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Volumn 6, Issue 11, 2011, Pages

Raloxifene and desmethylarzoxifene block estrogen-induced malignant transformation of human breast epithelial cells

Author keywords

[No Author keywords available]

Indexed keywords

ARZOXIFENE; CATECHOL ESTROGEN; CELL MARKER; CYTOCHROME P450 1B1; ESTROGEN RECEPTOR; HISTONE DEACETYLASE INHIBITOR; NORARZOXIFENE; RALOXIFENE; UNCLASSIFIED DRUG; 8 OXO 7 HYDRODEOXYGUANOSINE; 8-OXO-7-HYDRODEOXYGUANOSINE; BENZOTHIOPHENE; BIOLOGICAL MARKER; CATECHOL DERIVATIVE; CYTOCHROME P450; DEOXYGUANOSINE; DESMETHYLARZOXIFENE; DRUG DERIVATIVE; ESTROGEN; PIPERIDINE DERIVATIVE; SELECTIVE ESTROGEN RECEPTOR MODULATOR; THIOPHENE DERIVATIVE;

EID: 82255173834     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0027876     Document Type: Article
Times cited : (10)

References (66)
  • 1
    • 0242662678 scopus 로고    scopus 로고
    • Estrogen and its metabolites are carcinogenic agents in human breast epithelial cells
    • Russo J, Hasan Lareef M, Balogh G, Guo S, et al. (2003) Estrogen and its metabolites are carcinogenic agents in human breast epithelial cells. J Steroid Biochem Mol Biol 87: 1-25.
    • (2003) J Steroid Biochem Mol Biol , vol.87 , pp. 1-25
    • Russo, J.1    Lareef, M.H.2    Balogh, G.3    Guo, S.4
  • 2
    • 0034463957 scopus 로고    scopus 로고
    • Is estradiol a genotoxic mutagenic carcinogen?
    • Liehr JG, (2000) Is estradiol a genotoxic mutagenic carcinogen? Endocr Rev 21: 40-54.
    • (2000) Endocr Rev , vol.21 , pp. 40-54
    • Liehr, J.G.1
  • 3
    • 0037125379 scopus 로고    scopus 로고
    • Risks and benefits of estrogen plus progestin in healthy postmenopausal women: principal results From the Women's Health Initiative randomized controlled trial
    • Rossouw JE, Anderson GL, Prentice RL, LaCroix AZ, Kooperberg C, et al. (2002) Risks and benefits of estrogen plus progestin in healthy postmenopausal women: principal results From the Women's Health Initiative randomized controlled trial. JAMA 288: 321-333.
    • (2002) JAMA , vol.288 , pp. 321-333
    • Rossouw, J.E.1    Anderson, G.L.2    Prentice, R.L.3    LaCroix, A.Z.4    Kooperberg, C.5
  • 4
    • 0042018741 scopus 로고    scopus 로고
    • Breast cancer and hormone-replacement therapy in the Million Women Study
    • Beral V, (2003) Breast cancer and hormone-replacement therapy in the Million Women Study. Lancet 362: 419-427.
    • (2003) Lancet , vol.362 , pp. 419-427
    • Beral, V.1
  • 6
    • 0030664688 scopus 로고    scopus 로고
    • Effects of raloxifene on bone mineral density, serum cholesterol concentrations, and uterine endometrium in postmenopausal women
    • Delmas PD, Bjarnason NH, Mitlak BH, Ravoux AC, Shah AS, et al. (1997) Effects of raloxifene on bone mineral density, serum cholesterol concentrations, and uterine endometrium in postmenopausal women. N Engl J Med 337: 1641-1647.
    • (1997) N Engl J Med , vol.337 , pp. 1641-1647
    • Delmas, P.D.1    Bjarnason, N.H.2    Mitlak, B.H.3    Ravoux, A.C.4    Shah, A.S.5
  • 7
    • 0033305454 scopus 로고    scopus 로고
    • Selective estrogen receptor modulators: clinical spectrum
    • Cosman F, Lindsay R, (1999) Selective estrogen receptor modulators: clinical spectrum. Endocr Rev 20: 418-434.
    • (1999) Endocr Rev , vol.20 , pp. 418-434
    • Cosman, F.1    Lindsay, R.2
  • 8
    • 0037608719 scopus 로고    scopus 로고
    • Current status of selective estrogen receptor medulators (SERMs)
    • Conzen SD, (2003) Current status of selective estrogen receptor medulators (SERMs). Cancer Journal 9: 4-11.
    • (2003) Cancer Journal , vol.9 , pp. 4-11
    • Conzen, S.D.1
  • 9
    • 0037192501 scopus 로고    scopus 로고
    • Molecular determinants for the tissue specificity of SERMs
    • Shang Y, Brown M, (2002) Molecular determinants for the tissue specificity of SERMs. Science 295: 2465-2468.
    • (2002) Science , vol.295 , pp. 2465-2468
    • Shang, Y.1    Brown, M.2
  • 10
    • 0033855713 scopus 로고    scopus 로고
    • Selective estrogen receptor modulators: structure, function, and clinical use
    • Osborne CK, Zhao H, Fuqua SA, (2000) Selective estrogen receptor modulators: structure, function, and clinical use. J Clin Oncol 18: 3172-3186.
    • (2000) J Clin Oncol , vol.18 , pp. 3172-3186
    • Osborne, C.K.1    Zhao, H.2    Fuqua, S.A.3
  • 11
    • 57749101152 scopus 로고    scopus 로고
    • Specific activity of class II histone deacetylases in human breast cancer cells
    • Duong V, Bret C, Altucci L, Mai A, Duraffourd C, et al. (2008) Specific activity of class II histone deacetylases in human breast cancer cells. Mol Cancer Res 6: 1908-1919.
    • (2008) Mol Cancer Res , vol.6 , pp. 1908-1919
    • Duong, V.1    Bret, C.2    Altucci, L.3    Mai, A.4    Duraffourd, C.5
  • 12
    • 35348961982 scopus 로고    scopus 로고
    • Inhibition of histone deacetylase enhances the anti-proliferative action of antiestrogens on breast cancer cells and blocks tamoxifen-induced proliferation of uterine cells
    • Hodges-Gallagher L, Valentine CD, Bader SE, Kushner PJ, (2007) Inhibition of histone deacetylase enhances the anti-proliferative action of antiestrogens on breast cancer cells and blocks tamoxifen-induced proliferation of uterine cells. Breast Cancer Res Treat 105: 297-309.
    • (2007) Breast Cancer Res Treat , vol.105 , pp. 297-309
    • Hodges-Gallagher, L.1    Valentine, C.D.2    Bader, S.E.3    Kushner, P.J.4
  • 13
    • 0025129726 scopus 로고
    • Isolation and characterization of a spontaneously immortalized human breast epithelial cell line, MCF-10
    • Soule HD, Maloney TM, Wolman SR, Peterson WD Jr, Brenz R, et al. (1990) Isolation and characterization of a spontaneously immortalized human breast epithelial cell line, MCF-10. Cancer Res 50: 6075-6086.
    • (1990) Cancer Res , vol.50 , pp. 6075-6086
    • Soule, H.D.1    Maloney, T.M.2    Wolman, S.R.3    Peterson Jr., W.D.4    Brenz, R.5
  • 14
    • 0025129728 scopus 로고
    • Ultrastructural and Immunocytochemical Characterization of an Immortalized Human Breast Epithelial-Cell Line, Mcf-10
    • Tait L, Soule HD, Russo J, (1990) Ultrastructural and Immunocytochemical Characterization of an Immortalized Human Breast Epithelial-Cell Line, Mcf-10. Cancer Res 50: 6087-6094.
    • (1990) Cancer Res , vol.50 , pp. 6087-6094
    • Tait, L.1    Soule, H.D.2    Russo, J.3
  • 15
    • 0025921632 scopus 로고
    • Transformation of human breast epithelial cells by c-Ha-ras oncogene
    • Basolo F, Elliott J, Tait L, Chen XQ, Maloney T, et al. (1991) Transformation of human breast epithelial cells by c-Ha-ras oncogene. Mol Carcinog 4: 25-35.
    • (1991) Mol Carcinog , vol.4 , pp. 25-35
    • Basolo, F.1    Elliott, J.2    Tait, L.3    Chen, X.Q.4    Maloney, T.5
  • 16
    • 0006224409 scopus 로고
    • Tumorigenicity of virus-transformed cells in nude mice is correlated specifically with anchorage independent growth in vitro
    • Shin SI, Freedman VH, Risser R, Pollack R, (1975) Tumorigenicity of virus-transformed cells in nude mice is correlated specifically with anchorage independent growth in vitro. Proc Natl Acad Sci U S A 72: 4435-4439.
    • (1975) Proc Natl Acad Sci U S A , vol.72 , pp. 4435-4439
    • Shin, S.I.1    Freedman, V.H.2    Risser, R.3    Pollack, R.4
  • 18
  • 19
    • 34748889958 scopus 로고    scopus 로고
    • Structural modulation of reactivity/activity in design of improved benzothiophene selective estrogen receptor modulators: induction of chemopreventive mechanisms
    • Yu B, Dietz BM, Dunlap T, Kastrati I, Lantvit DD, et al. (2007) Structural modulation of reactivity/activity in design of improved benzothiophene selective estrogen receptor modulators: induction of chemopreventive mechanisms. Mol Cancer Ther 6: 2418-2428.
    • (2007) Mol Cancer Ther , vol.6 , pp. 2418-2428
    • Yu, B.1    Dietz, B.M.2    Dunlap, T.3    Kastrati, I.4    Lantvit, D.D.5
  • 20
    • 33750328272 scopus 로고    scopus 로고
    • The combination of the rexinoid, LG100268, and a selective estrogen receptor modulator, either arzoxifene or acolbifene, synergizes in the prevention and treatment of mammary tumors in an estrogen receptor-negative model of breast cancer
    • Liby K, Rendi M, Suh N, Royce DB, Risingsong R, et al. (2006) The combination of the rexinoid, LG100268, and a selective estrogen receptor modulator, either arzoxifene or acolbifene, synergizes in the prevention and treatment of mammary tumors in an estrogen receptor-negative model of breast cancer. Clin Cancer Res 12: 5902-5909.
    • (2006) Clin Cancer Res , vol.12 , pp. 5902-5909
    • Liby, K.1    Rendi, M.2    Suh, N.3    Royce, D.B.4    Risingsong, R.5
  • 22
    • 40449132791 scopus 로고    scopus 로고
    • Selective inhibition of histone deacetylase 2 silences progesterone receptor-mediated signaling
    • Bicaku E, Marchion DC, Schmitt ML, Munster PN, (2008) Selective inhibition of histone deacetylase 2 silences progesterone receptor-mediated signaling. Cancer Res 68: 1513-1519.
    • (2008) Cancer Res , vol.68 , pp. 1513-1519
    • Bicaku, E.1    Marchion, D.C.2    Schmitt, M.L.3    Munster, P.N.4
  • 23
    • 34547697291 scopus 로고    scopus 로고
    • Estrogen metabolism and formation of estrogen-DNA adducts in estradiol-treated MCF-10F cells. The effects of 2,3,7,8-tetrachlorodibenzo-p-dioxin induction and catechol-O-methyltransferase inhibition
    • Lu F, Zahid M, Saeed M, Cavalieri EL, Rogan EG, (2007) Estrogen metabolism and formation of estrogen-DNA adducts in estradiol-treated MCF-10F cells. The effects of 2,3,7,8-tetrachlorodibenzo-p-dioxin induction and catechol-O-methyltransferase inhibition. J Steroid Biochem Mol Biol 105: 150-158.
    • (2007) J Steroid Biochem Mol Biol , vol.105 , pp. 150-158
    • Lu, F.1    Zahid, M.2    Saeed, M.3    Cavalieri, E.L.4    Rogan, E.G.5
  • 24
    • 0016802949 scopus 로고
    • The contents of adenine nucleotides, phosphagens and some glycolytic intermediates in resting muscles from vertebrates and invertebrates
    • Beis I, Newsholme EA, (1975) The contents of adenine nucleotides, phosphagens and some glycolytic intermediates in resting muscles from vertebrates and invertebrates. Biochem J 152: 23-32.
    • (1975) Biochem J , vol.152 , pp. 23-32
    • Beis, I.1    Newsholme, E.A.2
  • 25
    • 0022904104 scopus 로고
    • Regioselective reaction of thiols with catechol estrogens and estrogen-O-quinones
    • Abul-Hajj YJ, Cisek PL, (1986) Regioselective reaction of thiols with catechol estrogens and estrogen-O-quinones. 25: 245-247.
    • (1986) , vol.25 , pp. 245-247
    • Abul-Hajj, Y.J.1    Cisek, P.L.2
  • 26
    • 24744454832 scopus 로고    scopus 로고
    • 4-Hydroxyestradiol induces oxidative stress and apoptosis in human mammary epithelial cells: possible protection by NF-kappaB and ERK/MAPK
    • Chen Z-H, Na H-K, Hurh Y-J, Surh Y-J, (2005) 4-Hydroxyestradiol induces oxidative stress and apoptosis in human mammary epithelial cells: possible protection by NF-kappaB and ERK/MAPK. Toxicology and applied pharmacology 208: 46-56.
    • (2005) Toxicology and Applied Pharmacology , vol.208 , pp. 46-56
    • Chen, Z.-H.1    Na, H.-K.2    Hurh, Y.-J.3    Surh, Y.-J.4
  • 27
    • 0000232348 scopus 로고
    • Breast cancer in relation to nursing and menopausal history
    • Macmahon B, Feinleib M, (1960) Breast cancer in relation to nursing and menopausal history. J Natl Cancer Inst 24: 733-753.
    • (1960) J Natl Cancer Inst , vol.24 , pp. 733-753
    • Macmahon, B.1    Feinleib, M.2
  • 28
    • 0030050728 scopus 로고    scopus 로고
    • Inhibition of catechol O-methyltransferase-catalyzed O-methylation of 2- and 4-hydroxyestradiol by quercetin. Possible role in estradiol-induced tumorigenesis
    • Zhu BT, Liehr JG, (1996) Inhibition of catechol O-methyltransferase-catalyzed O-methylation of 2- and 4-hydroxyestradiol by quercetin. Possible role in estradiol-induced tumorigenesis. J Biol Chem 271: 1357-1363.
    • (1996) J Biol Chem , vol.271 , pp. 1357-1363
    • Zhu, B.T.1    Liehr, J.G.2
  • 30
    • 0023181602 scopus 로고
    • Estrogen carcinogenesis in Syrian hamster tissues: role of metabolism
    • Li JJ, Li SA, (1987) Estrogen carcinogenesis in Syrian hamster tissues: role of metabolism. Fed Proc 46: 1858-1863.
    • (1987) Fed Proc , vol.46 , pp. 1858-1863
    • Li, J.J.1    Li, S.A.2
  • 31
    • 0028077519 scopus 로고
    • Conversion of estrone to 2- and 4-hydroxyestrone by hamster kidney and liver microsomes: implications for the mechanism of estrogen-induced carcinogenesis
    • Zhu BT, Bui QD, Weisz J, Liehr JG, (1994) Conversion of estrone to 2- and 4-hydroxyestrone by hamster kidney and liver microsomes: implications for the mechanism of estrogen-induced carcinogenesis. Endocrinology 135: 1772-1779.
    • (1994) Endocrinology , vol.135 , pp. 1772-1779
    • Zhu, B.T.1    Bui, Q.D.2    Weisz, J.3    Liehr, J.G.4
  • 32
    • 0028785835 scopus 로고
    • Microsome-mediated 8-hydroxylation of guanine bases of DNA by steroid estrogens: correlation of DNA damage by free radicals with metabolic activation to quinones
    • Han X, Liehr JG, (1995) Microsome-mediated 8-hydroxylation of guanine bases of DNA by steroid estrogens: correlation of DNA damage by free radicals with metabolic activation to quinones. Carcinogenesis 16: 2571-2574.
    • (1995) Carcinogenesis , vol.16 , pp. 2571-2574
    • Han, X.1    Liehr, J.G.2
  • 33
    • 70350351227 scopus 로고    scopus 로고
    • Aryl hydrocarbon receptor facilitates DNA strand breaks and 8-oxo-2′-deoxyguanosine formation by the aldo-keto reductase product benzo[a]pyrene-7,8-dione
    • Park JH, Mangal D, Frey AJ, Harvey RG, Blair IA, et al. (2009) Aryl hydrocarbon receptor facilitates DNA strand breaks and 8-oxo-2′-deoxyguanosine formation by the aldo-keto reductase product benzo[a]pyrene-7,8-dione. J Biol Chem 284: 29725-29734.
    • (2009) J Biol Chem , vol.284 , pp. 29725-29734
    • Park, J.H.1    Mangal, D.2    Frey, A.J.3    Harvey, R.G.4    Blair, I.A.5
  • 34
    • 60549118140 scopus 로고    scopus 로고
    • Resveratrol prevents estrogen-DNA adduct formation and neoplastic transformation in MCF-10F cells
    • Lu F, Zahid M, Wang C, Saeed M, Cavalieri EL, et al. (2008) Resveratrol prevents estrogen-DNA adduct formation and neoplastic transformation in MCF-10F cells. Cancer Prev Res 1: 135-145.
    • (2008) Cancer Prev Res , vol.1 , pp. 135-145
    • Lu, F.1    Zahid, M.2    Wang, C.3    Saeed, M.4    Cavalieri, E.L.5
  • 35
    • 0032973129 scopus 로고    scopus 로고
    • The major metabolite of equilin, 4-hydroxyequilin autoxidizes to an o-quinone which isomerizes to the potent cytotoxin 4-hydroxyequilenin-o-quinone
    • Zhang F, Chen Y, Pisha E, Shen L, Xiong Y, et al. (1999) The major metabolite of equilin, 4-hydroxyequilin autoxidizes to an o-quinone which isomerizes to the potent cytotoxin 4-hydroxyequilenin-o-quinone. Chem Res Toxicol 12: 204-213.
    • (1999) Chem Res Toxicol , vol.12 , pp. 204-213
    • Zhang, F.1    Chen, Y.2    Pisha, E.3    Shen, L.4    Xiong, Y.5
  • 36
    • 0031931940 scopus 로고    scopus 로고
    • Alkylation of 2′-deoxynucleosides and DNA by the Premarin® metabolite 4-hydroxyequilenin semiquinone radical
    • Shen L, Qiu S, Chen Y, Zhang F, van Breemen RB, et al. (1998) Alkylation of 2′-deoxynucleosides and DNA by the Premarin® metabolite 4-hydroxyequilenin semiquinone radical. Chem Res Toxicol 11: 94-101.
    • (1998) Chem Res Toxicol , vol.11 , pp. 94-101
    • Shen, L.1    Qiu, S.2    Chen, Y.3    Zhang, F.4    van Breemen, R.B.5
  • 37
    • 0031426130 scopus 로고    scopus 로고
    • Bioreductive activation of catechol estrogen-ortho-quinones: aromatization of the B ring in 4-hydroxyequilenin markedly alters quinoid formation and reactivity
    • Shen L, Pisha E, Huang Z, Pezzuto JM, Krol E, et al. (1997) Bioreductive activation of catechol estrogen-ortho-quinones: aromatization of the B ring in 4-hydroxyequilenin markedly alters quinoid formation and reactivity. Carcinogenesis 18: 1093-1101.
    • (1997) Carcinogenesis , vol.18 , pp. 1093-1101
    • Shen, L.1    Pisha, E.2    Huang, Z.3    Pezzuto, J.M.4    Krol, E.5
  • 38
    • 0035659961 scopus 로고    scopus 로고
    • Equine estrogen metabolite 4-hydroxyequilenin induces DNA damage in the rat mammary tissues: formation of single-strand breaks, apurinic sites, stable adducts, and oxidized bases
    • Zhang F, Swanson SM, van Breemen RB, Liu X, Yang Y, et al. (2001) Equine estrogen metabolite 4-hydroxyequilenin induces DNA damage in the rat mammary tissues: formation of single-strand breaks, apurinic sites, stable adducts, and oxidized bases. Chem Res Toxicol 14: 1654-1659.
    • (2001) Chem Res Toxicol , vol.14 , pp. 1654-1659
    • Zhang, F.1    Swanson, S.M.2    van Breemen, R.B.3    Liu, X.4    Yang, Y.5
  • 39
    • 0034035343 scopus 로고    scopus 로고
    • A metabolite of equine estrogens, 4-hydroxyequilenin, induces DNA damage and apoptosis in breast cancer cell lines
    • Chen Y, Liu X, Pisha E, Constantinou AI, Hua Y, et al. (2000) A metabolite of equine estrogens, 4-hydroxyequilenin, induces DNA damage and apoptosis in breast cancer cell lines. Chem Res Toxicol 13: 342-350.
    • (2000) Chem Res Toxicol , vol.13 , pp. 342-350
    • Chen, Y.1    Liu, X.2    Pisha, E.3    Constantinou, A.I.4    Hua, Y.5
  • 40
    • 1842867053 scopus 로고    scopus 로고
    • Effects of conjugated equine estrogen in postmenopausal women with hysterectomy: the Women's Health Initiative randomized controlled trial
    • Anderson GL, Limacher M, Assaf AR, Bassford T, Beresford SA, et al. (2004) Effects of conjugated equine estrogen in postmenopausal women with hysterectomy: the Women's Health Initiative randomized controlled trial. JAMA 291: 1701-1712.
    • (2004) JAMA , vol.291 , pp. 1701-1712
    • Anderson, G.L.1    Limacher, M.2    Assaf, A.R.3    Bassford, T.4    Beresford, S.A.5
  • 41
    • 0035796023 scopus 로고    scopus 로고
    • The contribution of endogenous sources of DNA damage to the multiple mutations in cancer
    • Jackson AL, Loeb LA, (2001) The contribution of endogenous sources of DNA damage to the multiple mutations in cancer. Mutat Res 477: 7-21.
    • (2001) Mutat Res , vol.477 , pp. 7-21
    • Jackson, A.L.1    Loeb, L.A.2
  • 42
    • 65549104414 scopus 로고    scopus 로고
    • 4-hydroxyestradiol induces anchorage-independent growth of human mammary epithelial cells via activation of IkappaB kinase: potential role of reactive oxygen species
    • Park SA, Na HK, Kim EH, Cha YN, Surh YJ, (2009) 4-hydroxyestradiol induces anchorage-independent growth of human mammary epithelial cells via activation of IkappaB kinase: potential role of reactive oxygen species. Cancer Res 69: 2416-2424.
    • (2009) Cancer Res , vol.69 , pp. 2416-2424
    • Park, S.A.1    Na, H.K.2    Kim, E.H.3    Cha, Y.N.4    Surh, Y.J.5
  • 43
    • 0027097569 scopus 로고
    • Synthesis and characterization of estrogen 2,3- and 3,4-quinones. Comparison of DNA adducts formed by the quinones versus horseradish peroxidase-activated catechol estrogens
    • Dwivedy I, Devanesan P, Cremonesi P, Rogan E, Cavalieri E, (1992) Synthesis and characterization of estrogen 2,3- and 3,4-quinones. Comparison of DNA adducts formed by the quinones versus horseradish peroxidase-activated catechol estrogens. Chem Res Toxicol 5: 828-833.
    • (1992) Chem Res Toxicol , vol.5 , pp. 828-833
    • Dwivedy, I.1    Devanesan, P.2    Cremonesi, P.3    Rogan, E.4    Cavalieri, E.5
  • 44
    • 22344433095 scopus 로고    scopus 로고
    • The estrogen antagonist ICI-182-780 does not inhibit the transformation phenotypes induced by 17-beta-estradiol and 4-OH estradiol in human breast epithelial cells
    • Lareef MH, Garber J, Russo PA, Russo IH, Heulings R, et al. (2005) The estrogen antagonist ICI-182-780 does not inhibit the transformation phenotypes induced by 17-beta-estradiol and 4-OH estradiol in human breast epithelial cells. Int J Oncol 26: 423-429.
    • (2005) Int J Oncol , vol.26 , pp. 423-429
    • Lareef, M.H.1    Garber, J.2    Russo, P.A.3    Russo, I.H.4    Heulings, R.5
  • 45
    • 33645242394 scopus 로고    scopus 로고
    • Estradiol and its metabolites 4-hydroxyestradiol and 2-hydroxyestradiol induce mutations in human breast epithelial cells
    • Fernandez SV, Russo IH, Russo J, (2006) Estradiol and its metabolites 4-hydroxyestradiol and 2-hydroxyestradiol induce mutations in human breast epithelial cells. Int J Cancer 118: 1862-1868.
    • (2006) Int J Cancer , vol.118 , pp. 1862-1868
    • Fernandez, S.V.1    Russo, I.H.2    Russo, J.3
  • 46
    • 31844450313 scopus 로고    scopus 로고
    • The greater reactivity of estradiol-3,4-quinone vs estradiol-2,3-quinone with DNA in the formation of depurinating adducts: implications for tumor-initiating activity
    • Zahid M, Kohli E, Saeed M, Rogan E, Cavalieri E, (2006) The greater reactivity of estradiol-3,4-quinone vs estradiol-2,3-quinone with DNA in the formation of depurinating adducts: implications for tumor-initiating activity. Chem Res Toxicol 19: 164-172.
    • (2006) Chem Res Toxicol , vol.19 , pp. 164-172
    • Zahid, M.1    Kohli, E.2    Saeed, M.3    Rogan, E.4    Cavalieri, E.5
  • 48
    • 60549105044 scopus 로고    scopus 로고
    • Mechanism of metabolic activation and DNA adduct formation by the human carcinogen diethylstilbestrol: the defining link to natural estrogens
    • Saeed M, Rogan E, Cavalieri E, (2009) Mechanism of metabolic activation and DNA adduct formation by the human carcinogen diethylstilbestrol: the defining link to natural estrogens. Int J Cancer 124: 1276-1284.
    • (2009) Int J Cancer , vol.124 , pp. 1276-1284
    • Saeed, M.1    Rogan, E.2    Cavalieri, E.3
  • 49
    • 33846868665 scopus 로고    scopus 로고
    • Formation of depurinating N3adenine and N7guanine adducts after reaction of 1,2-naphthoquinone or enzyme-activated 1,2-dihydroxynaphthalene with DNA. Implications for the mechanism of tumor initiation by naphthalene
    • Saeed M, Higginbotham S, Rogan E, Cavalieri E, (2007) Formation of depurinating N3adenine and N7guanine adducts after reaction of 1,2-naphthoquinone or enzyme-activated 1,2-dihydroxynaphthalene with DNA. Implications for the mechanism of tumor initiation by naphthalene. Chem Biol Interact 165: 175-188.
    • (2007) Chem Biol Interact , vol.165 , pp. 175-188
    • Saeed, M.1    Higginbotham, S.2    Rogan, E.3    Cavalieri, E.4
  • 50
    • 33947151051 scopus 로고    scopus 로고
    • Formation of depurinating N3Adenine and N7Guanine adducts by MCF-10F cells cultured in the presence of 4-hydroxyestradiol
    • Saeed M, Rogan E, Fernandez SV, Sheriff F, Russo J, et al. (2007) Formation of depurinating N3Adenine and N7Guanine adducts by MCF-10F cells cultured in the presence of 4-hydroxyestradiol. Int J Cancer 120: 1821-1824.
    • (2007) Int J Cancer , vol.120 , pp. 1821-1824
    • Saeed, M.1    Rogan, E.2    Fernandez, S.V.3    Sheriff, F.4    Russo, J.5
  • 51
    • 33646859065 scopus 로고    scopus 로고
    • Roles of base excision repair subpathways in correcting oxidized abasic sites in DNA
    • Sung JS, Demple B, (2006) Roles of base excision repair subpathways in correcting oxidized abasic sites in DNA. FEBS J 273: 1620-1629.
    • (2006) FEBS J , vol.273 , pp. 1620-1629
    • Sung, J.S.1    Demple, B.2
  • 52
    • 0019829342 scopus 로고
    • Mechanisms of chemical carcinogenesis
    • Miller EC, Miller JA, (1981) Mechanisms of chemical carcinogenesis. Cancer 47: 1055-1064.
    • (1981) Cancer , vol.47 , pp. 1055-1064
    • Miller, E.C.1    Miller, J.A.2
  • 54
    • 6444222048 scopus 로고    scopus 로고
    • Resveratrol inhibits TCDD-induced expression of CYP1A1 and CYP1B1 and catechol estrogen-mediated oxidative DNA damage in cultured human mammary epithelial cells
    • Chen ZH, Hurh YJ, Na HK, Kim JH, Chun YJ, et al. (2004) Resveratrol inhibits TCDD-induced expression of CYP1A1 and CYP1B1 and catechol estrogen-mediated oxidative DNA damage in cultured human mammary epithelial cells. Carcinogenesis 25: 2005-2013.
    • (2004) Carcinogenesis , vol.25 , pp. 2005-2013
    • Chen, Z.H.1    Hurh, Y.J.2    Na, H.K.3    Kim, J.H.4    Chun, Y.J.5
  • 55
    • 13844269367 scopus 로고    scopus 로고
    • Bioactivation of the selective estrogen receptor modulator desmethylated arzoxifene to quinoids: 4′-fluoro substitution prevents quinoid formation
    • Liu H, Liu J, van Breemen RB, Thatcher GRJ, Bolton JL, (2005) Bioactivation of the selective estrogen receptor modulator desmethylated arzoxifene to quinoids: 4′-fluoro substitution prevents quinoid formation. Chem Res Toxicol 18: 162-173.
    • (2005) Chem Res Toxicol , vol.18 , pp. 162-173
    • Liu, H.1    Liu, J.2    van Breemen, R.B.3    Thatcher, G.R.J.4    Bolton, J.L.5
  • 56
    • 37249003946 scopus 로고    scopus 로고
    • Uterine peroxidase-catalyzed formation of diquinone methides from the selective estrogen receptor modulators raloxifene and desmethylated arzoxifene
    • Liu H, Qin Z, Thatcher GRJ, Bolton JL, (2007) Uterine peroxidase-catalyzed formation of diquinone methides from the selective estrogen receptor modulators raloxifene and desmethylated arzoxifene. Chem Res Toxicol 20: 1676-1684.
    • (2007) Chem Res Toxicol , vol.20 , pp. 1676-1684
    • Liu, H.1    Qin, Z.2    Thatcher, G.R.J.3    Bolton, J.L.4
  • 57
    • 65249092524 scopus 로고    scopus 로고
    • Comparative methods for analysis of protein covalent modification by electrophilic quinoids formed from xenobiotics
    • Yu B, Qin Z, Wijewickrama GT, Edirisinghe P, Bolton JL, et al. (2009) Comparative methods for analysis of protein covalent modification by electrophilic quinoids formed from xenobiotics. Bioconjug Chem 20: 728-741.
    • (2009) Bioconjug Chem , vol.20 , pp. 728-741
    • Yu, B.1    Qin, Z.2    Wijewickrama, G.T.3    Edirisinghe, P.4    Bolton, J.L.5
  • 58
    • 34250206276 scopus 로고    scopus 로고
    • Benzothiophene selective estrogen receptor modulators with modulated oxidative activity and receptor affinity
    • Qin Z, Kastrati I, Chandrasena RE, Liu H, Yao P, et al. (2007) Benzothiophene selective estrogen receptor modulators with modulated oxidative activity and receptor affinity. J Med Chem 50: 2682-2692.
    • (2007) J Med Chem , vol.50 , pp. 2682-2692
    • Qin, Z.1    Kastrati, I.2    Chandrasena, R.E.3    Liu, H.4    Yao, P.5
  • 59
    • 67449105000 scopus 로고    scopus 로고
    • Estrogen Receptor {alpha} Enhances the Rate of Oxidative DNA Damage by Targeting an Equine Estrogen Catechol Metabolite to the Nucleus
    • Wang Z, Wijewickrama GT, Peng KW, Dietz BM, Yuan L, et al. (2009) Estrogen Receptor {alpha} Enhances the Rate of Oxidative DNA Damage by Targeting an Equine Estrogen Catechol Metabolite to the Nucleus. J Biol Chem 284: 8633-8642.
    • (2009) J Biol Chem , vol.284 , pp. 8633-8642
    • Wang, Z.1    Wijewickrama, G.T.2    Peng, K.W.3    Dietz, B.M.4    Yuan, L.5
  • 60
    • 0029680465 scopus 로고    scopus 로고
    • Molecular characteristics of catechol estrogen quinones in reactions with deoxyribonucleosides
    • Stack DE, Byun J, Gross ML, Rogan EG, Cavalieri EL, (1996) Molecular characteristics of catechol estrogen quinones in reactions with deoxyribonucleosides. Chem Res Toxicol 9: 851-859.
    • (1996) Chem Res Toxicol , vol.9 , pp. 851-859
    • Stack, D.E.1    Byun, J.2    Gross, M.L.3    Rogan, E.G.4    Cavalieri, E.L.5
  • 61
    • 0030797641 scopus 로고    scopus 로고
    • Estrogen-nucleic acid adducts: reaction of 3,4-estrone-o-quinone radical anion with deoxyribonucleosides
    • Akanni A, Abul-Hajj YJ, (1997) Estrogen-nucleic acid adducts: reaction of 3,4-estrone-o-quinone radical anion with deoxyribonucleosides. 10: 760-766.
    • (1997) , vol.10 , pp. 760-766
    • Akanni, A.1    Abul-Hajj, Y.J.2
  • 62
    • 0030911971 scopus 로고    scopus 로고
    • Estrogen-Nucleic Acid Adducts: Reaction of 3,4-Estrone o-Quinone with Nucleic Acid Bases
    • Akanni A, Tabakovic K, Abul-Hajj YJ, (1997) Estrogen-Nucleic Acid Adducts: Reaction of 3,4-Estrone o-Quinone with Nucleic Acid Bases. 10: 477-481.
    • (1997) , vol.10 , pp. 477-481
    • Akanni, A.1    Tabakovic, K.2    Abul-Hajj, Y.J.3
  • 63
    • 0033396648 scopus 로고    scopus 로고
    • Estrogen-Nucleic Acid Adducts: Dissection of the Reaction of 3,4-Estrone Quinone and Its Radical Anion and Radical Cation with Deoxynucleosides and DNA
    • Akanni A, Abul-Hajj YJ, (1999) Estrogen-Nucleic Acid Adducts: Dissection of the Reaction of 3,4-Estrone Quinone and Its Radical Anion and Radical Cation with Deoxynucleosides and DNA. 12: 1247-1253.
    • (1999) , vol.12 , pp. 1247-1253
    • Akanni, A.1    Abul-Hajj, Y.J.2
  • 64
    • 0037234459 scopus 로고    scopus 로고
    • An improved liquid chromatography/tandem mass spectrometry method for the determination of 8-oxo-7,8-dihydro-2′-deoxyguanosine in DNA samples using immunoaffinity column purification
    • Singh R, McEwan M, Lamb JH, Santella RM, Farmer PB, (2003) An improved liquid chromatography/tandem mass spectrometry method for the determination of 8-oxo-7,8-dihydro-2′-deoxyguanosine in DNA samples using immunoaffinity column purification. Rapid Commun Mass Spectrom 17: 126-134.
    • (2003) Rapid Commun Mass Spectrom , vol.17 , pp. 126-134
    • Singh, R.1    McEwan, M.2    Lamb, J.H.3    Santella, R.M.4    Farmer, P.B.5
  • 65
    • 2342572775 scopus 로고    scopus 로고
    • Equine estrogen metabolite 4-hydroxyequilenin induces anchorage-independent growth of human mammary epithelial MCF-10A cells: differential gene expression
    • Cuendet M, Liu X, Pisha E, Li Y, Yao J, et al. (2004) Equine estrogen metabolite 4-hydroxyequilenin induces anchorage-independent growth of human mammary epithelial MCF-10A cells: differential gene expression. Mutat Res 550: 109-121.
    • (2004) Mutat Res , vol.550 , pp. 109-121
    • Cuendet, M.1    Liu, X.2    Pisha, E.3    Li, Y.4    Yao, J.5
  • 66
    • 0141785350 scopus 로고    scopus 로고
    • Profiling of estrogen up- and down-regulated gene expression in human breast cancer cells: insights into gene networks and pathways underlying estrogenic control of proliferation and cell phenotype
    • Frasor J, Danes JM, Komm B, Chang KC, Lyttle CR, et al. (2003) Profiling of estrogen up- and down-regulated gene expression in human breast cancer cells: insights into gene networks and pathways underlying estrogenic control of proliferation and cell phenotype. Endocrinology 144: 4562-4574.
    • (2003) Endocrinology , vol.144 , pp. 4562-4574
    • Frasor, J.1    Danes, J.M.2    Komm, B.3    Chang, K.C.4    Lyttle, C.R.5


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