Relative imbalances in estrogen metabolism and conjugation in breast tissue of women with carcinoma: Potential biomarkers of susceptibility to cancer

Carcinogenesis

Volumn 24, Issue 4, 2003, Pages 697-702

  Rogan, Eleanor G ^a   Badawi, Alaa F ^b   Devanesan, Prabu D ^a   Meza, Jane L ^a   Edney, James A ^c   West, William W ^c   Higginbotham, Sheila M ^a   Cavalieri, Ercole L ^a  

^a UNIVERSITY OF NEBRASKA MEDICAL CENTER   (United States)

^b FOX CHASE CANCER CENTER   (United States)

^c UNIVERSITY OF NEBRASKA MEDICAL CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOLOGICAL MARKER; CATECHOL ESTROGEN; ESTRADIOL; ESTROGEN; ESTRONE; GLUTATHIONE DERIVATIVE; QUINONE DERIVATIVE;

ADULT; AGED; ARTICLE; BREAST BIOPSY; BREAST CARCINOGENESIS; BREAST CARCINOMA; CANCER RISK; CANCER SUSCEPTIBILITY; CANCER TISSUE; CHEMICAL STRUCTURE; CLINICAL ARTICLE; CONJUGATION; CONTROLLED STUDY; DNA ADDUCT; DNA METHYLATION; ELECTROCHEMICAL DETECTION; ESTRADIOL BLOOD LEVEL; ESTROGEN BLOOD LEVEL; ESTROGEN METABOLISM; ESTRONE BLOOD LEVEL; FEMALE; GENE MUTATION; GLUTATHIONE METABOLISM; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; HUMAN TISSUE; PREDICTION; PRIORITY JOURNAL; PROBABILITY; STRUCTURE ANALYSIS;

ADULT; AGED; AGED, 80 AND OVER; BREAST NEOPLASMS; CASE-CONTROL STUDIES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; ESTROGENS; FEMALE; HUMANS; METHYLATION; MIDDLE AGED; TUMOR MARKERS, BIOLOGICAL;

EID: 0038393297     PISSN: 01433334     EISSN: None     Source Type: Journal    
DOI: 10.1093/carcin/bgg004     Document Type: Article

References (27)

1. Liehr,J.G. (1990) Genotoxic effects of estrogens. Mutat. Res., 238, 269-276.
2. Liehr,J.G. and Roy,D. (1990) Free radical generation by redox cycling of estrogens. Free Rad. Biol. Med., 8, 415-423.
3. Feigelson,H.S. and Henderson,B.E. (1996) Estrogens and breast cancer. Carcinogenesis, 17, 2279-2284.
4. Cavalieri,E.L., Stack,D.E., Devanesan,P.D. et al. (1997) Molecular origin of cancer: catechol estrogen-3,4-quinones as endogenous tumor initiators. Proc. Natl Acad. Sci. USA, 94, 10937-10942.
5. Cavalieri,E., Frenkel,K., Liehr,J.G., Rogan,E. and Roy,D. (2000) Estrogens as endogenous genotoxic agents: DNA adducts and mutations. In Cavalieri,E. and Rogan,E. (eds) JNCI Monograph 27: Estrogens as Endogenous Carcinogens in the Breast and Prostate. Oxford University Press, Oxford, pp. 75-93.
6. Cavalieri,E.L., Rogan,E.G. and Chakravarti,D. (2002) Initiation of cancer and other diseases by catechol ortho-quinones: a unifying mechanism. Cell Mol. Life Sci., 59, 665-681.
7. Chakravarti,D., Mailander,P., Li,K.-M., Higginbotham,S., Zhang,H., Gross,M.L. and Rogan,E. (2001) Evidence that a burst of DNA depurination in SENCAR mouse skin induces error-prone repair and forms mutations in the H-ras gene. Oncogene, 20, 7945-7953.
8. Schneider,J., Kinne,D., Fracchia,A., Pierce,V., Anderson,K.E., Bradlow,H.L. and Fishman,J. (1982) Abnormal oxidative metabolism of estradiol in women with breast cancer. Proc. Natl Acad. Sci. USA, 79, 3047-3051.
9. Bradlow,H.L., Hershcopf,R.J., Martucci,C.P. and Fishman,J. (1985) Estradiol 16α-hydroxylation in the mouse correlates with mammary tumor incidence and presence of murine mammary tumor virus. A possible model for the hormonal etiology of breast cancer in humans. Proc. Natl Acad. Sci. USA, 82, 6295-6299.
10. Swaneck,G.E. and Fishman,J. (1988) Covalent binding of the endogenous estrogen 16α-hydroxyestrone to estradiol receptor in human breast cancer cells: characterization and intranuclear localization. Proc. Natl Acad. Sci. USA, 85, 7831-7835.
11. Liehr,J.G. (2000) Is estradiol a genotoxic mutagenic carcinogen? Endocr. Rev., 21, 40-54.
12. Spink,D.C., Spink,B.C., Cao,J.Q., DePasquale,J.A., Pentecost,B.T., Fasco,M.J., Li,Y. and Sutter,T.R. (1998) Differential expression of CYP1A1 and CYP1B1 in human breast epithelial cells and breast tumor cells. Carcinogenesis, 19, 291-298.
13. Spink,D.C., Hayes,C.L., Young,N.R., Christou,M., Sutter,T.R., Jefcoate,C.R. and Gierthy,J.F. (1994) The effects of 2,3,7,8-tetrachlorodibenzo-p-dioxin on estrogen metabolism in MCF-7 breast cancer cells: evidence for induction of a novel 17β-estradiol 4-hydroxylase. J. Steroid Biochem. Mol. Biol., 51, 251-258.
14. Hayes,C.L., Spink,D.C., Spink,B.C., Cao,J.Q., Walker,N.J. and Sutter,T.R. (1996) 17β-estradiol hydroxylation catalyzed by human P450 1B1. Proc. Natl Acad. Sci. USA, 93, 9776-9781.
15. Spink,D.C., Spink,B.C., Cao,J.Q., Gierthy,J.F., Hayes,C.L., Li,Y. and Sutter,T.R. (1997) Induction of cytochrome P450 1B1 and catechol estrogen metabolism in ACHN human renal adenocarcinoma cells. J. Steroid Biochem. Mol. Biol., 62, 223-232.
16. Ball,P. and Knuppen,R. (1980) Catechol oestrogens (2- and 4-hydroxyestrogens): chemistry, biogenesis, metabolism, occurrence and physiological significance. Acta Endocrinol., 93 (suppl 232), 1-127.
17. Dwivedy,I., Devanesan,P., Cremonesi,P., Rogan,E. and Cavalieri,E. (1992) Synthesis and characterization of estrogen 2,3- and 3,4-quinones. Comparison of DNA adducts formed by the quinones versus horse-radish peroxidase-activated catechol estrogens. Chem. Res. Toxicol., 5, 829-833.
18. Stack,D., Byun,J., Gross,M.L., Rogan,E.G. and Cavalieri,E. (1996) Molecular characteristics of catechol estrogen quinones in reactions with deoxyribonucleosides. Chem. Res. Toxicol., 9, 851-859.
19. 2-3,4-quinone with DNA. Proc. Am. Assoc. Cancer Res., 39, 636.
20. Cavalieri,E.L., Kumar,S., Todorovic,R., Higginbotham,S., Badawi,A.F. and Rogan,E.G. (2001) Imbalance of estrogen homeostasis in kidney and liver of hamsters treated with estradiol: implications for estrogen-induced initiation of renal tumors. Chem. Res. Toxicol., 14, 1041-1050.
21. Cao,K., Stack,D.E., Ramanathan,R., Gross,M.L., Rogan,E.R. and Cavalieri,E.L. (1998) Synthesis and structure elucidation of estrogen quinones conjugated with cysteine, N-acetylcysteine and glutathione. Chem. Res. Toxicol., 11, 909-916.
22. Boyland,E. and Chausseaud,L.F. (1969) The role of glutathione and glutathione S-transferases in mercapturic acid biosynthesis. Adv. Enzymol., 32, 173-219.
23. Castagnetta,L.A., Granata,O.M., Arcuri,F.P., Polito,L.M., Rosati,F. and Cartoni,G.P. (1992) Gas chromatography/mass spectrometry of catechol estrogens. Steroids, 57, 437-443.
24. Liehr,J.G. and Ricci,M.J. (1996) 4-Hydroxylation of estrogens as marker of human mammary tumors. Proc. Natl Acad. Sci. USA, 93, 3294-3296.
25. The ATAC (Arimidex, Tamoxifen, Alone or in Combination) Trialists Group (2002) Anastrozole alone or in combination with tamoxifen versus tamoxifen alone for adjuvant treatment of postmenopausal women with early breast cancer: first results of the ATAC randomised trial. Lancet, 359, 2131-2139.
26. Cavalieri,E.L., Devanesan,P., Bosland,M.C., Badawi,A.F. and Rogan,E.G. (2002) Catechol estrogen metabolites and conjugates in different regions of the prostate of Noble rats treated with 4-hydroxyestradiol: implications for estrogen-induced initiation of prostate cancer. Carcinogenesis, 23, 329-333.
27. Devanesan,P., Santen,R.J., Bocchinfuso,W.P., Korach,K.S., Rogan,E.G. and Cavalieri E.L. (2001) Catechol estrogen metabolites and conjugates in mammary tumors and hyperplastic tissue from estrogen receptor-α knockout (ERKO)/Wnt-1 mice: implications for initiation of mammary tumors. Carcinogenesis, 22, 1573-1576.