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Volumn 68, Issue 4, 2004, Pages 773-782

Involvement of cytochrome P450 1A2 in the biotransformation of trans-resveratrol in human liver microsomes

Author keywords

CYP; CYP1A1; CYP1A2; CYP1B1; cytochrome P450; Cytochrome P450; EROD; ethoxyresorufin O deethylase; Piceatannol; Trans resveratrol

Indexed keywords

ALPHA NAPHTHOFLAVONE; CYTOCHROME P450 1A1; CYTOCHROME P450 1A2; CYTOCHROME P450 1B1; FURAFYLLINE; MONOCLONAL ANTIBODY; PHENACETIN; PICEATANNOL; RECOMBINANT PROTEIN; RESORUFIN; RESVERATROL; STILBENE DERIVATIVE;

EID: 3242676024     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bcp.2004.05.008     Document Type: Article
Times cited : (128)

References (31)
  • 1
    • 0030760030 scopus 로고    scopus 로고
    • Wine as a biological fluid: History, production, and role in disease prevention
    • Soleas G.J., Diamandis E.P., Golberg D.M. Wine as a biological fluid: history, production, and role in disease prevention. J Clin Lab Anal. 11:1997;287-313
    • (1997) J Clin Lab Anal , vol.11 , pp. 287-313
    • Soleas, G.J.1    Diamandis, E.P.2    Golberg, D.M.3
  • 2
    • 0030661964 scopus 로고    scopus 로고
    • Comparative study of radical scavenger and antioxidant properties of phenolic compounds from vitis vinifera cell cultures using in vitro tests
    • Fauconneau B., Waffo-Teguo P., Huguet F., Barrier L., Decendit A., Merillon J.M. Comparative study of radical scavenger and antioxidant properties of phenolic compounds from vitis vinifera cell cultures using in vitro tests. Life Sci. 61:1997;2103-2110
    • (1997) Life Sci , vol.61 , pp. 2103-2110
    • Fauconneau, B.1    Waffo-Teguo, P.2    Huguet, F.3    Barrier, L.4    Decendit, A.5    Merillon, J.M.6
  • 3
    • 0027447124 scopus 로고
    • Inhibition of human LDL oxidation by resveratrol
    • Frankel E.N., Waterhouse A.L., Kinsella J.E. Inhibition of human LDL oxidation by resveratrol. Lancet. 341:1993;1103-1104
    • (1993) Lancet , vol.341 , pp. 1103-1104
    • Frankel, E.N.1    Waterhouse, A.L.2    Kinsella, J.E.3
  • 5
    • 0031561513 scopus 로고    scopus 로고
    • Cancer chemopreventive activity of resveratrol, a natural product derived from grapes
    • Jang M., Cai L., Udeani G.O., Slowing K.V., Thomas C.F., Beecher C.W.W., et al. Cancer chemopreventive activity of resveratrol, a natural product derived from grapes. Science. 275:1997;218-220
    • (1997) Science , vol.275 , pp. 218-220
    • Jang, M.1    Cai, L.2    Udeani, G.O.3    Slowing, K.V.4    Thomas, C.F.5    Beecher, C.W.W.6
  • 6
    • 0032535055 scopus 로고    scopus 로고
    • Resveratrol inhibits transcription of CYP1A1 in vitro by preventing activation of the aryl hydrocarbon receptor
    • Ciolino H.P., Daschner P.J., Yeh G.C. Resveratrol inhibits transcription of CYP1A1 in vitro by preventing activation of the aryl hydrocarbon receptor. Cancer Res. 58:1998;5707-5712
    • (1998) Cancer Res , vol.58 , pp. 5707-5712
    • Ciolino, H.P.1    Daschner, P.J.2    Yeh, G.C.3
  • 7
    • 0032862195 scopus 로고    scopus 로고
    • Inhibition of aryl hydrocarbon-induced cytochrome P-450 1A1 enzyme activity and CYP 1A1 expression by resveratrol
    • Ciolino H.P., Yeh G.C. Inhibition of aryl hydrocarbon-induced cytochrome P-450 1A1 enzyme activity and CYP 1A1 expression by resveratrol. Mol Pharmacol. 56:1999;760-767
    • (1999) Mol Pharmacol , vol.56 , pp. 760-767
    • Ciolino, H.P.1    Yeh, G.C.2
  • 8
    • 0033584453 scopus 로고    scopus 로고
    • Resveratrol is a selective human cytochrome P450 1A1 inhibitor
    • Chun Y.J., Kim M.Y., Guengerich F.P. Resveratrol is a selective human cytochrome P450 1A1 inhibitor. Biochem Biophys Res Commun. 262:1999;20-24
    • (1999) Biochem Biophys Res Commun , vol.262 , pp. 20-24
    • Chun, Y.J.1    Kim, M.Y.2    Guengerich, F.P.3
  • 9
    • 0033679373 scopus 로고    scopus 로고
    • Trans-resveratrol modulates the catalytic activity and mRNA expression of the procarcinogen-activating human cytochrome P450 1B1
    • Chang T.K., Lee W.B., Ko H.H. Trans-resveratrol modulates the catalytic activity and mRNA expression of the procarcinogen-activating human cytochrome P450 1B1. Can J Physiol Pharmacol. 78:2000;874-881
    • (2000) Can J Physiol Pharmacol , vol.78 , pp. 874-881
    • Chang, T.K.1    Lee, W.B.2    Ko, H.H.3
  • 10
    • 0035192944 scopus 로고    scopus 로고
    • Differential inhibition and inactivation of human CYP1 enzymes by trans- resveratrol: Evidence for mechanism-based inactivation of CYP1A2
    • Chang T.K., Chen J., Lee W.B. Differential inhibition and inactivation of human CYP1 enzymes by trans- resveratrol: evidence for mechanism-based inactivation of CYP1A2. J Pharmacol Exp Ther. 299:2001;874-882
    • (2001) J Pharmacol Exp Ther , vol.299 , pp. 874-882
    • Chang, T.K.1    Chen, J.2    Lee, W.B.3
  • 11
    • 0037273329 scopus 로고    scopus 로고
    • Liquid chromatography/tandem mass spectrometric determination of inhibition of human cytochrome P450 isozymes by resveratrol and resveratrol-3-sulfate
    • Yu C., Shin Y.G., Kosmeder J.W., Pezzuto J.M., van Breemen R.B. Liquid chromatography/tandem mass spectrometric determination of inhibition of human cytochrome P450 isozymes by resveratrol and resveratrol-3-sulfate. Rapid Commun Mass Spectrom. 17:2003;307-313
    • (2003) Rapid Commun Mass Spectrom , vol.17 , pp. 307-313
    • Yu, C.1    Shin, Y.G.2    Kosmeder, J.W.3    Pezzuto, J.M.4    Van Breemen, R.B.5
  • 12
    • 0034634252 scopus 로고    scopus 로고
    • Resveratrol, a red wine constituent, is a mechanism-based inactivator of cytochrome P450 3A4
    • Chan W.K., Delucchi A.B. Resveratrol, a red wine constituent, is a mechanism-based inactivator of cytochrome P450 3A4. Life Sci. 67:2000;3103-3112
    • (2000) Life Sci , vol.67 , pp. 3103-3112
    • Chan, W.K.1    Delucchi, A.B.2
  • 13
    • 0035976379 scopus 로고    scopus 로고
    • Inhibition of CYP3A, CYP1A and CYP2E1 activities by resveratrol and other non-volatile red wine components
    • Piver B., Berthou F., Dreano Y., Lucas D. Inhibition of CYP3A, CYP1A and CYP2E1 activities by resveratrol and other non-volatile red wine components. Toxicol Lett. 125:2001;83-91
    • (2001) Toxicol Lett , vol.125 , pp. 83-91
    • Piver, B.1    Berthou, F.2    Dreano, Y.3    Lucas, D.4
  • 14
    • 18344372908 scopus 로고    scopus 로고
    • The cancer preventative agent resveratrol is converted to the anticancer agent piceatannol by the cytochrome P450 enzyme CYP1B1
    • Potter G.A., Patterson L.H., Wanogho E., Perry P.J., Butler P.C., Ijaz T., et al. The cancer preventative agent resveratrol is converted to the anticancer agent piceatannol by the cytochrome P450 enzyme CYP1B1. Br J Cancer. 86:2002;774-778
    • (2002) Br J Cancer , vol.86 , pp. 774-778
    • Potter, G.A.1    Patterson, L.H.2    Wanogho, E.3    Perry, P.J.4    Butler, P.C.5    Ijaz, T.6
  • 16
    • 0037171593 scopus 로고    scopus 로고
    • Carbon 14-labelling of wine polyphenols in Vitis vinifera cell suspension cultures
    • Vitrac X., Krisa S., Decendit A., Vercauteren J., Nührich A., Monti J.P., et al. Carbon 14-labelling of wine polyphenols in Vitis vinifera cell suspension cultures. J Biotech. 95:2002;49-56
    • (2002) J Biotech , vol.95 , pp. 49-56
    • Vitrac, X.1    Krisa, S.2    Decendit, A.3    Vercauteren, J.4    Nührich, A.5    Monti, J.P.6
  • 17
    • 0025848751 scopus 로고
    • Evidence for the involvement of several cytochromes P450 in the first step of caffeine metabolism by human liver microsomes
    • Berthou F., Flinois J.P., Ratanasavanh D., Beaune P., Riche C., Guillouzo A. Evidence for the involvement of several cytochromes P450 in the first step of caffeine metabolism by human liver microsomes. Drug Metab Dispos. 19:1991;561-567
    • (1991) Drug Metab Dispos , vol.19 , pp. 561-567
    • Berthou, F.1    Flinois, J.P.2    Ratanasavanh, D.3    Beaune, P.4    Riche, C.5    Guillouzo, A.6
  • 18
    • 0022357068 scopus 로고
    • Ethoxy-, pentoxy- and benzyloxyphenoxaxones and homologues: A series of substrates distinguish between different induced cytochromes P-450
    • Burke M.D., Thomson S., Elcombe C.R., Halpert J., Haaparanta T., Mayer R.T. Ethoxy-, pentoxy- and benzyloxyphenoxaxones and homologues: a series of substrates distinguish between different induced cytochromes P-450. Biochem Pharmacol. 34:1985;33-37
    • (1985) Biochem Pharmacol , vol.34 , pp. 33-37
    • Burke, M.D.1    Thomson, S.2    Elcombe, C.R.3    Halpert, J.4    Haaparanta, T.5    Mayer, R.T.6
  • 19
    • 0014949207 scopus 로고
    • Cleavage of structural protein during the assembly of the head of bacteriophage T4
    • Laemli V.K. Cleavage of structural protein during the assembly of the head of bacteriophage T4. Nature. 227:1970;680-685
    • (1970) Nature , vol.227 , pp. 680-685
    • Laemli, V.K.1
  • 20
    • 0009482260 scopus 로고
    • Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets: Procedure and some applications
    • Towbin H., Staehelin T., Gordon J. Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets: procedure and some applications. Proc Natl Acad Sci USA/Phys Sci. 76:1979;4350-4354
    • (1979) Proc Natl Acad Sci USA/Phys Sci , vol.76 , pp. 4350-4354
    • Towbin, H.1    Staehelin, T.2    Gordon, J.3
  • 21
    • 0027380074 scopus 로고
    • Isoform-selective mechanism-based inhibition of human cytochrome P450 1A2 by furafylline
    • Kunze K.L., Trager W.F. Isoform-selective mechanism-based inhibition of human cytochrome P450 1A2 by furafylline. Chem Res Toxicol. 6:1993;649-656
    • (1993) Chem Res Toxicol , vol.6 , pp. 649-656
    • Kunze, K.L.1    Trager, W.F.2
  • 22
    • 0028596462 scopus 로고
    • Interindividual variation in the isomerization of 4-hydroxytamoxifen by human liver microsomes: Involvement of cytochromes P450
    • Williams M.L., Lennard M.S., Martin I.J., Tucker G.T. Interindividual variation in the isomerization of 4-hydroxytamoxifen by human liver microsomes: involvement of cytochromes P450. Carcinogenesis. 15:1994;2733-2738
    • (1994) Carcinogenesis , vol.15 , pp. 2733-2738
    • Williams, M.L.1    Lennard, M.S.2    Martin, I.J.3    Tucker, G.T.4
  • 23
    • 0037260154 scopus 로고    scopus 로고
    • Real-time polymerase chain reaction analysis of CYP1B1 gene expression in human liver
    • Chang T.K., Chen J., Pillay V., Ho J.Y., Bandiera S.M. Real-time polymerase chain reaction analysis of CYP1B1 gene expression in human liver. Toxicol Sci. 71:2003;11-19
    • (2003) Toxicol Sci , vol.71 , pp. 11-19
    • Chang, T.K.1    Chen, J.2    Pillay, V.3    Ho, J.Y.4    Bandiera, S.M.5
  • 24
    • 0032565569 scopus 로고    scopus 로고
    • Activation of procarcinogens by human cytochromes P450 enzymes
    • Guengerich F.P., Shimada T. Activation of procarcinogens by human cytochromes P450 enzymes. Mutat Res. 400:1998;201-213
    • (1998) Mutat Res , vol.400 , pp. 201-213
    • Guengerich, F.P.1    Shimada, T.2
  • 25
    • 0028324459 scopus 로고
    • Cytochromes P450 enzymes as targets for chemoprevention against chemical carcinogenesis and toxicity opportunities and limitations
    • Yang C.S., Smith T.J., Hong J.Y. Cytochromes P450 enzymes as targets for chemoprevention against chemical carcinogenesis and toxicity opportunities and limitations. Cancer Res. 54(Suppl):1994;1982-1986
    • (1994) Cancer Res , vol.54 , Issue.SUPPL. , pp. 1982-1986
    • Yang, C.S.1    Smith, T.J.2    Hong, J.Y.3
  • 26
    • 0034119783 scopus 로고    scopus 로고
    • Assessment of resveratrol bioavailability in the perfused small intestine of the rat
    • Andlauer W., Kolb J., Siebert K., Furst P. Assessment of resveratrol bioavailability in the perfused small intestine of the rat. Drugs Exp Clin Res. 26:2000;47-55
    • (2000) Drugs Exp Clin Res , vol.26 , pp. 47-55
    • Andlauer, W.1    Kolb, J.2    Siebert, K.3    Furst, P.4
  • 28
    • 0033777342 scopus 로고    scopus 로고
    • Sulphation of resveratrol, a natural compound present in wine, and its inhibition by natural flavonoids
    • De Santi C., Pietrabissa A., Spisni R., Mosca F., Pacifici G.M. Sulphation of resveratrol, a natural compound present in wine, and its inhibition by natural flavonoids. Xenobiotica. 30:2000;857-866
    • (2000) Xenobiotica , vol.30 , pp. 857-866
    • De Santi, C.1    Pietrabissa, A.2    Spisni, R.3    Mosca, F.4    Pacifici, G.M.5
  • 29
    • 0023079564 scopus 로고
    • 3,3′,5′-tri-O-methylpiceatannol: Improvements over piceatannol in bioactivity
    • Gill M.T., Bajaj R., Chang C.J., Nichols D.E., McLaughlin J.L. 3,3′,5′-tri-O-methylpiceatannol: improvements over piceatannol in bioactivity. J Nat Prod. 50:1987;36-40
    • (1987) J Nat Prod , vol.50 , pp. 36-40
    • Gill, M.T.1    Bajaj, R.2    Chang, C.J.3    Nichols, D.E.4    McLaughlin, J.L.5
  • 30
    • 0035076024 scopus 로고    scopus 로고
    • Effect of trans-resveratrol on 7-benzyloxy-4-trifluoromethylcoumarin O-dealkylation catalyzed by human recombinant CYP3A4 and CYP3A5
    • Chang T.K., Yeung R.K. Effect of trans-resveratrol on 7-benzyloxy-4-trifluoromethylcoumarin O-dealkylation catalyzed by human recombinant CYP3A4 and CYP3A5. Can J Physiol Pharmacol. 79:2001;220-226
    • (2001) Can J Physiol Pharmacol , vol.79 , pp. 220-226
    • Chang, T.K.1    Yeung, R.K.2
  • 31
    • 0035116497 scopus 로고    scopus 로고
    • Resveratrol analogue 3,4,5,4′-tetrahydroxystilbene differentially induces pro-apoptotic p53/Bax gene expression and inhibits the growth of transformed cells but not their normal counterparts
    • Lu J., Ho C., Ghai G., Chen K.J. Resveratrol analogue 3,4,5,4′-tetrahydroxystilbene differentially induces pro-apoptotic p53/Bax gene expression and inhibits the growth of transformed cells but not their normal counterparts. Carcinogenesis. 22:2001;321-328
    • (2001) Carcinogenesis , vol.22 , pp. 321-328
    • Lu, J.1    Ho, C.2    Ghai, G.3    Chen, K.J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.