Tetra-methoxystilbene modulates ductal growth of the developing murine mammary gland

Breast Cancer Research and Treatment

Volumn 126, Issue 3, 2011, Pages 779-789

  Kim, Taehyun ^a,b   Park, Hoyong ^a,c   Yue, Wei ^a   Wang, Ji Ping ^a   Atkins, Kristen A ^a   Zhang, Zhenguo ^a   Rogan, Eleanor G ^d   Cavalieri, Ercole L ^d   Mohammad, Khalid S ^e   Kim, Sanghee ^f   Santen, Richard J ^a   Aiyar, Sarah E ^a  

^a UNIVERSITY OF VIRGINIA   (United States)

^b Inje University College of Medicine   (South Korea)

^c Kyungpook National University Hospital   (South Korea)

^d UNIVERSITY OF NEBRASKA MEDICAL CENTER   (United States)

^e INDIANA UNIVERSITY SCHOOL OF MEDICINE   (United States)

^f Seoul National University   (South Korea)

Author keywords

2,3 ,4,5 tetramethoxystilbene (TMS); Aromatase transgenic mice; Cytochrome P450 1B1; Ductal branching; Mouse mammary gland

Indexed keywords

2 HYDROXYESTRADIOL; 2,3',4,5' TETRAMETHOXYSTILBENE; 4 HYDROXYESTRADIOL; AROMATASE; CYTOCHROME P450 1A1; CYTOCHROME P450 1B1; CYTOCHROME P450 INHIBITOR; ESTRADIOL; LETROZOLE; UNCLASSIFIED DRUG;

AGE; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; BIOTRANSFORMATION; BREAST CANCER; BREAST DEVELOPMENT; BREAST HYPERPLASIA; CELL STRAIN MCF 7; CONTROLLED STUDY; DNA ADDUCT; DOSE RESPONSE; DRUG DOSE COMPARISON; DRUG IMPLANT; DRUG MECHANISM; DRUG MEGADOSE; ENDOMETRIUM; FEMALE; GENETIC TRANSFECTION; HISTOPATHOLOGY; IN VITRO STUDY; IN VIVO STUDY; INHIBITION KINETICS; LIVER TOXICITY; LOW DRUG DOSE; MASS SPECTROMETRY; MOUSE; NONHUMAN; PRIORITY JOURNAL;

ANIMALS; AROMATASE; ARYL HYDROCARBON HYDROXYLASES; CELL PROLIFERATION; CYTOCHROME P-450 CYP1A1; ESTROGENS; FEMALE; MAMMARY GLANDS, ANIMAL; MICE; NITRILES; OVARIECTOMY; STILBENES; TRIAZOLES;

EID: 79958753426     PISSN: 01676806     EISSN: 15737217     Source Type: Journal    
DOI: 10.1007/s10549-010-1301-5     Document Type: Article

References (38)

1. Lareef MH, Garber J, Russo PA, Russo IH, Heulings R, Russo J (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
2. Jefcoate CR, Liehr JG, Santen RJ, Sutter TR, Yager JD, Yue W, Santner SJ, Tekmal R, Demers L, Pauley R, Naftolin F, Mor G, Berstein L (2000) Tissue-specific synthesis and oxidative metabolism of estrogens. J Natl Cancer Inst Monogr 27:95-112
3. Liehr JG, Ricci MJ (1996) 4-Hydroxylation of estrogens as marker of human mammary tumors. Proc Natl Acad Sci USA 93:3294-3296 (Pubitemid 26125612)
4. Liehr JG (1997) Dual role of oestrogens as hormones and procarcinogens: tumour initiation by metabolic activation of oes-trogens. Eur J Cancer Prev 6:3-10 (Pubitemid 27239511)
5. Cavalieri E, Chakravarti D, Guttenplan J, Hart E, Ingle J, Jankowiak R, Muti P, Rogan E, Russo J, Santen R, Sutter T (2006) Catechol estrogen quinones as initiators of breast and other human cancers: implications for biomarkers of susceptibility and cancer prevention. Biochim Biophys Acta 1766:63-78 (Pubitemid 44175632)
6. Guengerich FP, Chun YJ, Kim D, Gillam EM, Shimada T (2003) Cytochrome P450 1B1: a target for inhibition in anticarcino-genesis strategies. Mutat Res 523-524:173-182 (Pubitemid 36293244)
7. McKay JA, Melvin WT, Ah-See AK, Ewen SW, Greenlee WF, Marcus CB, Burke MD, Murray GI (1995) Expression of cyto-chrome P450 CYP1B1 in breast cancer. FEBS Lett 374:270-272
8. Murray GI, Taylor MC, McFadyen MC, McKay JA, Greenlee WF, Burke MD, Melvin WT (1997) Tumor-specific expression of cytochrome P450 CYP1B1. Cancer Res 57:3026-3031 (Pubitemid 27315056)
9. Tsuchiya Y, Nakajima M, Yokoi T (2005) Cytochrome P450-mediated metabolism of estrogens and its regulation in human. Cancer Lett 227:115-124 (Pubitemid 41174580)
10. Guengerich FP, Chun YJ, Kim D, Gillam EM, Shimada T (2003) Cytochrome P450 1B1: a target for inhibition in anticarcino-genesis strategies. Mutat Res 523-524:173-182 (Pubitemid 36293244)
11. Park H, Aiyar SE, Fan P, Wang J, Yue W, Okouneva T, Cox C, Jordan MA, Demers L, Cho H, Kim S, Song RX, Santen RJ (2007) Effects of tetramethoxystilbene on hormone-resistant breast cancer cells: biological and biochemical mechanisms of action. Cancer Res 67:5717-5726 (Pubitemid 46985004)
12. Kim S, Ko H, Park JE, Jung S, Lee SK, Chun YJ (2002) Design, synthesis, and discovery of novel trans-stilbene analogues as potent and selective human cytochrome P450 1B1 inhibitors. J Med Chem 45:160-164 (Pubitemid 34038551)
13. Jeng MH, Yue W, Eischeid A, Wang JP, Santen RJ (2000) Role of MAP kinase in the enhanced cell proliferation of long term estrogen deprived human breast cancer cells. Breast Cancer Res Treat 62:167-175
14. Spink DC, Hayes CL, Young NR, Christou M, Sutter TR, Jefcoate CR, Gierthy JF (1994) The effects of 2,3,7,8-tetra-chlorodibenzo-p-dioxin on estrogen metabolism in MCF-7 breast cancer cells: evidence for induction of a novel 17 beta-estradiol 4-hydroxylase. J Steroid Biochem Mol Biol 51:251-258
15. Tekmal RR, Ramachandra N, Gubba S, Durgam VR, Mantione J, Toda K, Shizuta Y, Dillehay DL (1996) Overexpression of int-5/aromatase in mammary glands of transgenic mice results in the induction of hyperplasia and nuclear abnormalities. Cancer Res 56:3180-3185 (Pubitemid 26242957)
16. Xu M, Miller MS (2004) Determination of murine fetal Cyp1a1 and 1b1 expression by real-time fluorescence reverse transcription-polymerase chain reaction. Toxicol Appl Pharmacol 201: 295-302 (Pubitemid 39593627)
17. Gaikwad NW, Yang L, Muti P, Meza JL, Pruthi S, Ingle JN, Rogan EG, Cavalieri EL (2008) The molecular etiology of breast cancer: evidence from biomarkers of risk. Int J Cancer 122: 1949-1957 (Pubitemid 351441183)
18. Moral R, Wang R, Russo IH, Mailo DA, Lamartiniere CA, Russo J (2007) The plasticizer butyl benzyl phthalate induces genomic changes in rat mammary gland after neonatal/prepubertal exposure. BMC Genomics 8:453
19. Chun YJ, Lee SK, Kim MY (2005) Modulation of human cytochrome P450 1B1 expression by 2,4,3',5'-tetramethoxystilbene. Drug Metab Dispos 33:1771-1776
20. Wu F, Safe S (2007) Differential activation of wild-type estrogen receptor alpha and C-terminal deletion mutants by estrogens, antiestrogens and xenoestrogens in breast cancer cells. J Steroid Biochem Mol Biol 103:1-9 (Pubitemid 44821818)
21. Aiyar SE, Park H, Aldo PB, Mor G, Gildea JJ, Miller AL, Thompson EB, Castle JD, Kim S, Santen RJ (2010) TMS, a chemically modified herbal derivative of Resveratrol, induces cell death by targeting Bax. Breast Cancer Res Treat 124(1):265-277
22. Russo J, Russo IH (2004) Genotoxicity of steroidal estrogens. Trends Endocrinol Metab 15:211-214 (Pubitemid 38833991)
23. Russo J, Russo IH (2008) Breast development, hormones and cancer 247. Adv Exp Med Biol 630:52-56
24. Santen R, Cavalieri E, Rogan E, Russo J, Guttenplan J, Ingle J, Yue W (2009) Estrogen mediation of breast tumor formation involves estrogen receptor-dependent, as well as independent, genotoxic effects. Ann N Y Acad Sci 1155:132-140
25. Gupta M, McDougal A, Safe S (1998) Estrogenic and antiestrogenic activities of 16alpha- and 2-hydroxy metabolites of 17beta-estradiol in MCF-7 and T47D human breast cancer cells. J Steroid Biochem Mol Biol 67:413-419 (Pubitemid 29049414)
26. Russo J, Santen RJ, Russo IH (2005) Hormonal control of breast development. In: DeGroot LJ, Jameson JL (eds) Endocrinology, 5th edn. W.B. Saunders, Philadelphia, pp 3045-3055
27. Conneely OM, Mulac-Jericevic B, Arnett-Mansfield R (2007) Progesterone signaling in mammary gland development. Ernst Schering Found Symp Proc 1:45-54
28. Topper YJ, Freeman CS (1980) Multiple hormone interactions in the developmental biology of the mammary gland. Physiol Rev 60:1049-1106
29. Wellings SR, Jensen HM (1973) On the origin and progression of ductal carcinoma in the human breast. J Natl Cancer Inst 50:1111-1118
30. Parks AG (1959) The micro-anatomy of the breast. Ann R Coll Surg Engl 25:235-251
31. Basly JP, Marre-Fournier F, Le Bail JC, Habrioux G, Chulia AJ (2000) Estrogenic/antiestrogenic and scavenging properties of (E)- and (Z)-resveratrol. Life Sci 66:769-777
32. Gehm BD, Levenson AS, Liu H, Lee EJ, Amundsen BM, Cushman M, Jordan VC, Jameson JL (2004) Estrogenic effects of resveratrol in breast cancer cells expressing mutant and wild-type estrogen receptors: role of AF-1 and AF-2. J Steroid Biochem Mol Biol 88:223-234 (Pubitemid 38553755)
33. Wu F, Safe S (2007) Differential activation of wild-type estrogen receptor alpha and C-terminal deletion mutants by estrogens, antiestrogens and xenoestrogens in breast cancer cells. J Steroid Biochem Mol Biol 103:1-9 (Pubitemid 44821818)
34. Guengerich FP (2001) Common and uncommon cytochrome P450 reactions related to metabolism and chemical toxicity. Chem Res Toxicol 14:611-650 (Pubitemid 32565712)
35. Dawling S, Roodi N, Parl FF (2003) Methoxyestrogens exert feedback inhibition on cytochrome P450 1A1 and 1B1. Cancer Res 63:3127-3132 (Pubitemid 36735863)
36. Lu F, Zahid M, Wang C, Saeed M, Cavalieri EL, Rogan EG (2008) Resveratrol prevents estrogen-DNA adduct formation and neoplastic transformation in MCF-10F cells. Cancer Prev Res (Phila) 1:135-145
37. Zahid M, Gaikwad NW, Rogan EG, Cavalieri EL (2007) Inhibition of depurinating estrogen-DNA adduct formation by natural compounds. Chem Res Toxicol 20:1947-1953
38. Zahid M, Gaikwad NW, Ali MF, Lu F, Saeed M, Yang L, Rogan EG, Cavalieri EL (2008) Prevention of estrogen-DNA adduct formation in MCF-10F cells by resveratrol. Free Radic Biol Med 45:136-145