2-Methoxyestradiol up-regulates death receptor 5 and induces apoptosis through activation of the extrinsic pathway

Cancer Research

Volumn 63, Issue 2, 2003, Pages 468-475

  LaVallee, Theresa M ^a   Zhan, Xiaoguo H ^a   Johnson, Michelle S ^a   Herbstritt, Chris J ^a   Swartz, Glenn ^a   Williams, Mark S ^b   Hembrough, Wendy A ^a   Green, Shawn J ^a,c   Pribluda, Victor S ^a  

^a ENTREMED INC   (United States)

^b HOLLAND LABORATORY   (United States)

^c LabBook Inc   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 METHOXYESTRADIOL; ANGIOGENESIS INHIBITOR; BIOCHEMICAL MARKER; CASPASE 3; CASPASE 8; CASPASE 9; CELL RECEPTOR; DEATH RECEPTOR 5; ESTRADIOL; FAS ANTIGEN; FAS ASSOCIATED DEATH DOMAIN; TUMOR NECROSIS FACTOR RELATED APOPTOSIS INDUCING LIGAND; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; CANCER CELL CULTURE; CANCER INHIBITION; CELL PROLIFERATION; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG EFFECT; DRUG MECHANISM; ENZYME ACTIVATION; ENZYME ACTIVITY; ENZYME ASSAY; FEMALE; HUMAN; HUMAN CELL; IN VITRO STUDY; METABOLITE; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROTEIN DOMAIN; PROTEIN EXPRESSION; PROTEIN FUNCTION; RECEPTOR UPREGULATION; SIGNAL TRANSDUCTION;

ADAPTOR PROTEINS, SIGNAL TRANSDUCING; ANIMALS; APOPTOSIS; APOPTOSIS REGULATORY PROTEINS; BREAST NEOPLASMS; CARRIER PROTEINS; CASPASES; CELL DIVISION; DRUG SYNERGISM; ENDOTHELIUM, VASCULAR; ENZYME ACTIVATION; ESTRADIOL; FAS-ASSOCIATED DEATH DOMAIN PROTEIN; FEMALE; HUMANS; ISOENZYMES; MEMBRANE GLYCOPROTEINS; MICE; MICE, INBRED BALB C; MICE, NUDE; RECEPTORS, TNF-RELATED APOPTOSIS-INDUCING LIGAND; RECEPTORS, TUMOR NECROSIS FACTOR; SIGNAL TRANSDUCTION; TNF-RELATED APOPTOSIS-INDUCING LIGAND; TRANSFECTION; TUMOR CELLS, CULTURED; TUMOR NECROSIS FACTOR-ALPHA; UP-REGULATION; XENOGRAFT MODEL ANTITUMOR ASSAYS;

EID: 0037439693     PISSN: 00085472     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (36)

1. Lui, W. Y., Lin, H. L., Chau, G. Y., Liu, T. Y., and Chi, C. W. Male predominance in hepatocellular carcinoma: new insight and a possible therapeutic alternative. Med. Hypotheses, 55: 348-350, 2000.
2. Zhu, B. T., and Conney, A. H. Is 2-methoxyestradiol an endogenous estrogen metabolite that inhibits mammary carcinogenesis? Cancer Res., 58: 2269-2277, 1998.
3. LaVallee, T. M., Zhan, X. H., Herbstritt, C. J., Kough, E. C., Green, S. J., and Pribluda, V. S. 2-Methoxyestradiol inhibits proliferation and induces apoptosis independently of estrogen receptors α and β. Cancer Res., 62: 3691-3697, 2002.
4. Hamel, E., Lin, C. M., Flynn, E., and D'Amato, R. J. Interactions of 2-methoxyestradiol, an endogenous mammalian metabolite, with unpolymerized tubulin and with tubulin polymers. Biochemistry, 35: 1304-1310, 1996.
5. D'Amato, R. J., Lin, C. M., Flynn, E., Folkman, J., and Hamel, E. 2-Methoxyestradiol, an endogenous mammalian metabolite, inhibits tubulin polymerization by interacting at the colchicine site. Proc. Natl. Acad. Sci. USA, 91: 3964-3968, 1994.
6. Attalla, H., Westberg, J. A., Andersson, L. C., Adlercreutz, H., and Makela, T. P. 2-Methoxyestradiol-induced phosphorylation of Bcl-2: uncoupling from JNK/SAPK activation. Biochem. Biophys. Res. Commun., 247: 616-619, 1998.
7. Mukhopadhyay, T., and Roth, J. A. Induction of apoptosis in human lung cancer cells after wild-type p53 activation by methoxyestradiol. Oncogene. 14: 379-384, 1997.
8. Seegers, J. C., Lottering, M. L., Grobler, C. J., van Papendorp, D. H., Habbersett, R. C., Shou, Y., and Lehnert, B. E. The mammalian metabolite, 2-methoxyestradiol, affects p53 levels and apoptosis induction in transformed cells but not in normal cells. J. Steroid Biochem. Mol. Biol., 62: 253-267, 1997.
9. Huang, P., Feng, L., Oldham, E. A., Keating, M. J., and Plunkett, W. Superoxide dismutase as a target for the selective killing of cancer cells. Nature (Lond.), 407: 390-395, 2000.
10. Olson, M., and Kornbluth, S. Mitochondria in apoptosis and human disease. Curr. Mol. Med., 1: 91-122, 2001.
11. Schulze-Osthoff, K., Ferrari, D., Los, M., Wesselborg, S., and Peter, M. E. Apoptosis signaling by death receptors. Eur. J. Biochem., 254: 439-459, 1998.
12. Pribluda, V. S., LaVallee, T. M., and Green, S. J. 2-Methoxyestradiol: a novel endogenous chemotherapeutic and antiangiogenic, pp. 387-407. Totowa, NJ: Humana Press, 2001.
13. Pribluda, V. S., Gubish, E. R., Lavallee, T. M., Treston, A., Swartz, G. M., and Green, S. J. 2-Methoxyestradiol: an endogenous antiangiogenic and antiproliferative drug candidate. Cancer Metastasis Rev., 19: 173-179, 2000.
14. Huang, Y., He, Q., Hillman, M. J., Rong, R., and Sheikh, M. S. Sulindac sulfideinduced apoptosis involves death receptor 5 and the caspase 8-dependent pathway in human colon and prostate cancer cells. Cancer Res., 61: 6918-6924, 2001.
15. Griffith, T. S., Rauch, C. T., Smolak, P. J., Waugh, J. Y., Boiani, N., Lynch, D. H., Smith. C. A., Goodwin, R. G., and Kubin, M. Z. Functional analysis of TRAIL receptors using monoclonal antibodies. J. Immunol., 162: 2597-2605, 1999.
16. Yue, T. L., Wang, X., Louden, C. S., Gupta, S., Pillarisetti, K., Gu, J. L., Hart, T. K., Lysko, P. G., and Feuerstein, G. Z. 2-Methoxyestradiol, an endogenous estrogen metabolite, induces apoptosis in endothelial cells and inhibits angiogenesis: possible role for stress-activated protein kinase signaling pathway and Fas expression. Mol. Pharmacol., 51: 951-962, 1997.
17. Walczak, H., Miller, R. E., Ariail, K., Gliniak, B., Griffith, T. S., Kubin, M., Chin, W., Jones, J., Woodward, A., Le, T., Smith, C., Smolak, P., Goodwin, R. G., Rauch, C. T., Schuh, J. C., and Lynch, D. H. Tumoricidal activity of tumor necrosis factor-related apoptosis-inducing ligand in vivo [see comments]. Nat. Med., 5: 157-163, 1999.
18. Walczak, H., Degli-Esposti, M. A., Johnson, R. S., Smolak, P. J., Waugh, J. Y., Boiani, N., Timour, M. S., Gerhart, M. J., Schooley, K. A., Smith, C. A., Goodwin, R. G., and Rauch, C. T. TRAIL-R2: a novel apoptosis-mediating receptor for TRAIL. EMBO J., 16: 5386-5397, 1997.
19. Zhang, X. D., Franco, A., Myers, K., Gray, C., Nguyen, T., and Hersey, P. Relation of TNF-related apoptosis-inducing ligand (TRAIL) receptor and FLICE-inhibitory protein expression to TRAIL-induced apoptosis of melanoma. Cancer Res., 59: 2747-2753, 1999.
20. Sheridan, J. P., Marsters, S. A., Pitti, R. M., Gurney, A., Skubatch, M., Baldwin, D., Ramakrishnan, L., Gray, C. L., Baker, K., Wood, W. I., Goddard, A. D., Godowski, P., and Ashkenazi, A. Control of TRAIL-induced apoptosis by a family of signaling and decoy receptors [see comments]. Science (Wash. DC), 277: 818-821, 1997.
21. Griffith, T. S., Chin, W. A., Jackson, G. C., Lynch, D. H., and Kubin, M. Z. Intracellular regulation of TRAIL-induced apoptosis in human melanoma cells. J. Immunol., 161: 2833-2840, 1998.
22. Grimm, S., Stanger, B. Z., and Leder, P. RIP and FADD: two "death domain"-containing proteins can induce apoptosis by convergent, but dissociable, pathways. Proc. Natl. Acad. Sci. USA 93: 10923-10927, 1996.
23. Chaudhary, P. M., Eby, M., Jasmin, A., Bookwalter, A., Murray, J., and Hood, L. Death receptor 5, a new member of the TNFR family, and DR4 induce FADD-dependent apoptosis and activate the NF-κB pathway. Immunity, 7: 821-830, 1997.
24. LaVallee, T. M., Pribluda, V. S., Swartz, G., Johnson, M. S., Treston, A., Fogler, W. E. A., and Green, S. J. 2-Methoxyestradiol: an orally active agent in a broad range of primary and metastatic tumor models. Proc. Am. Assoc. Cancer Res., 42: 54, 2001.
25. Volpert, O. V., Zaichuk, T., Zhou, W., Reiher, F., Ferguson, T. A., Stuart, P. M., Amin, M., and Bouck, N. P. Inducer-stimulated Fas targets activated endothelium for destruction by anti-angiogenic thrombospondin-1 and pigment epithelium-derived factor. Nat. Med., 8: 349-357, 2002.
26. Shah, J. H., Agoston, G. E., Hunsucker, K. A., Herbstritt, C. J., Zhan, X. H., Conner, B. P., Swartz, G. M., LaVallee, T. M., Green, S. J., and Pribluda, V. S. Synthesis of 2- and 17-substituted estrone analogs and their antiproliferative structure-activity relationships compared to 2-methoxyestradiol. 222nd American Chemical Society Meeting, 2001.
27. Agoston, G. E., LaVallee, T. M., Herbstritt, C., Zhan, X. H., Pribluda, V. S., Treston, A., M., and Green, S. J. Synthesis and in vitro screening of D-ring modified 2-methoxyestradiol derivatives. 220th American Chemical Society Meeting, 2000.
28. Fotsis, T., Zhang, Y., Pepper, M. S., Adlercreutz, H., Montesano, R., Nawroth, P. P., and Schweigerer, L. The endogenous oestrogen metabolite 2-methoxyoestradiol inhibits angiogenesis and suppresses tumour growth. Nature (Lond.), 368: 237-239, 1994.
29. Nakagawa-Yagi, Y., Ogane, N., Inoki, Y., and Kitoh, N. The endogenous estrogen metabolite 2-methoxyestradiol induces apoptotic neuronal cell death in vitro. Life Sci., 58: 1461-1467, 1996.
30. Seegers, J. C., Aveling, M. L., Van Aswegen, C. H., Cross, M., Koch, F., and Joubert, W. S. The cytotoxic effects of estradiol-17 β, catecholestradiols and methoxyestradiols on dividing MCF-7 and HeLa cells. J. Steroid Biochem., 32: 797-809, 1989.
31. Attalla, H., Makela, T. P., Adlercreutz, H., and Andersson, L. C. 2-Methoxyestradiol arrests cells in mitosis without depolymerizing tubulin. Biochem. Biophys. Res. Commun., 228: 467-473, 1996.
32. Jordan, M. A. Mechanisms of action of antitumor drugs that interact with microtubules and tubulin. Curr. Med. Chem. - Anti-cancer Agents., 2: 1-17, 2002.
33. Nimmanapall, R., Perkins, C. L., Orlando, M., O'Bryan, E., Nguyen, D., and Bhalla, K. N. Pretreatment with paclitaxel enhances apo-2 ligand/tumor necrosis factorrelated apoptosis-inducing ligand-induced apoptosis of prostate cancer cells by inducing death receptors 4 and 5 protein levels. Cancer Res., 61: 759-763, 2001.
34. Keane, M. M., Ettenberg, S. A., Nau, M. M., Russell, E. K., and Lipkowitz, S. Chemotherapy augments TRAIL-induced apoptosis in breast cell lines. Cancer Res., 59: 734-741, 1999.
35. Huisman, C., Ferreira, C. G., Broker, L. E., Rodriguez, J. A., Smit, E. F., Postmus, P. E., Kruyt, F. A., and Giaccone, G. Paclitaxel triggers cell death primarily via caspase-independent routes in the non-small cell lung cancer cell line NCI-H460. Clin. Cancer Res., 8: 596-606, 2002.
36. Odoux, C., Albers, A., Amoscato, A. A., Lotze, M. T., and Wong, M. K. TRAIL, FasL and a blocking anti-DR5 antibody augment paclitaxel-induced apoptosis in human non-small cell lung cancer. Int. J. Cancer, 97: 458-465, 2002.