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

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	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 the redox potential of quinones as the mechanism responsible for in vitro COX inhibition because of the quantitative correlation with their pro-oxidant effect. Structure-relationship activity studies revealed that the substitutions at positions 2 and 5 play the key roles in the COX inhibitory and pro-oxidant actions of naphthoquinones. In contrast, the redox mechanism alone could not explain the activity of primin, embelin, alkannin, and diospyrin. For these four quinones, molecular modeling suggeste 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 the redox potential of quinones as the mechanism responsible for in vitro COX inhibition because of the quantitative correlation with their pro-oxidant effect. Structure-relationship activity studies revealed that the substitutions at positions 2 and 5 play the key roles in the COX inhibitory and pro-oxidant actions of naphthoquinones. In contrast, the redox mechanism alone could not explain the activity of primin, embelin, alkannin, and diospyrin. For these four quinones, molecular modeling suggeste (en)
Title	Redox and Non-Redox Mechanism of In Vitro Cyclooxygenase Inhibition by Natural Quinones Redox and Non-Redox Mechanism of In Vitro Cyclooxygenase Inhibition by Natural Quinones (en)
skos:prefLabel	Redox and Non-Redox Mechanism of In Vitro Cyclooxygenase Inhibition by Natural Quinones Redox and Non-Redox Mechanism of In Vitro Cyclooxygenase Inhibition by Natural Quinones (en)
skos:notation	RIV/60460709:41340/12:#0000005!RIV14-GA0-41340___
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(GA525/08/1179), P(GP525/09/P528), P(ME08070), Z(AV0Z50380511)
http://linked.open...iv/cisloPeriodika	4
http://linked.open...vai/riv/dodaniDat	2014
http://linked.open...aciTvurceVysledku	Kokoška, Ladislav Kutil, Zsófia
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Česká zemědělská univerzita v Praze / Fakulta tropického zemědělství
http://linked.open...dnocenehoVysledku	164472
http://linked.open...ai/riv/idVysledku	RIV/60460709:41340/12:#0000005
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	inflammation, prostaglandin synthase, structure-activity relationship, cytotoxicity, free radicals, pharmacophore modeling (en)
http://linked.open.../riv/klicoveSlovo	cytotoxicity free radicals inflammation structure-activity relationship pharmacophore modeling prostaglandin synthase
http://linked.open...odStatuVydavatele	DE - Spolková republika Německo
http://linked.open...ontrolniKodProRIV	[6F604A3E9320]
http://linked.open...i/riv/nazevZdroje	Planta Medica
http://linked.open...in/vavai/riv/obor	CE
http://linked.open...ichTvurcuVysledku	2 (xsd:int)
http://linked.open...cetTvurcuVysledku	11 (xsd:int)
http://linked.open...vavai/riv/projekt	Anti-inflammatory activity of plant quinones Determination of biological activity and chemical composition of selected tropical and subtropical Ranunculaceae species Biotechnological production of Vaccinium bracteatum and evaluation of its biological activity
http://linked.open...UplatneniVysledku	2012
http://linked.open...v/svazekPeriodika	78
http://linked.open...iv/tvurceVysledku	Dvořáková, Marcela Kokoška, Ladislav Malík, Jan Maršík, Petr Vaněk, Tomáš Landa, Přemysl Přibylová, Marie Kutil, Zsófia Schuster, Daniela Temml, Veronika Vuorinen, Anna
http://linked.open...ain/vavai/riv/wos	000301343700005
http://linked.open...n/vavai/riv/zamer	Mechanismy regulace růstu a vývoje rostlin na úrovni buněk, orgánů a celých organismů: fyziologické, genetické a molekulárně biologické základy
issn	0032-0943
number of pages	8 (xsd:int)
http://localhost/t...ganizacniJednotka	41340

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