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Volumn 32, Issue 11, 2004, Pages 1209-1212

The involvement of CYP3A4 and CYP2C9 in the metabolism of 17α-ethinylestradiol

Author keywords

[No Author keywords available]

Indexed keywords

CYTOCHROME P450 1A1; CYTOCHROME P450 1A2; CYTOCHROME P450 2C19; CYTOCHROME P450 2C9; CYTOCHROME P450 3A4; DRUG METABOLITE; ETHINYLESTRADIOL; KETOCONAZOLE; SULFAPHENAZOLE;

EID: 6944229545     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: 10.1124/dmd.104.000182     Document Type: Article
Times cited : (98)

References (33)
  • 1
    • 0014785936 scopus 로고
    • Metabolism of radioactive 17α-ethynylestradiol by women
    • Abdel-Aziz MT and Williams KI (1970) Metabolism of radioactive 17α-ethynylestradiol by women. Steroids 15:695-710.
    • (1970) Steroids , vol.15 , pp. 695-710
    • Abdel-Aziz, M.T.1    Williams, K.I.2
  • 2
    • 0034800442 scopus 로고    scopus 로고
    • Role of human cytochrome P450 1A1, 1A2, 1B1, and 3A4 in the 2-, 4- and 16alpha-hydroxylation of 17beta-estradiol
    • Badawi AF, Cavalieri EL, and Rogan EG (2001) Role of human cytochrome P450 1A1, 1A2, 1B1, and 3A4 in the 2-, 4- and 16alpha-hydroxylation of 17beta-estradiol. Metabolism 50:1001-1003.
    • (2001) Metabolism , vol.50 , pp. 1001-1003
    • Badawi, A.F.1    Cavalieri, E.L.2    Rogan, E.G.3
  • 3
    • 0025349787 scopus 로고
    • Differences in the cytochrome P-450 isoenzymes involved in the 2-hydroxylation of oestradiol and 17 alpha-ethinyloestradiol. Relative activities of rat and human liver enzymes
    • Ball SE, Forrester LM, Wolf CR, and Back DJ (1990) Differences in the cytochrome P-450 isoenzymes involved in the 2-hydroxylation of oestradiol and 17 alpha-ethinyloestradiol. Relative activities of rat and human liver enzymes. Biochem J 267:221-226.
    • (1990) Biochem J , vol.267 , pp. 221-226
    • Ball, S.E.1    Forrester, L.M.2    Wolf, C.R.3    Back, D.J.4
  • 5
    • 0017601139 scopus 로고
    • Interaction of rifampicin treatment with pharmacokinetics and metabolism of ethinyloestradiol in man
    • Bolt HM, Bolt M, and Kappus H (1977) Interaction of rifampicin treatment with pharmacokinetics and metabolism of ethinyloestradiol in man. Acta Endocrinol 85:189-197.
    • (1977) Acta Endocrinol , vol.85 , pp. 189-197
    • Bolt, H.M.1    Bolt, M.2    Kappus, H.3
  • 6
    • 0028558737 scopus 로고
    • Induction of cytochrome P4501A by smoking or omeprazole in comparison with UDP-glucuronosyltransferase in biopsies of human duodenal mucosa
    • Buchthal J, Grund KE, Buchmann A, Schrenk D, Beaune P, and Bock KW (1995) Induction of cytochrome P4501A by smoking or omeprazole in comparison with UDP-glucuronosyltransferase in biopsies of human duodenal mucosa. Eur J Clin Pharmacol 47:431-435.
    • (1995) Eur J Clin Pharmacol , vol.47 , pp. 431-435
    • Buchthal, J.1    Grund, K.E.2    Buchmann, A.3    Schrenk, D.4    Beaune, P.5    Bock, K.W.6
  • 7
    • 1642498178 scopus 로고    scopus 로고
    • Induction of human CYP2C9 by rifampicin, hyperforin and phenobarbital is mediated by the pregnane X receptor (PXR)
    • Chen Y, Ferguson SS, Negishi M, and Goldstein JA (2004) Induction of human CYP2C9 by rifampicin, hyperforin and phenobarbital is mediated by the pregnane X receptor (PXR). J Pharmacol Exp Ther 308:495-501.
    • (2004) J Pharmacol Exp Ther , vol.308 , pp. 495-501
    • Chen, Y.1    Ferguson, S.S.2    Negishi, M.3    Goldstein, J.A.4
  • 8
    • 0027521059 scopus 로고
    • Human bilirubin UDP-glucuronosyltransferase catalyzes the glucuronidation of ethinylestradiol
    • Ebner T, Remmel RP, and Burchell B (1993) Human bilirubin UDP-glucuronosyltransferase catalyzes the glucuronidation of ethinylestradiol. Mol Pharmacol 43:649-654.
    • (1993) Mol Pharmacol , vol.43 , pp. 649-654
    • Ebner, T.1    Remmel, R.P.2    Burchell, B.3
  • 10
    • 0028245602 scopus 로고
    • Identification of a new adult human liver sulfotransferase with specificity for endogenous and xenobiotic estrogens
    • Forbes-Bamforth KJ and Coughtrie MW (1994) Identification of a new adult human liver sulfotransferase with specificity for endogenous and xenobiotic estrogens. Biochem Biophys Res Commun 198:707-711.
    • (1994) Biochem Biophys Res Commun , vol.198 , pp. 707-711
    • Forbes-Bamforth, K.J.1    Coughtrie, M.W.2
  • 11
    • 0023883363 scopus 로고
    • Oxidation of 17 alpha-ethynylestradiol by human liver cytochrome P-450
    • Guengerich FP (1988) Oxidation of 17 alpha-ethynylestradiol by human liver cytochrome P-450. Mol Pharmacol 33:500-508.
    • (1988) Mol Pharmacol , vol.33 , pp. 500-508
    • Guengerich, F.P.1
  • 12
    • 0025673894 scopus 로고
    • Inhibition of oral contraceptive steroid-metabolizing enzymes by steroids and drugs
    • Guengerich FP (1990a) Inhibition of oral contraceptive steroid-metabolizing enzymes by steroids and drugs. Am J Obstet Gynecol 163:2159-2163.
    • (1990) Am J Obstet Gynecol , vol.163 , pp. 2159-2163
    • Guengerich, F.P.1
  • 13
    • 0025688510 scopus 로고
    • Metabolism of 17 alpha-ethynylestradiol in humans
    • Guengerich FP (1990b) Metabolism of 17 alpha-ethynylestradiol in humans. Life Sci 47:1981-1988.
    • (1990) Life Sci , vol.47 , pp. 1981-1988
    • Guengerich, F.P.1
  • 14
    • 0030627336 scopus 로고    scopus 로고
    • Role of cytochrome P450 enzymes in drug-drug interactions
    • Guengerich FP (1997) Role of cytochrome P450 enzymes in drug-drug interactions. Adv Pharmacol 43:7-35.
    • (1997) Adv Pharmacol , vol.43 , pp. 7-35
    • Guengerich, F.P.1
  • 17
    • 0029597911 scopus 로고
    • Comparative effects of omeprazole on xenobiotic metabolizing enzymes in the rat and human
    • Kashfi K, McDougall CJ, and Dannenberg AJ (1995) Comparative effects of omeprazole on xenobiotic metabolizing enzymes in the rat and human. Clin Pharmacol Ther 58:625-630.
    • (1995) Clin Pharmacol Ther , vol.58 , pp. 625-630
    • Kashfi, K.1    McDougall, C.J.2    Dannenberg, A.J.3
  • 19
    • 0031856787 scopus 로고    scopus 로고
    • Characterization of CYP2C19 and CYP2C9 from human liver: Respective roles in microsomal tolbutamide, S-mephenytoin and omeprazole hydroxylations
    • Lasker JM, Wester MR, Aramsombatdee E, and Raucy JL (1998) Characterization of CYP2C19 and CYP2C9 from human liver: respective roles in microsomal tolbutamide, S-mephenytoin and omeprazole hydroxylations. Arch Biochem Biophys 353:16-28.
    • (1998) Arch Biochem Biophys , vol.353 , pp. 16-28
    • Lasker, J.M.1    Wester, M.R.2    Aramsombatdee, E.3    Raucy, J.L.4
  • 21
    • 0034911153 scopus 로고    scopus 로고
    • Characterization of the NADPH-dependent metabolism of 17beta-estradiol to multiple metabolites by human liver microsomes and selectively expressed human cytochrome P450 3A4 and 3A5
    • Lee AJ, Kosh JW, Conney AH, and Zhu BT (2001) Characterization of the NADPH-dependent metabolism of 17beta-estradiol to multiple metabolites by human liver microsomes and selectively expressed human cytochrome P450 3A4 and 3A5. J Pharmacol Exp Ther 298:420-432.
    • (2001) J Pharmacol Exp Ther , vol.298 , pp. 420-432
    • Lee, A.J.1    Kosh, J.W.2    Conney, A.H.3    Zhu, B.T.4
  • 23
    • 0032727340 scopus 로고    scopus 로고
    • Effects of cytochrome P450 inducers on 17alpha-ethinyloestradiol (EE2) conjugation by primary human hepatocytes
    • Li AP, Hartman NR, Lu C, Collins JM, and Strong JM (1999) Effects of cytochrome P450 inducers on 17alpha-ethinyloestradiol (EE2) conjugation by primary human hepatocytes. Br J Clin Pharmacol 48:733-742.
    • (1999) Br J Clin Pharmacol , vol.48 , pp. 733-742
    • Li, A.P.1    Hartman, N.R.2    Lu, C.3    Collins, J.M.4    Strong, J.M.5
  • 24
    • 0024321979 scopus 로고
    • Interindividual variation in the metabolism of ethynylestradiol
    • Orme ML, Back DJ, and Ball S (1989) Interindividual variation in the metabolism of ethynylestradiol. Pharmacol Ther 43:251-260.
    • (1989) Pharmacol Ther , vol.43 , pp. 251-260
    • Orme, M.L.1    Back, D.J.2    Ball, S.3
  • 26
    • 0032963857 scopus 로고    scopus 로고
    • Cytochrome P-450 1A1 expression in human small bowel: Interindividual variation and inhibition by ketoconazole
    • Paine MF, Schmiedlin-Ren P, and Watkins PB (1999) Cytochrome P-450 1A1 expression in human small bowel: interindividual variation and inhibition by ketoconazole. Drug Metab Dispos 27:360-364.
    • (1999) Drug Metab Dispos , vol.27 , pp. 360-364
    • Paine, M.F.1    Schmiedlin-Ren, P.2    Watkins, P.B.3
  • 27
    • 0033105118 scopus 로고    scopus 로고
    • Integrated cytochrome P450 reaction phenotyping: Attempting to bridge the gap between cDNA-expressed cytochromes P450 and native human liver microsomes
    • Rodrigues AD (1999) Integrated cytochrome P450 reaction phenotyping: attempting to bridge the gap between cDNA-expressed cytochromes P450 and native human liver microsomes. Biochem Pharmacol 57:465-480.
    • (1999) Biochem Pharmacol , vol.57 , pp. 465-480
    • Rodrigues, A.D.1
  • 29
    • 0009482260 scopus 로고
    • Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets: Procedure and some applications
    • Towbin H, Staehelin T, and Gordon J (1979) Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets: procedure and some applications. Proc Natl Acad Sci USA 76:4350-4354.
    • (1979) Proc Natl Acad Sci USA , vol.76 , pp. 4350-4354
    • Towbin, H.1    Staehelin, T.2    Gordon, J.3
  • 30
    • 0019201842 scopus 로고
    • Chromatographic patterns of urinary ethynyl estrogen metabolites in various populations
    • Williams MC and Goldzieher JW (1980) Chromatographic patterns of urinary ethynyl estrogen metabolites in various populations. Steroids 36:255-281.
    • (1980) Steroids , vol.36 , pp. 255-281
    • Williams, M.C.1    Goldzieher, J.W.2
  • 31
    • 0016591123 scopus 로고
    • The urinary metabolites of 17a-ethynylestradiol-9a,11xi-3H in women. Chromatographic profiling and identification of ethynyl and non-ethynyl compounds
    • Williams MC, Helton ED, and Goldzieher JW (1975) The urinary metabolites of 17a-ethynylestradiol-9a,11xi-3H in women. Chromatographic profiling and identification of ethynyl and non-ethynyl compounds. Steroids 25:229-246.
    • (1975) Steroids , vol.25 , pp. 229-246
    • Williams, M.C.1    Helton, E.D.2    Goldzieher, J.W.3
  • 32
    • 0031830896 scopus 로고    scopus 로고
    • Roles of cytochromes P450 1A2 and 3A4 in the oxidation of estradiol and estrone in human liver microsomes
    • Yamazaki H, Shaw PM, Guengerich FP, and Shimada T (1998) Roles of cytochromes P450 1A2 and 3A4 in the oxidation of estradiol and estrone in human liver microsomes. Chem Res Toxicol 11:659-665.
    • (1998) Chem Res Toxicol , vol.11 , pp. 659-665
    • Yamazaki, H.1    Shaw, P.M.2    Guengerich, F.P.3    Shimada, T.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.