Isozyme- and species-specific susceptibility of cDNA-expressed CYP1A P-450s to different flavonoids

Ib, Tsyrlov; Mikhailenko, V M; Gelboin, Harry V.

doi:10.1016/0167-4838(94)90252-6

Cited by 104 publications

(48 citation statements)

References 26 publications

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“…38 ), the absorptive monocarboxylate transporter (MCT), MRP2, but probably also other MRP isoforms, for glucuronide and sulphate conjugates 38,58 . The metabolism of fl avonoids was initially described to be mediated by cytochrome P450 (CYP) enzymes 59 in liver microsomes from induced rats and from humans, but it has never been shown to be important in vivo or in intact cells, where conjugative metabolism may be expected to compete with oxidation 60 . Glucuronic acid conjugates of fl avonoids have been well-documented with respect to both the molecular site of glucuronidation and the UD P-glucuronyltransferase (UGT) isoforms involved 61 .…”

Section: Flavonoidsmentioning

confidence: 99%

Berry Fruits as a Source of Biologically Active Compounds: The Case of Lonicera Caerulea

Švarcová

Heinrich²,

Valentová³

2007

Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub

104

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Section: Flavonoidsmentioning

confidence: 99%

Berry Fruits as a Source of Biologically Active Compounds: The Case of Lonicera Caerulea

Švarcová

Heinrich²,

Valentová³

2007

Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub

104

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“…Many studies have shown potent inhibition of cytochrome P450 (P450 1 ) oxidation by flavonoids, in particular the CYP1A1/1A2 isoforms (Tsyrlov et al, 1994;Lee et al, 1998;Zhai et al, 1998;Moon et al, 2000). Flavonoids have also demonstrated potent interactions with the aryl hydrocarbon receptor Ashida et al, 2000).…”

mentioning

confidence: 99%

Oxidation of the Flavonoids Galangin and Kaempferide by Human Liver Microsomes and CYP1A1, CYP1A2, and CYP2C9

Otake

Walle²

2002

Drug Metab Dispos

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This paper is available online at http://dmd.aspetjournals.org ABSTRACT:There is very limited information on cytochrome P450 (P450)-mediated oxidative metabolism of dietary flavonoids in humans. In this study, we used human liver microsomes and recombinant P450 isoforms to examine the metabolism of two flavonols, galangin and kaempferide, and one flavone, chrysin. Both galangin and kaempferide, but not chrysin, were oxidized by human liver microsomes to kaempferol, with K m values of 9.5 and 17.8 M, respectively. These oxidations were catalyzed mainly by CYP1A2 but also by CYP2C9. Consistent with these observations, the human liver microsomal metabolism of galangin and kaempferide were inhibited by the P450 inhibitors furafylline and sulfaphenazole. In addition, CYP1A1, although less efficient, was also able to oxidize the two flavonols. Thus, dietary flavonols are likely to undergo oxidative metabolism mainly in the liver but also extrahepatically.

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“…14) A study using cDNA-expressed P450s to explore the effects of flavonoids on activities catalyzed by mouse CYP1A1 and CYP1A2, and human CYP1A2 15) found that some flavonoids affected mouse and human CYP1A2 differently. Moreover, flavonoids were reported to act as agonists or antagonists for the aryl hydrocarbon receptor (AhR) depending on their structure and cell context.…”

mentioning

confidence: 99%

Potent Modification of Inducible CYP1A1 Expression by Flavonoids

Chatuphonprasert

Kondo

Jarukamjorn

et al. 2010

Biological & Pharmaceutical Bulletin

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The present study examined modifications of b-naphthoflavone (b-NF)-induced cytochrome P450 1A1 (CYP1A1) expression by flavonoids in mouse hepatocytes in primary culture. Some flavonoids (apigenin, chrysin, flavone, flavanone, galangin, luteolin, and naringenin) by themselves induced CYP1A1 mRNA expression, especially flavone which was even more effective than b-NF. The effect on b-NF-induced CYP1A1 mRNA expression was varied, namely additive, suppressive, or both. An additive effect was observed after combined treatment with flavanone, naringenin, and chrysin, whereas kaempferol, myricetin, and quercetin decreased CYP1A1 levels. Apigenin, chrysin, galangin, luteolin, and morin synergistically enhanced b-NF-induced CYP1A1 expression at 24 h, but considerably suppressed it at 9 h. The structure-activity relationship of flavonoids affecting CYP1A1 expression as inducers or inhibitors is discussed. The present observations suggest the need to reveal the mechanism by which CYP1A1 expression is modified by flavonoids for risk assessment, since CYP1A1 activates environmental carcinogenic polycyclic hydrocarbons and flavonoids are major constituents in food.

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Isozyme- and species-specific susceptibility of cDNA-expressed CYP1A P-450s to different flavonoids

Cited by 104 publications

References 26 publications

Berry Fruits as a Source of Biologically Active Compounds: The Case of Lonicera Caerulea

Berry Fruits as a Source of Biologically Active Compounds: The Case of Lonicera Caerulea

Oxidation of the Flavonoids Galangin and Kaempferide by Human Liver Microsomes and CYP1A1, CYP1A2, and CYP2C9

Potent Modification of Inducible CYP1A1 Expression by Flavonoids

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