title: Identification of o-quinone/quinone methide metabolites of quercetin in a cellular in vitro system.
abstract: Formation of quercetin quinone/quinone methide metabolites, reflected by formation of the glutathionyl quercetin adducts as authentic metabolites, was investigated in an in vitro cell model (B16F-10 melanoma cells). Results of the present study clearly indicate the formation of glutathionyl quercetin adducts in a tyrosinase-containing melanoma cell line, expected to be representative also for peroxidase-containing mammalian cells and tissues. The data obtained also support that the adducts are formed intracellular and subsequently excreted into the incubation medium and reveal for the first time evidence for the pro-oxidative metabolism of quercetin in a cellular in vitro model.
authors.affiliation: Laboratory of Biochemistry, Wageningen University, Dreijenlaan 3, 6703 HA Wageningen, The Netherlands.
authors.forename: Hanem M
authors.initials: HM
authors.lastname: Awad
authors.forename: Marelle G
authors.initials: MG
authors.lastname: Boersma
authors.forename: Sjef
authors.initials: S
authors.lastname: Boeren
authors.forename: Hester
authors.initials: H
authors.lastname: van der Woude
authors.forename: Jelmer
authors.initials: J
authors.lastname: van Zanden
authors.forename: Peter J
authors.initials: PJ
authors.lastname: van Bladeren
authors.forename: Jacques
authors.initials: J
authors.lastname: Vervoort
authors.forename: Ivonne M C M
authors.initials: IM
authors.lastname: Rietjens
mesh_terms: D000818:Animals; D016227:Benzoquinones / Q000737:chemistry / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid; D005978:Glutathione / Q000737:chemistry / Q000378:metabolism; D045563:Indolequinones; D007211:Indoles / Q000737:chemistry / Q000378:metabolism*; D013058:Mass Spectrometry / Q000379:methods; D015394:Molecular Structure; D014442:Monophenol Monooxygenase / Q000737:chemistry / Q000378:metabolism; D011794:Quercetin / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D011809:Quinones / Q000737:chemistry / Q000378:metabolism*; D014407:Tumor Cells, Cultured / Q000187:drug effects / Q000378:metabolism
chemical_list: D016227:Benzoquinones; D045563:Indolequinones; D007211:Indoles; D011809:Quinones; C068040:quinone methide; C004532:quinone; D011794:Quercetin; D014442:Monophenol Monooxygenase; D005978:Glutathione