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Xenobiotica
the fate of foreign compounds in biological systems
Volume 49, 2019 - Issue 7
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General Xenobiochemistry

Site-specific oxidation of flavanone and flavone by cytochrome P450 2A6 in human liver microsomes

Haruna NagayoshiOsaka Institute of Public Health, Osaka, Japan; View further author information
,
Norie MurayamaLaboratory of Drug Metabolism and Pharmacokinetics, Showa Pharmaceutical University, Machida, Tokyo, Japan; View further author information
,
Kensaku KakimotoOsaka Institute of Public Health, Osaka, Japan; View further author information
,
Shigeo TakenakaGraduate School of Comprehensive Rehabilitation, Osaka Prefecture University, HabikinoOsaka, Japan; View further author information
,
Jun KatahiraLaboratory of Cellular and Molecular Biology, Veterinary Sciences, Osaka Prefecture University, Izumisano, Osaka, Japan; View further author information
,
Young-Ran LimDepartment of Biological Sciences, Konkuk University, Seoul, Korea; View further author information
,
Vitchan KimDepartment of Biological Sciences, Konkuk University, Seoul, Korea; View further author information
,
Donghak KimDepartment of Biological Sciences, Konkuk University, Seoul, Korea; View further author information
,
Hiroshi YamazakiLaboratory of Drug Metabolism and Pharmacokinetics, Showa Pharmaceutical University, Machida, Tokyo, Japan; Correspondence[email protected]
ORCID Iconhttp://orcid.org/0000-0002-1068-4261View further author information
ORCID Icon,
Masayuki KomoriLaboratory of Cellular and Molecular Biology, Veterinary Sciences, Osaka Prefecture University, Izumisano, Osaka, Japan; View further author information
,
F. Peter GuengerichDepartment of Biochemistry Vanderbilt University School of Medicine, Nashville, Tennessee, USAView further author information
&
Tsutomu ShimadaLaboratory of Cellular and Molecular Biology, Veterinary Sciences, Osaka Prefecture University, Izumisano, Osaka, Japan; Correspondence[email protected]
View further author information
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Pages 791-802 | Received 28 Jun 2018, Accepted 23 Jul 2018, Published online: 28 Sep 2018

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Tsutomu Shimada, Haruna Nagayoshi, Norie Murayama, Atsuki Sawai, Vitchan Kim, Donghak Kim, Hiroshi Yamazaki, F. Peter Guengerich & Shigeo Takenaka. (2022) Oxidation of 3’-methoxyflavone, 4’-methoxyflavone, and 3’,4’-dimethoxyflavone and their derivatives having 5,7-dihydroxyl moieties by human cytochromes P450 1B1 and 2A13. Xenobiotica 52:2, pages 134-145.
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Haruna Nagayoshi, Norie Murayama, Shigeo Takenaka, Vitchan Kim, Donghak Kim, Masayuki Komori, Hiroshi Yamazaki, F. Peter Guengerich & Tsutomu Shimada. (2021) Roles of cytochrome P450 2A6 in the oxidation of flavone, 4′-hydroxyflavone, and 4′-, 3′-, and 2′-methoxyflavones by human liver microsomes. Xenobiotica 51:9, pages 995-1009.
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Tsutomu Shimada, Haruna Nagayoshi, Norie Murayama, Shigeo Takenaka, Jun Katahira, Vitchan Kim, Donghak Kim, Masayuki Komori, Hiroshi Yamazaki & F. Peter Guengerich. (2021) Liquid chromatography-tandem mass spectrometry analysis of oxidation of 2′-, 3′-, 4′- and 6-hydroxyflavanones by human cytochrome P450 enzymes. Xenobiotica 51:2, pages 139-154.
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Haruna Nagayoshi, Norie Murayama, Masaki Tsujino, Shigeo Takenaka, Jun Katahira, Vitchan Kim, Donghak Kim, Masayuki Komori, Hiroshi Yamazaki, F. Peter Guengerich & Tsutomu Shimada. (2020) Preference for O-demethylation reactions in the oxidation of 2′-, 3′-, and 4′-methoxyflavones by human cytochrome P450 enzymes. Xenobiotica 50:10, pages 1158-1169.
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Shotaro Uehara, Norie Murayama, Hiroshi Yamazaki & Hiroshi Suemizu. (2019) Regioselective hydroxylation of an antiarrhythmic drug, propafenone, mediated by rat liver cytochrome P450 2D2 differs from that catalyzed by human P450 2D6. Xenobiotica 49:11, pages 1323-1331.
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Articles from other publishers (5)

Haruna Nagayoshi, Norie Murayama, Vitchan Kim, Donghak Kim, Shigeo Takenaka, Hiroshi Yamazaki, F. Peter Guengerich & Tsutomu Shimada. (2023) Oxidation of Naringenin, Apigenin, and Genistein by Human Family 1 Cytochrome P450 Enzymes and Comparison of Interaction of Apigenin with Human P450 1B1.1 and Scutellaria P450 82D.1. Chemical Research in Toxicology 36:11, pages 1778-1788.
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Nico D. Fessner, Christopher Grimm, Matic Srdič, Hansjörg Weber, Wolfgang Kroutil, Ulrich Schwaneberg & Anton Glieder. (2021) Natural Product Diversification by One‐Step Biocatalysis using Human P450 3A4. ChemCatChem 14:1.
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Christian Bailly. (2021) The subgroup of 2′-hydroxy-flavonoids: Molecular diversity, mechanism of action, and anticancer properties. Bioorganic & Medicinal Chemistry 32, pages 116001.
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Yin, Ma, Liang, Wang, Sun, Zhang & Jia. (2019) A Complete Study of Farrerol Metabolites Produced in Vivo and in Vitro. Molecules 24:19, pages 3470.
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Haruna Nagayoshi, Norie Murayama, Kensaku Kakimoto, Masaki Tsujino, Shigeo Takenaka, Jun Katahira, Young-Ran Lim, Donghak Kim, Hiroshi Yamazaki, Masayuki Komori, F. Peter Guengerich & Tsutomu Shimada. (2019) Oxidation of Flavone, 5-Hydroxyflavone, and 5,7-Dihydroxyflavone to Mono-, Di-, and Tri-Hydroxyflavones by Human Cytochrome P450 Enzymes. Chemical Research in Toxicology 32:6, pages 1268-1280.
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