vitro assay, for their potential to inhibit cyclooxygenase-1 and -2 (COX-1 and COX-2), the key enzymes of the arachidonic acid cascade. IC50 values comparable with COX reference inhibitor indomethacin were recorded for several quinones (primin, alkannin, diospyrin, juglone, 7-methyljuglone, and shikonin). For some of the compounds, we suggest that the redox potential of quinones as the mechanisms responsible for in vitro COX inhibition because of quantitative correlation with their pro-oxidant effect. Structure-relationship activity studies revealed that the substitutions at positions 2 and5 play the key roles in the COX inhibitory and pro-oxidant actions of naphthoquinones. In contrast, the redox mechanism alone could not explain activity of primin, embelin, alkannin, and diospyrin. For these four quinones, molecular mode

Druh

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

CEP obor

GM - Potravinářství

OECD FORD obor

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Projekt

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

Návaznosti

Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2012

Kód důvěrnosti údajů

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

Název periodika

Planta medica

ISSN

0032-0943

e-ISSN

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Svazek periodika

78

Číslo periodika v rámci svazku

4

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

8

Strana od-do

326-333

Kód UT WoS článku

000301343700005

EID výsledku v databázi Scopus

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