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Volumn 40, Issue 7, 2010, Pages 458-466

In vitro modulation of naturally occurring flavonoids on cytochrome P450 2A6 (CYP2A6) activity

Author keywords

CDNA expressed CYP2A6; Coumarin 7 hydroxylation; Flavonoids; Inhibition

Indexed keywords

ACACETIN; COMPLEMENTARY DNA; COUMARIN 7 HYDROXYLASE; CYTOCHROME P450 2A6; EPIGALLOCATECHIN; EPIGALLOCATECHIN GALLATE; FISETIN; FLAVANONE DERIVATIVE; FLAVONE DERIVATIVE; FLAVONOID; FLAVONOL DERIVATIVE; GALANGIN; HYDROXYL GROUP; KAEMPFEROL; MORIN; MYRICETIN; NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; QUERCETIN; RUTOSIDE; COUMARIN 7; COUMARIN DERIVATIVE; CYP2A6 PROTEIN, HUMAN; ENZYME INHIBITOR; IMIDAZOLE DERIVATIVE; UNSPECIFIC MONOOXYGENASE;

EID: 77953591766     PISSN: 00498254     EISSN: 13665928     Source Type: Journal    
DOI: 10.3109/00498251003786749     Document Type: Article
Times cited : (18)

References (39)
  • 1
    • 0043011497 scopus 로고    scopus 로고
    • Phase II study of flavopiridol in patients with advanced colorectal cancer
    • Aklilu M, Kindler HL, Donehower RC, Mani S, Vokes EE. (2003). Phase II study of flavopiridol in patients with advanced colorectal cancer. Ann Oncol 14:1270-1273.
    • (2003) Ann Oncol , vol.14 , pp. 1270-1273
    • Aklilu, M.1    Kindler, H.L.2    Donehower, R.C.3    Mani, S.4    Vokes, E.E.5
  • 2
    • 0017184389 scopus 로고
    • A dye binding assay for protein
    • Bradford MM. (1976). A dye binding assay for protein. Anal Biochem 72:248-254.
    • (1976) Anal Biochem , vol.72 , pp. 248-254
    • Bradford, M.M.1
  • 4
    • 0025999998 scopus 로고
    • Effects of synthetic and naturally occurring flavonoids on benzo(a) pyrene metabolism by hepatic microsomes prepared from rats treated with cytochrome P-450 inducers
    • Chae YH, Marcus CB, Ho DK, Cassady JM, Baird WM. (1991). Effects of synthetic and naturally occurring flavonoids on benzo(a) pyrene metabolism by hepatic microsomes prepared from rats treated with cytochrome P-450 inducers. Cancer Lett 60:15-24.
    • (1991) Cancer Lett , vol.60 , pp. 15-24
    • Chae, Y.H.1    Marcus, C.B.2    Ho, D.K.3    Cassady, J.M.4    Baird, W.M.5
  • 5
    • 0000023835 scopus 로고    scopus 로고
    • Mechanism-based inactivation of human cytochrome P450 3A4 by grapefruit juice and red wine
    • Chan WK, Nguyen LT, Miller VP, Harris RZ. (1998). Mechanism-based inactivation of human cytochrome P450 3A4 by grapefruit juice and red wine. Life Sci 62:PL135-PL142.
    • (1998) Life Sci , vol.62
    • Chan, W.K.1    Nguyen, L.T.2    Miller, V.P.3    Harris, R.Z.4
  • 6
    • 3042544349 scopus 로고    scopus 로고
    • Fluorescence-based assays for screening nine cytochrome P450 (P450) activities in intact cells expressing individual human P450 enzymes
    • Donato MT, Jiménez N, Castell JV, Gómez-Lechón MJ. (2004). Fluorescence-based assays for screening nine cytochrome P450 (P450) activities in intact cells expressing individual human P450 enzymes. Drug Metab Dispos 32:699-706.
    • (2004) Drug Metab Dispos , vol.32 , pp. 699-706
    • Donato, M.T.1    Jiménez, N.2    Castell, J.V.3    Gómez-Lechón, M.J.4
  • 7
    • 0034599543 scopus 로고    scopus 로고
    • Bioflavonoids: Selective substrates and inhibitors for cytochrome P450 CYP1A and CYP1B1
    • Doostdar H, Burke MD, Mayer RT. (2000). Bioflavonoids: selective substrates and inhibitors for cytochrome P450 CYP1A and CYP1B1. Toxicology 144:31-38.
    • (2000) Toxicology , vol.144 , pp. 31-38
    • Doostdar, H.1    Burke, M.D.2    Mayer, R.T.3
  • 9
    • 3042574709 scopus 로고    scopus 로고
    • Serial review: Flavonoids and isoflavones (phytoestrogens): Absorption, metabolism and bioactivity
    • Galati G, O'Brien PJ. (2004). Serial review: flavonoids and isoflavones (phytoestrogens): absorption, metabolism and bioactivity. Free Radic Biol Med 37:287-303.
    • (2004) Free Radic Biol Med , vol.37 , pp. 287-303
    • Galati, G.1    O'Brien, P.J.2
  • 10
    • 0346656878 scopus 로고    scopus 로고
    • Rapid determination of enzyme activities of recombinant human cytochrome P450, human liver microsomes and hepatocytes
    • Ghosal A, Hapangama N, Yuan Y, Lu X, Horne D, Patrick JE, Zbaida S. (2003). Rapid determination of enzyme activities of recombinant human cytochrome P450, human liver microsomes and hepatocytes. Biopharm Drug Dispos 24:375-384.
    • (2003) Biopharm Drug Dispos , vol.24 , pp. 375-384
    • Ghosal, A.1    Hapangama, N.2    Yuan, Y.3    Lu, X.4    Horne, D.5    Patrick, J.E.6    Zbaida, S.7
  • 12
    • 0034736046 scopus 로고    scopus 로고
    • Advances in flavonoid research since 1992
    • Harborne JB, Williams CA. (2000). Advances in flavonoid research since 1992. Phytochemistry 55:481-504.
    • (2000) Phytochemistry , vol.55 , pp. 481-504
    • Harborne, J.B.1    Williams, C.A.2
  • 13
    • 0036849077 scopus 로고    scopus 로고
    • The biochemistry and medical significance of the flavonoids
    • Havsteen BH. (2002). The biochemistry and medical significance of the flavonoids. Pharmacol Ther 96:67-202.
    • (2002) Pharmacol Ther , vol.96 , pp. 67-202
    • Havsteen, B.H.1
  • 14
    • 0037154405 scopus 로고    scopus 로고
    • Flavonoids-potent and versatile biologically active compounds interacting with cytochromes P450
    • Hodek P, Trefil P, Stiborová M. (2002). Flavonoids-potent and versatile biologically active compounds interacting with cytochromes P450. Chem Biol Interact 139:1-21.
    • (2002) Chem Biol Interact , vol.139 , pp. 1-21
    • Hodek, P.1    Trefil, P.2    Stiborová, M.3
  • 15
    • 33847774008 scopus 로고    scopus 로고
    • Improved quantitative structure-activity relationship models to predict antioxidant activity of flavonoids in chemical, enzymatic, and cellular systems
    • Khlebnikov AI, Schepetkin IA, Domina NG, Kirpotina LN, Quinn MT. (2007). Improved quantitative structure-activity relationship models to predict antioxidant activity of flavonoids in chemical, enzymatic, and cellular systems. Bioorg Med Chem 15:1749-1770.
    • (2007) Bioorg Med Chem , vol.15 , pp. 1749-1770
    • Khlebnikov, A.I.1    Schepetkin, I.A.2    Domina, N.G.3    Kirpotina, L.N.4    Quinn, M.T.5
  • 18
    • 0032499398 scopus 로고    scopus 로고
    • Structure-related inhibition of human hepatic caffeine N3-demethylation by naturally occurring flavonoids
    • Lee H, Yeom H, Kim YG, Yoon CN, Jin C, Choi JS, Kim BR, Kim DH. (1998). Structure-related inhibition of human hepatic caffeine N3-demethylation by naturally occurring flavonoids. Biochem Pharmacol 55:1369-1375.
    • (1998) Biochem Pharmacol , vol.55 , pp. 1369-1375
    • Lee, H.1    Yeom, H.2    Kim, Y.G.3    Yoon, C.N.4    Jin, C.5    Choi, J.S.6    Kim, B.R.7    Kim, D.H.8
  • 19
    • 0036064031 scopus 로고    scopus 로고
    • Species differences in coumarin metabolism: A molecular modelling evaluation of CYP2A interactions
    • Lewis DF, Lake BG. (2002). Species differences in coumarin metabolism: a molecular modelling evaluation of CYP2A interactions. Xenobiotica 32:547-561.
    • (2002) Xenobiotica , vol.32 , pp. 547-561
    • Lewis, D.F.1    Lake, B.G.2
  • 20
    • 0027981753 scopus 로고
    • Effects of flavonoids on cytochrome P450-dependent acetaminophen metabolism in rats and human liver microsomes
    • Li Y, Wang E, Patten CJ, Chen L, Yang CS. (1994). Effects of flavonoids on cytochrome P450-dependent acetaminophen metabolism in rats and human liver microsomes. Drug Metab Dispos 22:566-571.
    • (1994) Drug Metab Dispos , vol.22 , pp. 566-571
    • Li, Y.1    Wang, E.2    Patten, C.J.3    Chen, L.4    Yang, C.S.5
  • 21
    • 0033637140 scopus 로고    scopus 로고
    • The effects of plant flavonoids on mammalian cells: Implications for inflammation, heart disease, and cancer
    • Middleton E Jr, Kandaswami C, Theoharides TC. (2000). The effects of plant flavonoids on mammalian cells: implications for inflammation, heart disease, and cancer. Pharmacol Rev 52:673-751.
    • (2000) Pharmacol Rev , vol.52 , pp. 673-751
    • Middleton Jr., E.1    Kandaswami, C.2    Theoharides, T.C.3
  • 22
    • 78651165715 scopus 로고
    • The carbon monoxide-binding pigment of liver microsomes
    • Omura T, Sato R. (1964). The carbon monoxide-binding pigment of liver microsomes. J Biochem 239:2370-2378.
    • (1964) J Biochem , vol.239 , pp. 2370-2378
    • Omura, T.1    Sato, R.2
  • 26
    • 0017608619 scopus 로고
    • Pharmacokinetics of coumarin and its 7-hydroxy-metabolites upon intravenous and peroral administration of coumarin in man
    • Ritschel WA, Brady ME, Tan HS, Hoffmann KA, Yiu IM, Grummich KW. (1977). Pharmacokinetics of coumarin and its 7-hydroxy-metabolites upon intravenous and peroral administration of coumarin in man. Eur J Clin Pharmacol 12:457-461.
    • (1977) Eur J Clin Pharmacol , vol.12 , pp. 457-461
    • Ritschel, W.A.1    Brady, M.E.2    Tan, H.S.3    Hoffmann, K.A.4    Yiu, I.M.5    Grummich, K.W.6
  • 28
    • 0023949862 scopus 로고
    • Modulation of rabbit and human hepatic cytochrome P-450-catalyzed steroid hydroxylations by alpha-naphthoflavone
    • Schwab GE, Raucy JL, Johnson EF. (1988). Modulation of rabbit and human hepatic cytochrome P-450-catalyzed steroid hydroxylations by alpha-naphthoflavone. Mol Pharmacol 33:493-499.
    • (1988) Mol Pharmacol , vol.33 , pp. 493-499
    • Schwab, G.E.1    Raucy, J.L.2    Johnson, E.F.3
  • 29
    • 0033866924 scopus 로고    scopus 로고
    • Inhibition of cytochrome P450 2A6 increases nicotine's oral bioavailability and decreases smoking
    • Sellers EM, Kaplan HL, Tyndale RF. (2000). Inhibition of cytochrome P450 2A6 increases nicotine's oral bioavailability and decreases smoking. Clin Pharmacol Ther 68:35-43.
    • (2000) Clin Pharmacol Ther , vol.68 , pp. 35-43
    • Sellers, E.M.1    Kaplan, H.L.2    Tyndale, R.F.3
  • 30
    • 33748084697 scopus 로고    scopus 로고
    • Structure-radical scavenging activity relationships of flavonoids
    • Seyoum A, Asres K, El-Fiky FK. (2006). Structure-radical scavenging activity relationships of flavonoids. Phytochemistry 67:2058-2070.
    • (2006) Phytochemistry , vol.67 , pp. 2058-2070
    • Seyoum, A.1    Asres, K.2    El-Fiky, F.K.3
  • 32
    • 48849098300 scopus 로고    scopus 로고
    • Functional role of Ile264 in CYP2C8: Mutations affect haem incorporation and catalytic activity
    • Singh R, Ting JG, Pan Y, Teh LK, Ismail R, Ong CE. (2008). Functional role of Ile264 in CYP2C8: mutations affect haem incorporation and catalytic activity. Drug Metab Pharmacokinet 23:165-174.
    • (2008) Drug Metab Pharmacokinet , vol.23 , pp. 165-174
    • Singh, R.1    Ting, J.G.2    Pan, Y.3    Teh, L.K.4    Ismail, R.5    Ong, C.E.6
  • 33
    • 0017795019 scopus 로고
    • Purification and properties of NADPHcytochrome P-450 reductase
    • Strobel HW, Dignam JD. (1978). Purification and properties of NADPHcytochrome P-450 reductase. Meth Enzymol 52:89-96.
    • (1978) Meth Enzymol , vol.52 , pp. 89-96
    • Strobel, H.W.1    Dignam, J.D.2
  • 35
    • 0028268359 scopus 로고
    • Isozyme- and species-specific susceptibility of cDNA-expressed CYP1A P-450s to different flavonoids
    • Tsyrlov IB, Mikhailenko VM, Gelboin HV. (1994). Isozyme- and species-specific susceptibility of cDNA-expressed CYP1A P-450s to different flavonoids. Biochim Biophys Acta 1205:325-335.
    • (1994) Biochim Biophys Acta , vol.1205 , pp. 325-335
    • Tsyrlov, I.B.1    Mikhailenko, V.M.2    Gelboin, H.V.3
  • 38
    • 26944462419 scopus 로고    scopus 로고
    • Structures of human microsomal cytochrome P450 2A6 complexed with coumarin and methoxsalen
    • Yano JK, Hsu MH, Griffin KJ, Stout CD, Johnson EF. (2005). Structures of human microsomal cytochrome P450 2A6 complexed with coumarin and methoxsalen. Nat Struct Mol Biol 12:822-823.
    • (2005) Nat Struct Mol Biol , vol.12 , pp. 822-823
    • Yano, J.K.1    Hsu, M.H.2    Griffin, K.J.3    Stout, C.D.4    Johnson, E.F.5
  • 39
    • 0031785065 scopus 로고    scopus 로고
    • Comparative inhibition of human cytochromes P450 1A1 and 1A2 by flavonoids
    • Zhai S, Dai R, Friedman FK, Vestal RE. (1998). Comparative inhibition of human cytochromes P450 1A1 and 1A2 by flavonoids. Drug Metab Dispos 26:989-992. (Pubitemid 28478260)
    • (1998) Drug Metabolism and Disposition , vol.26 , Issue.10 , pp. 989-992
    • Zhai, S.1    Dai, R.2    Friedman, F.K.3    Vestal, R.E.4


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