메뉴 건너뛰기




Volumn 43, Issue 3, 1997, Pages 245-252

Evidence of involvement of human CYP3A in the 3-hydroxylation of quinine

Author keywords

CYP3A; drug metabolism; human liver microsomes; quinine

Indexed keywords

3 HYDROXYQUININE; 4 NITROPHENOL; CAFFEINE; DRUG METABOLITE; MIDAZOLAM; OMEPRAZOLE; PHENACETIN; QUININE; TOLBUTAMIDE; UNCLASSIFIED DRUG;

EID: 0031043842     PISSN: 03065251     EISSN: None     Source Type: Journal    
DOI: 10.1046/j.1365-2125.1997.00556.x     Document Type: Article
Times cited : (77)

References (42)
  • 2
    • 0026659564 scopus 로고
    • Antimalarial pharmacokinetics and treatment regimens
    • White NJ. Antimalarial pharmacokinetics and treatment regimens. Br J Clin Pharmacol. 1992; 34: 1-10.
    • (1992) Br J Clin Pharmacol , vol.34 , pp. 1-10
    • White, N.J.1
  • 3
    • 0022467917 scopus 로고
    • Oxidation of quinidine by human liver cytochrome P-450
    • Guengerich FP, Muller-Enoch D, Blair IA. Oxidation of quinidine by human liver cytochrome P-450. Mol Pharmacol 1986; 30: 287-295.
    • (1986) Mol Pharmacol , vol.30 , pp. 287-295
    • Guengerich, F.P.1    Muller-Enoch, D.2    Blair, I.A.3
  • 4
    • 0010262966 scopus 로고
    • Isolation of new quinidine metabolites and simultaneous determination of quinidine and its metabolites in blood and urine by direct injection HPLC analysis
    • Tamai G, Yoshida H, Takashina T, et al. Isolation of new quinidine metabolites and simultaneous determination of quinidine and its metabolites in blood and urine by direct injection HPLC analysis. Chromatographia 1985; 20: 671-676.
    • (1985) Chromatographia , vol.20 , pp. 671-676
    • Tamai, G.1    Yoshida, H.2    Takashina, T.3
  • 5
    • 0019434758 scopus 로고
    • Identification of new urinary metabolites in man of quinine using methane chemical ionization gas chromatography-mass spectrometry
    • Liddle C, Graham GG, Christopher RK, Bhuwapathanapun S, Duffield AM. Identification of new urinary metabolites in man of quinine using methane chemical ionization gas chromatography-mass spectrometry. Xenobiotica 1981; 11: 81-87.
    • (1981) Xenobiotica , vol.11 , pp. 81-87
    • Liddle, C.1    Graham, G.G.2    Christopher, R.K.3    Bhuwapathanapun, S.4    Duffield, A.M.5
  • 6
    • 0344109336 scopus 로고
    • Metabolic products of the cinchona alkaloids in human urine
    • Brodie BB, Baer JE, Craig LC. Metabolic products of the cinchona alkaloids in human urine. J Biol Chem 1951; 188: 567-581.
    • (1951) J Biol Chem , vol.188 , pp. 567-581
    • Brodie, B.B.1    Baer, J.E.2    Craig, L.C.3
  • 7
    • 0000499267 scopus 로고
    • In vitro hepatic microsomal metabolism of quinine: Identification of P450 enzymes responsible for quinine metabolism
    • Wanwimolruk S, Wong SM, Coville PF, Walker RJ. In vitro hepatic microsomal metabolism of quinine: identification of P450 enzymes responsible for quinine metabolism. Can J Physiol Pharmacol 1994; 72 (Suppl 1): 294.
    • (1994) Can J Physiol Pharmacol , vol.72 , Issue.1 SUPPL. , pp. 294
    • Wanwimolruk, S.1    Wong, S.M.2    Coville, P.F.3    Walker, R.J.4
  • 8
    • 0029560346 scopus 로고
    • Metabolism of quinine in man: 1. Identification of a major metabolite, and effect of smoking and rifampicin pretreatment
    • Wanwimolruk S, Wong SM, Zhang H, Coville PF, Walker RJ. Metabolism of quinine in man: 1. Identification of a major metabolite, and effect of smoking and rifampicin pretreatment. J Pharm Pharmacol 1995; 47: 957-963.
    • (1995) J Pharm Pharmacol , vol.47 , pp. 957-963
    • Wanwimolruk, S.1    Wong, S.M.2    Zhang, H.3    Coville, P.F.4    Walker, R.J.5
  • 10
    • 0024603850 scopus 로고
    • Metabolism of cyclosporin A. IV. Purification and characterisation of the rifampicin-inducible human liver cytochrome P-450 (cyclosporin a oxidase) as a product of P-450IIIA gene subfamily
    • Combalbert J, Fabre I, Fabre G, et al. Metabolism of cyclosporin A. IV. Purification and characterisation of the rifampicin-inducible human liver cytochrome P-450 (cyclosporin A oxidase) as a product of P-450IIIA gene subfamily. Drug Metab Dispos 1989; 17: 197-207.
    • (1989) Drug Metab Dispos , vol.17 , pp. 197-207
    • Combalbert, J.1    Fabre, I.2    Fabre, G.3
  • 11
    • 0024427759 scopus 로고
    • The increase in urinary excretion of 6β-hydroxycortisol as a marker of human hepatic cytochrome P-450IIIA induction
    • Ged C, Rouillon JM, Pichard L, et al. The increase in urinary excretion of 6β-hydroxycortisol as a marker of human hepatic cytochrome P-450IIIA induction. Br J Clin Pharmacol 1989; 28: 373-387.
    • (1989) Br J Clin Pharmacol , vol.28 , pp. 373-387
    • Ged, C.1    Rouillon, J.M.2    Pichard, L.3
  • 12
    • 0023687412 scopus 로고
    • A form of cytochrome P450 in man, orthologous to form d in the rat, catalyses the O-deethylation of phenacetin and is inducible by cigarette smoking
    • Sesardic D, Boobis AR, Edwards RJ, Davies DS. A form of cytochrome P450 in man, orthologous to form d in the rat, catalyses the O-deethylation of phenacetin and is inducible by cigarette smoking. Br J Clin Pharmacol 1988; 26: 363-372.
    • (1988) Br J Clin Pharmacol , vol.26 , pp. 363-372
    • Sesardic, D.1    Boobis, A.R.2    Edwards, R.J.3    Davies, D.S.4
  • 13
    • 0025296345 scopus 로고
    • Metabolism of 2-actylaminofluorene and benzo(a)pyrene and activation of food-derived heterocyclic amine mutagens by human cytochromes P450
    • McManus ME, Burgess WM, Veronese ME, Huggett A, Quattrochi LC, Tukey RH. Metabolism of 2-actylaminofluorene and benzo(a)pyrene and activation of food-derived heterocyclic amine mutagens by human cytochromes P450. Cancer Res 1990; 50: 3367-3376.
    • (1990) Cancer Res , vol.50 , pp. 3367-3376
    • McManus, M.E.1    Burgess, W.M.2    Veronese, M.E.3    Huggett, A.4    Quattrochi, L.C.5    Tukey, R.H.6
  • 14
    • 0023217640 scopus 로고
    • Characterisation of theophylline metabolism by human liver microsomes
    • Robson RA, Matthews AP, Miners JO, et al. Characterisation of theophylline metabolism by human liver microsomes. Br J Clin Pharmacol 1987; 24: 293-300.
    • (1987) Br J Clin Pharmacol , vol.24 , pp. 293-300
    • Robson, R.A.1    Matthews, A.P.2    Miners, J.O.3
  • 15
    • 0030039308 scopus 로고    scopus 로고
    • Simultaneous determination of quinine and a major metabolite 3-hydroxyquinine in biological fluids by HPLC without extraction
    • Wanwimolruk S, Wong SM, Zhang H, Coville PF. Simultaneous determination of quinine and a major metabolite 3-hydroxyquinine in biological fluids by HPLC without extraction. J Liq Chromatogr 1996; 19: 293-305.
    • (1996) J Liq Chromatogr , vol.19 , pp. 293-305
    • Wanwimolruk, S.1    Wong, S.M.2    Zhang, H.3    Coville, P.F.4
  • 17
    • 0026906604 scopus 로고
    • Caffeine as a probe for human cytochrome P450: Validation using cDNA-expression, immunoinhibition and microsomal kinetic and inhibitor techniques
    • Tassaneeyakul W, Mohamed Z, Birkett DJ, et al. Caffeine as a probe for human cytochrome P450: validation using cDNA-expression, immunoinhibition and microsomal kinetic and inhibitor techniques. Pharmacogenetics 1992; 2: 173-183.
    • (1992) Pharmacogenetics , vol.2 , pp. 173-183
    • Tassaneeyakul, W.1    Mohamed, Z.2    Birkett, D.J.3
  • 18
    • 0027380074 scopus 로고
    • Isoform-selective mechanism-based inhibition of human cytochrome P450IA2 by furafylline
    • Kunze KL, Trager WF. Isoform-selective mechanism-based inhibition of human cytochrome P450IA2 by furafylline. Chem Res Toxicol 1993; 6: 649-656.
    • (1993) Chem Res Toxicol , vol.6 , pp. 649-656
    • Kunze, K.L.1    Trager, W.F.2
  • 19
    • 0027397054 scopus 로고
    • Site-directed mutation studies of human liver cytochrome P450 isoenzymes in the CYP2C subfamily
    • Veronese ME, Doecke CJ, Mackenzie PI, et al. Site-directed mutation studies of human liver cytochrome P450 isoenzymes in the CYP2C subfamily. Biochem J 1993; 289: 533-538.
    • (1993) Biochem J , vol.289 , pp. 533-538
    • Veronese, M.E.1    Doecke, C.J.2    Mackenzie, P.I.3
  • 20
    • 0028228630 scopus 로고
    • In vitro proguanil activation to cycloguanil by human liver microsomes is mediated by CYP3A isoforms as well as by -S-mephenytoin hydroxylase
    • Birkett DJ, Rees D, Andersson T, Gonzalez FJ, Miners JO, Veronese ME. In vitro proguanil activation to cycloguanil by human liver microsomes is mediated by CYP3A isoforms as well as by -S-mephenytoin hydroxylase. Br J Clin Pharmacol 1994; 37: 423-420.
    • (1994) Br J Clin Pharmacol , vol.37 , pp. 423-420
    • Birkett, D.J.1    Rees, D.2    Andersson, T.3    Gonzalez, F.J.4    Miners, J.O.5    Veronese, M.E.6
  • 21
    • 0026058222 scopus 로고
    • Relationship between phenytoin and tolbutamide hydroxylations in human liver microsomes
    • Doecke CJ, Veronese ME, Pond SM, et al. Relationship between phenytoin and tolbutamide hydroxylations in human liver microsomes. Br J Clin Pharmacol 1991; 31: 125-130.
    • (1991) Br J Clin Pharmacol , vol.31 , pp. 125-130
    • Doecke, C.J.1    Veronese, M.E.2    Pond, S.M.3
  • 22
    • 0028241592 scopus 로고
    • Caffeine metabolism by human cytochrome P450: Contributions of 1A2, 2E1 and 3A isoforms
    • Tassaneeyakul W, Birkett DJ, McManus ME, et al. Caffeine metabolism by human cytochrome P450: contributions of 1A2, 2E1 and 3A isoforms. Biochem Pharmacol 1994; 47: 1767-1776.
    • (1994) Biochem Pharmacol , vol.47 , pp. 1767-1776
    • Tassaneeyakul, W.1    Birkett, D.J.2    McManus, M.E.3
  • 24
    • 0028361593 scopus 로고
    • Inhibition of human CYP3A catalyzed 1′-hydroxy midazolam formation by ketoconazole, nifedipme, erythromycin, cimetidine, and nizatidine
    • Wrighton SA, Ring BJ. Inhibition of human CYP3A catalyzed 1′-hydroxy midazolam formation by ketoconazole, nifedipme, erythromycin, cimetidine, and nizatidine. Pharmaceutical Res 1994; 11: 921-924.
    • (1994) Pharmaceutical Res , vol.11 , pp. 921-924
    • Wrighton, S.A.1    Ring, B.J.2
  • 25
    • 0027364928 scopus 로고
    • Specificity of substrate and inhibitor probes for human cytochrome P450 1A1 and 1A2
    • Tassaneeyakul W, Birkett DJ, Veronese ME, et al. Specificity of substrate and inhibitor probes for human cytochrome P450 1A1 and 1A2. J Pharmacol Exp Ther 1993; 265: 401-407.
    • (1993) J Pharmacol Exp Ther , vol.265 , pp. 401-407
    • Tassaneeyakul, W.1    Birkett, D.J.2    Veronese, M.E.3
  • 26
    • 0027253618 scopus 로고
    • High-performance liquid chromatographic assay for 4-nitrophenol hydroxylation, a putative cytochrome P450 2E1 activity, in human liver microsomes
    • Tassaneeyakul W, Veronese ME, Birkett DJ, Miners JO. High-performance liquid chromatographic assay for 4-nitrophenol hydroxylation, a putative cytochrome P450 2E1 activity, in human liver microsomes. J Chromatogr 1993; 616: 73-78.
    • (1993) J Chromatogr , vol.616 , pp. 73-78
    • Tassaneeyakul, W.1    Veronese, M.E.2    Birkett, D.J.3    Miners, J.O.4
  • 28
    • 0024373348 scopus 로고
    • Oxidation of midazolam and triazolam by human liver cytochrome P450IIIA4
    • Kronbach T, Mathy D, Umeno M, Gonzalez FJ, Meyer UA. Oxidation of midazolam and triazolam by human liver cytochrome P450IIIA4. Mol Pharmacol 1989; 36: 89-96.
    • (1989) Mol Pharmacol , vol.36 , pp. 89-96
    • Kronbach, T.1    Mathy, D.2    Umeno, M.3    Gonzalez, F.J.4    Meyer, U.A.5
  • 29
    • 0026495982 scopus 로고
    • Role of guinea pig and rabbit hepatic aldehyde oxidase in oxidative in vitro metabolism of cinchona antimalarials
    • Beedham C, Al-Tayib Y, Smith JA. Role of guinea pig and rabbit hepatic aldehyde oxidase in oxidative in vitro metabolism of cinchona antimalarials. Drug Metab Dispos 1992; 20: 889-895.
    • (1992) Drug Metab Dispos , vol.20 , pp. 889-895
    • Beedham, C.1    Al-Tayib, Y.2    Smith, J.A.3
  • 30
    • 0025323155 scopus 로고
    • Selectivity in the inhibition of mammalian cytochrome P450 by chemical agents
    • Murray M, Gordon FR. Selectivity in the inhibition of mammalian cytochrome P450 by chemical agents. Pharmacol Rev 1990; 42: 85-100.
    • (1990) Pharmacol Rev , vol.42 , pp. 85-100
    • Murray, M.1    Gordon, F.R.2
  • 31
    • 0025055648 scopus 로고
    • Enzyme induction in the cytochrome P450 enzymes
    • Okey AB. Enzyme induction in the cytochrome P450 enzymes. Pharmacol Ther 1990; 45: 241-298.
    • (1990) Pharmacol Ther , vol.45 , pp. 241-298
    • Okey, A.B.1
  • 32
    • 0026536551 scopus 로고
    • Characterization of human cytochrome P450 enzymes
    • Guengerich FP. Characterization of human cytochrome P450 enzymes. FASEB J 1992; 6: 745-748.
    • (1992) FASEB J , vol.6 , pp. 745-748
    • Guengerich, F.P.1
  • 33
    • 0025273823 scopus 로고
    • Enzymatic oxidation of xenobiotic chemicals
    • Guengerich FP. Enzymatic oxidation of xenobiotic chemicals. CRC Crit Rev Biochem Mol Biol 1990; 25: 97-153.
    • (1990) CRC Crit Rev Biochem Mol Biol , vol.25 , pp. 97-153
    • Guengerich, F.P.1
  • 34
    • 0028234586 scopus 로고
    • Regioselective biotransformation of midazolam by members of the human cytochrome P450 3A (CYP 3A) subfamily
    • Gorski JC, Hall SD, Jones DR, Vandenbranden M, Wrighton SA. Regioselective biotransformation of midazolam by members of the human cytochrome P450 3A (CYP 3A) subfamily. Biochem Pharmacol 1994; 47: 1643-1653.
    • (1994) Biochem Pharmacol , vol.47 , pp. 1643-1653
    • Gorski, J.C.1    Hall, S.D.2    Jones, D.R.3    Vandenbranden, M.4    Wrighton, S.A.5
  • 35
    • 0028201724 scopus 로고
    • Cytochrome P450 3A-mediated human liver microsomal taxol 6α-hydroxylation
    • Kumar GN, Walle UK, Walle T. Cytochrome P450 3A-mediated human liver microsomal taxol 6α-hydroxylation. J Pharmacol Exp Ther 1994; 268: 1160-1165.
    • (1994) J Pharmacol Exp Ther , vol.268 , pp. 1160-1165
    • Kumar, G.N.1    Walle, U.K.2    Walle, T.3
  • 36
    • 0027460033 scopus 로고
    • Identification and characterization of the cytochrome P450 enzymes involved in N-dealkylation of propafenone: Molecular base for interaction potential and variable disposition of active metabolites
    • Botsch S, Gautier JC, Beaune P, Eichelbaum M, Kroemer HK. Identification and characterization of the cytochrome P450 enzymes involved in N-dealkylation of propafenone: molecular base for interaction potential and variable disposition of active metabolites. Mol Pharmacol 1993; 43: 120-126.
    • (1993) Mol Pharmacol , vol.43 , pp. 120-126
    • Botsch, S.1    Gautier, J.C.2    Beaune, P.3    Eichelbaum, M.4    Kroemer, H.K.5
  • 37
    • 0026750647 scopus 로고
    • The human hepatic cytochrome P450 involved in drug metabolism
    • Wrighton SA, Stevens JC. The human hepatic cytochrome P450 involved in drug metabolism. Crit Rev Tox 1992; 22: 1-21.
    • (1992) Crit Rev Tox , vol.22 , pp. 1-21
    • Wrighton, S.A.1    Stevens, J.C.2
  • 38
    • 0028071759 scopus 로고
    • Noninvasive tests of CYP3A enzymes
    • Watkins PB. Noninvasive tests of CYP3A enzymes. Pharmacogenetics 1994; 4: 171-184.
    • (1994) Pharmacogenetics , vol.4 , pp. 171-184
    • Watkins, P.B.1
  • 39
    • 0025772460 scopus 로고
    • Species difference in metabolism and pharmacokinetics: Are we close to an understanding?
    • Smith DA. Species difference in metabolism and pharmacokinetics: are we close to an understanding? Drug Metab Rev 1991; 23: 355-373.
    • (1991) Drug Metab Rev , vol.23 , pp. 355-373
    • Smith, D.A.1
  • 41
    • 0027756106 scopus 로고
    • In vitro methods for assessing human hepatic drug metabolism: Their use in drug development
    • Wrighton SA, Vandenbranden M, Stevens JC, Shipley LA, Ring BJ. In vitro methods for assessing human hepatic drug metabolism: their use in drug development. Drug Metab Rev 1993; 25: 453-484.
    • (1993) Drug Metab Rev , vol.25 , pp. 453-484
    • Wrighton, S.A.1    Vandenbranden, M.2    Stevens, J.C.3    Shipley, L.A.4    Ring, B.J.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.