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Volumn 58, Issue 7, 1999, Pages 1201-1208

Participation of CYP2C8 in retinoic acid 4-hydroxylation in human hepatic microsomes

Author keywords

All trans retinoic acid; Cytochrome P450; Human hepatic microsomes; Oxidative biotransformation; Retinoid 4 hydroxylation

Indexed keywords

7 ETHOXYCOUMARIN; CYCLOPHOSPHAMIDE; CYTOCHROME P450; DICLOFENAC; KETOCONAZOLE; LAURIC ACID; PACLITAXEL; PARATHION; QUINIDINE; RETINOIC ACID; SULFAPHENAZOLE; TOLBUTAMIDE; TORASEMIDE; TROLEANDOMYCIN;

EID: 0033213785     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(99)00192-6     Document Type: Article
Times cited : (98)

References (40)
  • 1
    • 0029562554 scopus 로고
    • The RXR heterodimers and orphan receptors
    • Mangelsdorf D.J., Evans R.M. The RXR heterodimers and orphan receptors. Cell. 83:1995;841-850.
    • (1995) Cell , vol.83 , pp. 841-850
    • Mangelsdorf, D.J.1    Evans, R.M.2
  • 2
    • 0025201879 scopus 로고
    • All-trans-retinoic acid as a differentiation therapy for acute promyelocytic leukemia. I. Clinical results
    • Castaigne S., Chomienne C., Daniel M.T., Ballerini P., Berger R., Fenaux P., Degos L. All-trans-retinoic acid as a differentiation therapy for acute promyelocytic leukemia. I. Clinical results. Blood. 76:1990;1704-1709.
    • (1990) Blood , vol.76 , pp. 1704-1709
    • Castaigne, S.1    Chomienne, C.2    Daniel, M.T.3    Ballerini, P.4    Berger, R.5    Fenaux, P.6    Degos, L.7
  • 3
    • 0028607257 scopus 로고
    • Retinoids in bladder, testis and prostate cancer: Epidemiologic, pre-clinical and clinical observations
    • Trump D.L. Retinoids in bladder, testis and prostate cancer Epidemiologic, pre-clinical and clinical observations . Leukemia. 8:1994;S50-S54.
    • (1994) Leukemia , vol.8
    • Trump, D.L.1
  • 4
    • 0026536835 scopus 로고
    • Continuous treatment with all-trans-retinoic acid causes a progressive reduction in plasma drug concentrations: Implications for relapse and retinoid resistance in patients with acute promyelocytic leukemia
    • Muindi J.F., Frankel S.R., Miller W.H. Jr, Jakubowski A., Scheinberg D.A., Young C.W., Dmitrovsky E., Warrell R.P. Jr. Continuous treatment with all-trans-retinoic acid causes a progressive reduction in plasma drug concentrations Implications for relapse and retinoid resistance in patients with acute promyelocytic leukemia . Blood. 79:1992;299-303.
    • (1992) Blood , vol.79 , pp. 299-303
    • Muindi, J.F.1    Frankel, S.R.2    Miller W.H., Jr.3    Jakubowski, A.4    Scheinberg, D.A.5    Young, C.W.6    Dmitrovsky, E.7    Warrell R.P., Jr.8
  • 6
    • 0018876924 scopus 로고
    • Metabolism of all-trans-retinoic acid in hamster liver microsomes: Oxidation of 4-hydroxy to 4-keto-retinoic acid
    • Roberts A.B., Lamb L.C., Sporn M.B. Metabolism of all-trans-retinoic acid in hamster liver microsomes Oxidation of 4-hydroxy to 4-keto-retinoic acid . Arch Biochem Biophys. 199:1979;374-383.
    • (1979) Arch Biochem Biophys , vol.199 , pp. 374-383
    • Roberts, A.B.1    Lamb, L.C.2    Sporn, M.B.3
  • 7
    • 0025089911 scopus 로고
    • Effects of cytochrome P-450 inhibitors on the in vivo metabolism of all-trans-retinoic acid in rats
    • Van Wauwe J.P., Coene M.-C., Goossens J., Cools W., Monbaliu J. Effects of cytochrome P-450 inhibitors on the in vivo metabolism of all-trans-retinoic acid in rats. J Pharmacol Exp Ther. 252:1990;365-369.
    • (1990) J Pharmacol Exp Ther , vol.252 , pp. 365-369
    • Van Wauwe, J.P.1    Coene, M.-C.2    Goossens, J.3    Cools, W.4    Monbaliu, J.5
  • 8
    • 0029882336 scopus 로고    scopus 로고
    • All-trans-retinoic acid 4-hydroxylation in human liver microsomes: In vitro modulation by therapeutic retinoids
    • Nadin L., Murray M. All-trans-retinoic acid 4-hydroxylation in human liver microsomes In vitro modulation by therapeutic retinoids . Br J Clin Pharmacol. 41:1996;609-612.
    • (1996) Br J Clin Pharmacol , vol.41 , pp. 609-612
    • Nadin, L.1    Murray, M.2
  • 10
    • 0027462860 scopus 로고
    • Lipid hydroperoxides greatly increase the rate of oxidative catabolism of all-trans-retinoic acid by human cell culture microsomes genetically enriched in specified cytochrome P450 isoforms
    • Muindi J.F., Young C.W. Lipid hydroperoxides greatly increase the rate of oxidative catabolism of all-trans-retinoic acid by human cell culture microsomes genetically enriched in specified cytochrome P450 isoforms. Cancer Res. 53:1993;1226-1229.
    • (1993) Cancer Res , vol.53 , pp. 1226-1229
    • Muindi, J.F.1    Young, C.W.2
  • 11
    • 0027249747 scopus 로고
    • Participation of P450 3A enzymes in rat hepatic microsomal retinoic acid 4-hydroxylation
    • Martini R., Murray M. Participation of P450 3A enzymes in rat hepatic microsomal retinoic acid 4-hydroxylation. Arch Biochem Biophys. 303:1993;57-66.
    • (1993) Arch Biochem Biophys , vol.303 , pp. 57-66
    • Martini, R.1    Murray, M.2
  • 13
    • 0024247107 scopus 로고
    • Derivation of retinoic acid and metabolites from a teratogenic dose of retinol (vitamin A) in mice
    • Kochhar D.M., Penner J.D., Satre M.A. Derivation of retinoic acid and metabolites from a teratogenic dose of retinol (vitamin A) in mice. Toxicol Appl Pharmacol. 96:1988;429-441.
    • (1988) Toxicol Appl Pharmacol , vol.96 , pp. 429-441
    • Kochhar, D.M.1    Penner, J.D.2    Satre, M.A.3
  • 14
    • 0017831699 scopus 로고
    • Direct fluorometric methods for measuring mixed function oxidase activity
    • Prough R.A., Burke M.D., Mayer R.T. Direct fluorometric methods for measuring mixed function oxidase activity. Methods Enzymol. 52:1978;372-377.
    • (1978) Methods Enzymol , vol.52 , pp. 372-377
    • Prough, R.A.1    Burke, M.D.2    Mayer, R.T.3
  • 15
    • 77049138167 scopus 로고
    • The colorimetric estimation of formaldehyde by means of the Hantzsch reaction
    • Nash T. The colorimetric estimation of formaldehyde by means of the Hantzsch reaction. Biochem J. 55:1953;416-421.
    • (1953) Biochem J , vol.55 , pp. 416-421
    • Nash, T.1
  • 16
    • 0023355128 scopus 로고
    • Hepatic metabolism of tolbutamide: Characterization of the form of cytochrome P-450 involved in the methyl hydroxylation and relationship to in vivo disposition
    • Knodell R.G., Hall S.D., Wilkinson G.R., Guengerich F.P. Hepatic metabolism of tolbutamide Characterization of the form of cytochrome P-450 involved in the methyl hydroxylation and relationship to in vivo disposition . J Pharmacol Exp Ther. 241:1987;1112-1119.
    • (1987) J Pharmacol Exp Ther , vol.241 , pp. 1112-1119
    • Knodell, R.G.1    Hall, S.D.2    Wilkinson, G.R.3    Guengerich, F.P.4
  • 17
    • 0023875216 scopus 로고
    • Determination of microsomal lauric acid hydroxylase activity by HPLC with flow-through radiochemical quantitation
    • Romano M.C., Straub K.M., Yodis L.A., Eckardt R.D., Newton J.F. Determination of microsomal lauric acid hydroxylase activity by HPLC with flow-through radiochemical quantitation. Anal Biochem. 170:1988;83-93.
    • (1988) Anal Biochem , vol.170 , pp. 83-93
    • Romano, M.C.1    Straub, K.M.2    Yodis, L.A.3    Eckardt, R.D.4    Newton, J.F.5
  • 18
    • 0026324038 scopus 로고
    • ω- and (ω-1)-Hydroxylation of eicosanoids and fatty acids by high-performance liquid chromatograpy
    • Okita R.T., Clark J.E., Okita J.R., Masters B.S.S. ω- and (ω-1)-Hydroxylation of eicosanoids and fatty acids by high-performance liquid chromatograpy. Methods Enzymol. 206:1991;432-441.
    • (1991) Methods Enzymol , vol.206 , pp. 432-441
    • Okita, R.T.1    Clark, J.E.2    Okita, J.R.3    Masters, B.S.S.4
  • 19
    • 0000622703 scopus 로고
    • The carbon-monoxide binding pigment of liver microsomes. I. Evidence for its hemoprotein nature
    • Omura T., Sato R. The carbon-monoxide binding pigment of liver microsomes. I. Evidence for its hemoprotein nature. J Biol Chem. 253:1964;828-832.
    • (1964) J Biol Chem , vol.253 , pp. 828-832
    • Omura, T.1    Sato, R.2
  • 20
    • 73649173283 scopus 로고
    • Microsomal triphosphopyridine nucleotide-cytochrome c reductase of liver
    • Williams C.H., Kamin H. Microsomal triphosphopyridine nucleotide-cytochrome c reductase of liver. J Biol Chem. 237:1962;187-194.
    • (1962) J Biol Chem , vol.237 , pp. 187-194
    • Williams, C.H.1    Kamin, H.2
  • 21
    • 0024604632 scopus 로고
    • UT-A, in rats with portal bypass. Relevance to estradiol accumulation and impaired drug metabolism in hepatic cirrhosis
    • UT-A, in rats with portal bypass. Relevance to estradiol accumulation and impaired drug metabolism in hepatic cirrhosis. J Clin Invest. 83:1989;1211-1216.
    • (1989) J Clin Invest , vol.83 , pp. 1211-1216
    • Cantrill, E.1    Murray, M.2    Mehta, I.3    Farrell, G.C.4
  • 22
    • 0023943088 scopus 로고
    • Complexation of cytochrome P-450 isozymes in hepatic microsomes from SKF 525-A-induced rats
    • Murray M. Complexation of cytochrome P-450 isozymes in hepatic microsomes from SKF 525-A-induced rats. Arch Biochem Biophys. 262:1988;381-388.
    • (1988) Arch Biochem Biophys , vol.262 , pp. 381-388
    • Murray, M.1
  • 23
    • 0030893296 scopus 로고    scopus 로고
    • Biotransformation of parathion in human liver: Participation of CYP3A4 and its inactivation during microsomal parathion oxidation
    • Butler A.M., Murray M. Biotransformation of parathion in human liver Participation of CYP3A4 and its inactivation during microsomal parathion oxidation . J Pharmacol Exp Ther. 280:1997;966-973.
    • (1997) J Pharmacol Exp Ther , vol.280 , pp. 966-973
    • Butler, A.M.1    Murray, M.2
  • 24
    • 0030875423 scopus 로고    scopus 로고
    • Role of CYP3A4 in human hepatic diltiazem N-demethylation. Inhibition of CYP3A4 activity by oxidized diltiazem metabolites
    • Sutton D., Nadin L., Butler A.M., Murray M. Role of CYP3A4 in human hepatic diltiazem N-demethylation. Inhibition of CYP3A4 activity by oxidized diltiazem metabolites. J Pharmacol Exp Ther. 282:1997;294-300.
    • (1997) J Pharmacol Exp Ther , vol.282 , pp. 294-300
    • Sutton, D.1    Nadin, L.2    Butler, A.M.3    Murray, M.4
  • 25
    • 0027369366 scopus 로고
    • Differential activation of cyclophosphamide and ifosfamide by cytochrome-P450-B and cytochrome-P450-3A in human liver microsomes
    • Chang T.K.H., Weber G.F., Crespi C.L., Waxman D.J. Differential activation of cyclophosphamide and ifosfamide by cytochrome-P450-B and cytochrome-P450-3A in human liver microsomes. Cancer Res. 53:1993;5629-5637.
    • (1993) Cancer Res , vol.53 , pp. 5629-5637
    • Chang, T.K.H.1    Weber, G.F.2    Crespi, C.L.3    Waxman, D.J.4
  • 26
    • 0028036727 scopus 로고
    • Selective biotransformation of taxol to 6α-hydroxytaxol by human cytochrome P450 2C8
    • Rahman A., Korzekwa K.R., Grogan J., Gonzalez F.J., Harris J.W. Selective biotransformation of taxol to 6α-hydroxytaxol by human cytochrome P450 2C8. Cancer Res. 54:1994;5543-5546.
    • (1994) Cancer Res , vol.54 , pp. 5543-5546
    • Rahman, A.1    Korzekwa, K.R.2    Grogan, J.3    Gonzalez, F.J.4    Harris, J.W.5
  • 27
    • 0027264432 scopus 로고
    • Cytochrome P450tb (CYP2C), A major monooxygenase catalyzing diclofenac 4′-hydroxylation in human liver
    • Leemann T., Transon C., Dayer P. Cytochrome P450tb (CYP2C), A major monooxygenase catalyzing diclofenac 4′-hydroxylation in human liver. Life Sci. 52:1993;29-34.
    • (1993) Life Sci , vol.52 , pp. 29-34
    • Leemann, T.1    Transon, C.2    Dayer, P.3
  • 28
    • 0023873591 scopus 로고
    • Tolbutamide hydroxylation by human liver microsomes: Kinetic characterisation and relationship to other cytochrome P-450 dependent xenobiotic oxidations
    • Miners J.O., Smith K.J., Robson R.A., McManus M.E., Veronese M.E., Birkett D.J. Tolbutamide hydroxylation by human liver microsomes Kinetic characterisation and relationship to other cytochrome P-450 dependent xenobiotic oxidations . Biochem Pharmacol. 37:1988;1137-1144.
    • (1988) Biochem Pharmacol , vol.37 , pp. 1137-1144
    • Miners, J.O.1    Smith, K.J.2    Robson, R.A.3    McManus, M.E.4    Veronese, M.E.5    Birkett, D.J.6
  • 29
  • 30
    • 0025014594 scopus 로고
    • Tolbutamide and mephenytoin hydroxylation by human cytochrome P450s in the CYP2C subfamily
    • Relling M.V., Aoyama T., Gonzalez F.J., Meyer U.A. Tolbutamide and mephenytoin hydroxylation by human cytochrome P450s in the CYP2C subfamily. J Pharmacol Exp Ther. 252:1990;442-447.
    • (1990) J Pharmacol Exp Ther , vol.252 , pp. 442-447
    • Relling, M.V.1    Aoyama, T.2    Gonzalez, F.J.3    Meyer, U.A.4
  • 31
    • 0030975846 scopus 로고    scopus 로고
    • Induction of cytochrome P450 3A by retinoids in rat hepatocyte culture
    • Jurima-Romet M., Neigh S., Casley W.L. Induction of cytochrome P450 3A by retinoids in rat hepatocyte culture. Hum Exp Toxicol. 16:1997;198-203.
    • (1997) Hum Exp Toxicol , vol.16 , pp. 198-203
    • Jurima-Romet, M.1    Neigh, S.2    Casley, W.L.3
  • 32
    • 0030810985 scopus 로고    scopus 로고
    • CYP26, a novel mammalian cytochrome P450, is induced by retinoic acid and defines a new family
    • Ray W.J., Bain G., Yao M., Gottleib D.I. CYP26, a novel mammalian cytochrome P450, is induced by retinoic acid and defines a new family. J Biol Chem. 272:1997;18702-18708.
    • (1997) J Biol Chem , vol.272 , pp. 18702-18708
    • Ray, W.J.1    Bain, G.2    Yao, M.3    Gottleib, D.I.4
  • 34
    • 0030746211 scopus 로고    scopus 로고
    • CDNA cloning of human retinoic acid-metabolizing enzyme (hP450RAI) identifies a novel family of cytochromes P450 (CYP26)
    • White J.A., Beckett-Jones B., Guo Y.-D., Dilworth F.J., Bonasoro J., Jones G., Petkovich M. cDNA cloning of human retinoic acid-metabolizing enzyme (hP450RAI) identifies a novel family of cytochromes P450 (CYP26). J Biol Chem. 272:1997;18538-18541.
    • (1997) J Biol Chem , vol.272 , pp. 18538-18541
    • White, J.A.1    Beckett-Jones, B.2    Guo, Y.-D.3    Dilworth, F.J.4    Bonasoro, J.5    Jones, G.6    Petkovich, M.7
  • 35
    • 0030003842 scopus 로고    scopus 로고
    • Retinoic acid isomers applied to human skin in vivo each induce a 4-hydroxylase that inactivates only trans retinoic acid
    • Duell E.A., Kang S., Voorhees J.J. Retinoic acid isomers applied to human skin in vivo each induce a 4-hydroxylase that inactivates only trans retinoic acid J Invest Dermatol. 106:1996;316-320.
    • (1996) J Invest Dermatol , vol.106 , pp. 316-320
    • Duell, E.A.1    Kang, S.2    Voorhees, J.J.3
  • 36
    • 0000370691 scopus 로고    scopus 로고
    • Highly specific cytochrome P450-like enzymes for all-trans-retinoic acid in T47D human breast cancer cells
    • Han I.S., Choi J.-H. Highly specific cytochrome P450-like enzymes for all-trans-retinoic acid in T47D human breast cancer cells. J Clin Endocrinol Metab. 81:1996;2069-2075.
    • (1996) J Clin Endocrinol Metab , vol.81 , pp. 2069-2075
    • Han, I.S.1    Choi, J.-H.2
  • 39
    • 0025872863 scopus 로고
    • Identification of the cytochrome P-450IIIA family as the enzymes involved in the N-demethylation of tamoxifen in human liver microsomes
    • Jacolot F., Simon I., Dreano Y., Beaune P., Riche C., Berthou F. Identification of the cytochrome P-450IIIA family as the enzymes involved in the N-demethylation of tamoxifen in human liver microsomes. Biochem Pharmacol. 41:1991;1911-1919.
    • (1991) Biochem Pharmacol , vol.41 , pp. 1911-1919
    • Jacolot, F.1    Simon, I.2    Dreano, Y.3    Beaune, P.4    Riche, C.5    Berthou, F.6


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