Cytochrome P450 2A6 and other human P450 enzymes in the oxidation of flavone and flavanone.


Journal

Xenobiotica; the fate of foreign compounds in biological systems
ISSN: 1366-5928
Titre abrégé: Xenobiotica
Pays: England
ID NLM: 1306665

Informations de publication

Date de publication:
Feb 2019
Historique:
pubmed: 10 1 2018
medline: 6 3 2019
entrez: 10 1 2018
Statut: ppublish

Résumé

1. We previously reported that flavone and flavanone interact spectrally with cytochrome P450 (P450 or CYP) 2A6 and 2A13 and other human P450s and inhibit catalytic activities of these P450 enzymes. In this study, we studied abilities of CYP1A1, 1A2, 1B1, 2A6, 2A13, 2C9 and 3A4 to oxidize flavone and flavanone. 2. Human P450s oxidized flavone to 6- and 5-hydroxylated flavones, seven uncharacterized mono-hydroxylated flavones, and five di-hydroxylated flavones. CYP2A6 was most active in forming 6-hydroxy- and 5-hydroxyflavones and several mono- and di-hydroxylated products. 3. CYP2A6 was also very active in catalyzing flavanone to form 2'- and 6-hydroxyflavanones, the major products, at turnover rates of 4.8 min

Identifiants

pubmed: 29310511
doi: 10.1080/00498254.2018.1426133
pmc: PMC6430112
mid: NIHMS1007478
doi:

Substances chimiques

Flavanones 0
Flavones 0
Cytochrome P-450 Enzyme System 9035-51-2
Cytochrome P-450 CYP2A6 EC 1.14.14.1
flavone S2V45N7G3B
flavanone WX22P730FB

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

131-142

Subventions

Organisme : NIGMS NIH HHS
ID : R01 GM118122
Pays : United States

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Auteurs

Kensaku Kakimoto (K)

a Osaka Institute of Public Health , Higashinari-ku , Osaka , Japan.

Norie Murayama (N)

b Laboratory of Drug Metabolism and Pharmacokinetics, Showa Pharmaceutical University , Machida , Tokyo , Japan.

Shigeo Takenaka (S)

c Graduate School of Comprehensive Rehabilitation, Osaka Prefecture University , Habikino , Osaka , Japan.

Haruna Nagayoshi (H)

a Osaka Institute of Public Health , Higashinari-ku , Osaka , Japan.

Young-Ran Lim (YR)

d Department of Biological Sciences , Konkuk University , Seoul , Korea.

Vitchan Kim (V)

d Department of Biological Sciences , Konkuk University , Seoul , Korea.

Donghak Kim (D)

d Department of Biological Sciences , Konkuk University , Seoul , Korea.

Hiroshi Yamazaki (H)

b Laboratory of Drug Metabolism and Pharmacokinetics, Showa Pharmaceutical University , Machida , Tokyo , Japan.

Masayuki Komori (M)

e Laboratory of Cellular and Molecular Biology, Veterinary Sciences, Osaka Prefecture University , Izumisano , Osaka , Japan , and.

F Peter Guengerich (FP)

f Department of Biochemistry , Vanderbilt University School of Medicine , Nashville , TN , USA.

Tsutomu Shimada (T)

e Laboratory of Cellular and Molecular Biology, Veterinary Sciences, Osaka Prefecture University , Izumisano , Osaka , Japan , and.

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Classifications MeSH