Characterization of the NADPH-dependent metabolism of 17β-estradiol to multiple metabolites by human liver microsomes and selectively expressed human cytochrome P450 3A4 and 3A5

Journal of Pharmacology and Experimental Therapeutics

Volumn 298, Issue 2, 2001, Pages 420-432

  Lee, Anthony J ^a   Kosh, Joseph W ^a   Conney, Allan H ^b,c   Zhu, Bao Ting ^a  

^a UNIVERSITY OF SOUTH CAROLINA   (United States)

^b RUTGERS UNIVERSITY   (United States)

^c Department of Cancer and Leukemia Research ^*

Author keywords

[No Author keywords available]

Indexed keywords

CYTOCHROME P450 3A4; CYTOCHROME P450 3A5; CYTOCHROME P450 ISOENZYME; DEXTROMETHORPHAN; DRUG METABOLITE; ESTRADIOL; MEPHENYTOIN; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; TESTOSTERONE; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DEMETHYLATION; DRUG HYDROXYLATION; DRUG METABOLISM; DRUG STRUCTURE; FEMALE; GAS CHROMATOGRAPHY; GENDER; HUMAN; HUMAN EXPERIMENT; HUMAN TISSUE; INCUBATION TIME; LIVER MICROSOME; MALE; MASS SPECTROMETRY; NORMAL HUMAN; PRIORITY JOURNAL;

AGED; ARYL HYDROCARBON HYDROXYLASES; BIOTRANSFORMATION; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CYTOCHROME P-450 ENZYME SYSTEM; ESTRADIOL; FEMALE; HUMANS; HYDROGEN-ION CONCENTRATION; ISOENZYMES; MALE; MICROSOMES, LIVER; MIDDLE AGED; MIXED FUNCTION OXYGENASES; NADP; REPRODUCIBILITY OF RESULTS; SEX CHARACTERISTICS; SPECTROPHOTOMETRY, ULTRAVIOLET; STEROID 16-ALPHA-HYDROXYLASE;

EID: 0034911153     PISSN: 00223565     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (49)

1. Estradiol metabolism by complementary deoxyribonucleic acid-expressed human cytochrome P450s
2. Differences in the cytochrome P-450 isoenzymes involved in the 2-hydroxylation of oestradiol and 17α-ethinyloestradiol
3. Age- and sex-related expression of cytochromes P450f and P450g in rat liver
4. Oestradiol 16α-hydroxylase: A risk marker for breast cancer
5. Indole-3-carbinol. A novel approach to breast cancer prevention
6. Metabolism of oestrone and estradiol-17β in human liver in vitro
7. 17β-Estradiol metabolism by selectively-expressed human cytochromes P450
8. Estrogens as endogenous genotoxic agents - DNA adducts and mutations
9. Induction of microsomal enzymes by foreign chemicals and carcinogenesis by polycyclic aromatic hydrocarbons: G. H. A. Clowes memorial lecture
10. 17β-Estradiol 2- and 4-hydroxylation catalyzed by rat hepatic cytochrome P450: Roles of individual forms, inductive effects, developmental patterns and alterations by gonadectomy and hormone replacement
11. Estrogenic responses in estrogen receptor-α deficient mice reveal a distinct estrogen signaling pathway
12. Increased estrogen 16α-hydroxylase activity in women with breast and endometrial cancer
13. Relative expression of cytochrome P450 isoenzymes in human liver and association with the metabolism of drugs and xenobiotics
14. Cytochrome P-450 3A4: Regulation and role in drug metabolism
15. In vitro inhibition of dihydropyridine oxidation and aflatoxin B1 activation in human liver microsomes by naringenin and other flavonoids
16. Oxidation of toxic and carcinogenic chemicals by human cytochrome P-450 enzymes
17. 3H]estradiol by rabbit hypothalami in vitro
18. Differential expression of oncogenous c-fos, c-myc and neu/Her-2 induced by estradiol and 16α-hydroxyestrone in human cancer cell line
19. 16α-Hydroxylation of estrone by human cytochrome P4503A4/5
20. Nature of cytochromes P450 involved in the 2-/4-hydroxylation of estradiol in human liver microsomes
21. Is estradiol a genotoxic mutagenic carcinogen?
22. Free radical generation by redox cycling of estrogens
23. Purification, characterization and pituitary regulation of the sex-specific cytochrome P450 15β-hydroxylase from liver microsomes of untreated female rats
24. 3H]17β-oestradiol in rats: Male-specific 15α- and male-selective 16α-hydroxylation and female-selective catechol formation
25. P450 enzymes of estrogen metabolism
26. Identification of 6α- and 7α-hydroxyestrone as major metabolites of estrone and estradiol in porcine uterus
27. 14 by mouse liver microsomes
28. Induction of uterine adenocarcinoma in CD-1 mice by catechol estrogens
29. Upregulation of estradiol C16α-hydroxylation in human breast tissue: A potential biomarker of breast cancer risk
30. Effects of freezing, thawing, and storing human liver microsomes on cytochrome P450 activity
31. NF, the nifedipine oxidase, being the principal enzyme involved in the bioactivation of aflatoxins in human liver
32. Interindividual variations in human liver cytochrome P-450 enzymes involved in the oxidation of drugs, carcinogens and toxic chemicals: Studies with liver microsomes of 30 Japanese and 30 Caucasians
33. Role of human hepatic cytochrome P450 1A2 and 3A4 in the metabolic activation of estrone
34. High-performance liquid chromatography separation of hydroxylated estradiol metabolites: Formation of estradiol metabolites by liver microsomes from male and female rats
35. Effects of phenobarbital, dexamethasone, and 3-methylcholanthrene administration on the metabolism of 17β-estradiol by liver microsomes from female rats
36. Partial purification of cytochrome P-450 from rat brain and demonstration of estradiol hydroxylation
37. Covalent binding of the endogenous estrogen 16α-hydroxyestrone to estradiol receptor in human breast cancer cells: Characterization and intranuclear localization
38. In vitro and in vivo drug interactions involving human CYP 3A
39. Interindividual variability in catalytic activity and immunoreactivity of three major human liver cytochrome P450 isozymes
40. Rat hepatic cytochrome P450 isozyme 2C: Identifcation as a male-specific developmentally reduced steroid 16α-hydroxylase and comparison to a female-specific cytochrome P450 isoenzyme
41. Regulation of rat hepatic cytochrome P450: Age-dependent expression, hormonal imprinting and xenobiotic inducibility of sex-specific isozymes
42. Studies on the expression and metabolic capabilities of human liver cytochrome P450 IIIA5 (HLp3)
43. Identification of a polymorphically expressed member of the human cytochrome P-450 III family
44. The human hepatic cytochromes P450 involved in drug metabolism
45. Roles of cytochromes P450 1A2 and 3A4 in the oxidation of estradiol and estrone in human liver microsomes
46. Functional role of estrogen metabolism in target cells: Review and perspectives
47. Is 2-methoxyestradiol an endogenous estrogen metabolite that inhibits mammary carcinogenesis?
48. Dietary administration of an extract from rosemary leaves enhances the liver microsomal metabolism of endogenous estrogens and decreases their uterotropic action in CD-1 mice
49. The carcinogenic activity of ethinyl estrogens is determined by both their hormonal characteristics and their conversion to catechol metabolites