HL005 - A new selective PPARγ antagonist specifically inhibits the proliferation of MCF-7

Journal of Steroid Biochemistry and Molecular Biology

Volumn 124, Issue 3-5, 2011, Pages 112-120

  Lu, Weiqiang ^a   Che, Peng ^a   Zhang, Yanyan ^a   Li, Honglin ^a   Zou, Shien ^b   Zhu, Jin ^a   Deng, Jing ^a   Shen, Xu ^a,c   Jiang, Hualiang ^a,c   Li, Jian ^a   Huang, Jin ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^b FUDAN UNIVERSITY   (China)

^c SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

Author keywords

Anticancer; Apoptosis; Peroxisome proliferator activated receptor ; Selective antagonist

Indexed keywords

HL 005; LIGAND; PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR GAMMA ANTAGONIST; ROSIGLITAZONE; UNCLASSIFIED DRUG;

ARTICLE; CELL ADHESION; CELL CYCLE ARREST; CELL CYCLE G2 PHASE; CELL CYCLE M PHASE; CELL PROLIFERATION; CELL STRAIN MCF 7; CONTROLLED STUDY; HUMAN; HUMAN CELL; IC 50; MOLECULAR DOCKING; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; STRUCTURE ACTIVITY RELATION; TWO HYBRID SYSTEM; YEAST;

AMINOBENZOIC ACIDS; BENZOIC ACID; CELL CYCLE; CELL LINE, TUMOR; CELL PROLIFERATION; COMPUTER SIMULATION; HUMANS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PPAR GAMMA; PROTEIN BINDING; THIAZOLES; THIAZOLIDINES; TWO-HYBRID SYSTEM TECHNIQUES;

EID: 79952993733     PISSN: 09600760     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jsbmb.2011.01.019     Document Type: Article

References (47)

1. S. Han, and J. Roman Peroxisome proliferator-activated receptor gamma: a novel target for cancer therapeutics? Anticancer Drugs 18 3 2007 237 244 (Pubitemid 46192975)
2. J.M. Keller, P. Collet, A. Bianchi, C. Huin, P. Bouillaud-Kremarik, P. Becuwe, H. Schohn, L. Domenjoud, and M. Dauca Implications of peroxisome proliferator-activated receptors (PPARS) in development, cell life status and disease Int. J. Dev. Biol. 44 5 2000 429 442
3. M. Lehrke, and M.A. Lazar The many faces of PPARgamma Cell 123 6 2005 993 999
4. U. Kintscher, and R.E. Law PPARgamma-mediated insulin sensitization: the importance of fat versus muscle Am. J. Physiol. Endocrinol. Metab. 288 2 2005 E287 E291
5. G. Chinetti, S. Griglio, M. Antonucci, I.P. Torra, P. Delerive, Z. Majd, J.C. Fruchart, J. Chapman, J. Najib, and B. Staels Activation of proliferator-activated receptors alpha and gamma induces apoptosis of human monocyte-derived macrophages J. Biol. Chem. 273 40 1998 25573 25580 (Pubitemid 28475776)
6. S. Kersten, B. Desvergne, and W. Wahli Roles of PPARs in health and disease Nature 405 6785 2000 421 424 (Pubitemid 30367411)
7. D.J. Mangelsdorf, C. Thummel, M. Beato, P. Herrlich, G. Schutz, K. Umesono, B. Blumberg, P. Kastner, M. Mark, P. Chambon, and R.M. Evans The nuclear receptor superfamily: the second decade Cell 83 6 1995 835 839
8. D. Panigrahy, S. Huang, M.W. Kieran, and A. Kaipainen PPAR gamma as a therapeutic target for tumor angiogenesis and metastasis Cancer Biol. Ther. 4 7 2005 687 693 (Pubitemid 41351164)
9. R.K. Semple, V.K. Chatterjee, and S. O'Rahilly PPAR gamma and human metabolic disease J. Clin. Invest. 116 3 2006 581 589 (Pubitemid 43326862)
10. N. Takahashi, T. Okumura, L. Motomura, Y. Fujimoto, I. Kawabata, and Y. Kohgo Activation of PPAR gamma inhibits cell growth and induces apoptosis in human gastric cancer cells FEBS Lett. 455 1-2 1999 135 139 (Pubitemid 29322796)
11. M.B. Sporn, N. Suh, and D.J. Mangelsdorf Prospects for prevention and treatment of cancer with selective PPAR gamma modulators (SPARMs) Trends Mol. Med. 7 9 2001 395 400 (Pubitemid 32823988)
12. T. Kubota, K. Koshizuka, E.A. Williamson, H. Asou, J.W. Said, S. Holden, I. Miyoshi, and H.P. Koeffler Ligand for peroxisome proliferator-activated receptor gamma (troglitazone) has potent antitumor effect against human prostate cancer both in vitro and in vivo Cancer Res. 58 15 1998 3344 3352 (Pubitemid 28371075)
13. F. Yin, S. Wakino, Z. Liu, S. Kim, W.A. Hsueh, A.R. Collins, A.J. Van Herle, and R.E. Law Troglitazone inhibits growth of MCF-7 breast carcinoma cells by targeting G1 cell cycle regulators Biochem. Biophys. Res. Commun. 286 5 2001 916 922 (Pubitemid 32924859)
14. M. Kato, T. Kusumi, S. Tsuchida, M. Tanaka, M. Sasaki, and H. Kudo Induction of differentiation and peroxisome proliferator-activated receptor gamma expression in colon cancer cell lines by troglitazone J. Cancer Res. Clin. Oncol. 130 2 2004 73 79 (Pubitemid 38316669)
15. K. Ohta, T. Endo, K. Haraguchi, J.M. Hershman, and T. Onaya Ligands for peroxisome proliferator-activated receptor gamma inhibit growth and induce apoptosis of human papillary thyroid carcinoma cells J. Clin. Endocrinol. Metab. 86 5 2001 2170 2177 (Pubitemid 32472935)
16. V.G. Keshamouni, R.C. Reddy, D.A. Arenberg, B. Joel, V.J. Thannickal, G.P. Kalemkerian, and T.J. Standiford Peroxisome proliferator-activated receptor-gamma activation inhibits tumor progression in non-small-cell lung cancer Oncogene 23 1 2004 100 108 (Pubitemid 38142244)
17. A.P. Heaney, M. Fernando, and S. Melmed PPAR-gamma receptor ligands: novel therapy for pituitary adenomas J. Clin. Invest. 111 9 2003 1381 1388 (Pubitemid 36554709)
18. N.B. Mettu, T.B. Stanley, M.A. Dwyer, M.S. Jansen, J.E. Allen, J.M. Hall, and D.P. McDonnell The nuclear receptor-coactivator interaction surface as a target for peptide antagonists of the peroxisome proliferator-activated receptors Mol. Endocrinol. 21 10 2007 2361 2377 (Pubitemid 47529351)
19. P.L. Feldman, M.H. Lambert, and B.R. Henke PPAR modulators and PPAR pan agonists for metabolic diseases: the next generation of drugs targeting peroxisome proliferator-activated receptors? Curr. Top. Med. Chem. 8 9 2008 728 749 (Pubitemid 351982563)
20. C. Ulivieri, and C.T. Baldari The potential of peroxisome proliferator-activated receptor gamma (PPARgamma) ligands in the treatment of hematological malignancies Mini Rev. Med. Chem. 7 9 2007 877 887 (Pubitemid 47554778)
21. C.E. Clay, G. Atsumi, K.P. High, and F.H. Chilton Early de novo gene expression is required for 15-deoxy-delta(12,14)-prostaglandin J(2)-induced apoptosis in breast cancer cells J. Biol. Chem. 276 50 2001 47131 47135
22. E. Elstner, C. Muller, K. Koshizuka, E.A. Williamson, D. Park, H. Asou, P. Shintaku, J.W. Said, D. Heber, and H.P. Koeffler Ligands for peroxisome proliferator-activated receptorgamma and retinoic acid receptor inhibit growth and induce apoptosis of human breast cancer cells in vitro and in BNX mice Proc. Natl. Acad. Sci. U.S.A. 95 15 1998 8806 8811
23. J.K. Hampel, L.M. Brownrigg, D. Vignarajah, K.D. Croft, A.M. Dharmarajan, J.M. Bentel, I.B. Puddey, and B.B. Yeap Differential modulation of cell cycle, apoptosis and PPARgamma2 gene expression by PPARgamma agonists ciglitazone and 9-hydroxyoctadecadienoic acid in monocytic cells Prostaglandins Leukot. Essent. Fatty Acids 74 5 2006 283 293
24. T. Masuda, K. Wada, A. Nakajima, M. Okura, C. Kudo, T. Kadowaki, M. Kogo, and Y. Kamisaki Critical role of peroxisome proliferator-activated receptor gamma on anoikis and invasion of squamous cell carcinoma Clin. Cancer Res. 11 11 2005 4012 4021 (Pubitemid 40791564)
25. H. Takahashi, K. Fujita, T. Fujisawa, K. Yonemitsu, A. Tomimoto, I. Ikeda, M. Yoneda, T. Masuda, K. Schaefer, L.J. Saubermann, T. Shimamura, S. Saitoh, M. Tachibana, K. Wada, H. Nakagama, and A. Nakajima Inhibition of peroxisome proliferator-activated receptor gamma activity in esophageal carcinoma cells results in a drastic decrease of invasive properties Cancer Sci. 97 9 2006 854 860 (Pubitemid 44151265)
26. K.L. Schaefer, K. Wada, H. Takahashi, N. Matsuhashi, S. Ohnishi, M.M. Wolfe, J.R. Turner, A. Nakajima, S.C. Borkan, and L.J. Saubermann Peroxisome proliferator-activated receptor gamma inhibition prevents adhesion to the extracellular matrix and induces anoikis in hepatocellular carcinoma cells Cancer Res. 65 6 2005 2251 2259 (Pubitemid 40490134)
27. J. Sambrook, and M.J. Gething Protein structure. Chaperones, paperones Nature 342 6247 1989 224 225
28. G. Harris, R.A. Ghazallah, D. Nascene, B. Wuertz, and F.G. Ondrey PPAR activation and decreased proliferation in oral carcinoma cells with 4-HPR Otolaryngol. Head Neck Surg. 133 5 2005 695 701 (Pubitemid 41586056)
29. R.T. Nolte, G.B. Wisely, S. Westin, J.E. Cobb, M.H. Lambert, R. Kurokawa, M.G. Rosenfeld, T.M. Willson, C.K. Glass, and M.V. Milburn Ligand binding and co-activator assembly of the peroxisome proliferator-activated receptor-gamma Nature 395 6698 1998 137 143 (Pubitemid 28425645)
30. M. Rarey, B. Kramer, T. Lengauer, and G. Klebe A fast flexible docking method using an incremental construction algorithm J. Mol. Biol. 261 3 1996 470 489 (Pubitemid 26335901)
31. S.J. Weiner, P.A. Kollman, D.T. Nguyen, and D.A. Case An all atom force field for simulations of proteins and nucleic acids J. Comput. Chem. 7 2 1986 230 252
32. J. Sadowski, and J. Gasteiger From atoms and bonds to three-dimensional atomic coordinates: automatic model builders Chem. Rev. 93 7 1993 2567 2581
33. D. Albanese, and M. Penso Synthesis of isothiocyanates by reaction of amides with carbon disulfide in the presence of solid potassium carbonate/sodium hydroxide mixture Synthetics 11 1991 1001 1002
34. D.H. Hua, X. Huang, Y. Chen, S.K. Battina, M. Tamura, S.K. Noh, S.I. Koo, I. Namatame, H. Tomoda, E.M. Perchellet, and J.P. Perchellet Total syntheses of (+)-chloropuupehenone and (+)-chloropuupehenol and their analogues and evaluation of their bioactivities J. Org. Chem. 69 18 2004 6065 6078 (Pubitemid 39145684)
35. Q. Chen, J. Chen, T. Sun, J.H. Shen, X. Shen, and H.L. Jiang A yeast two-hybrid technology-based system for the discovery of PPAR gamma agonist and antagonist Anal. Biochem. 335 2 2004 253 259 (Pubitemid 39535190)
36. W.J. Welboren, F.C. Sweep, P.N. Span, and H.G. Stunnenberg Genomic actions of estrogen receptor alpha: what are the targets and how are they regulated? Endocr. Relat. Cancer 16 4 2009 1073 1089
37. D. Bonofiglio, S. Gabriele, S. Aquila, S. Catalano, M. Gentile, E. Middea, F. Giordano, and S. Ando Estrogen receptor alpha binds to peroxisome proliferator-activated receptor response element and negatively interferes with peroxisome proliferator-activated receptor gamma signaling in breast cancer cells Clin. Cancer Res. 11 17 2005 6139 6147 (Pubitemid 41262940)
38. J. Shen, C. Tan, Y. Zhang, X. Li, W. Li, J. Huang, X. Shen, and Y. Tang Discovery of potent ligands for estrogen receptor beta by structure-based virtual screening J. Med. Chem. 53 14 2010 5361 5365
39. A. Krishnan, S.A. Nair, and M.R. Pillai Biology of PPAR gamma in cancer: a critical review on existing lacunae Curr. Mol. Med. 7 6 2007 532 540 (Pubitemid 47618050)
40. S. Fehlberg, S. Trautwein, A. Goke, and R. Goke Bisphenol A diglycidyl ether induces apoptosis in tumour cells independently of peroxisome proliferator-activated receptor-gamma, in caspase-dependent and -independent manners Biochem. J. 362 3 2002 573 578 (Pubitemid 34242307)
41. G.L. Rubin, Y. Zhao, A.M. Kalus, and E.R. Simpson Peroxisome proliferator-activated receptor gamma ligands inhibit estrogen biosynthesis in human breast adipose tissue: possible implications for breast cancer therapy Cancer Res. 60 6 2000 1604 1608 (Pubitemid 30183431)
42. S.J. Roberts-Thomson Peroxisome proliferator-activated receptors in tumorigenesis: targets of tumour promotion and treatment Immunol. Cell Biol. 78 4 2000 436 441 (Pubitemid 30655570)
43. X. Wang, and M.W. Kilgore Signal cross-talk between estrogen receptor alpha and beta and the peroxisome proliferator-activated receptor gamina1 in MDA-MB-231 and MCF-7 breast cancer cells Mol. Cell. Endocrinol. 194 1-2 2002 123 133 (Pubitemid 35291927)
44. G.M. Pighetti, W. Novosad, C. Nicholson, D.C. Hitt, C. Hansens, A.B. Hollingsworth, M.L. Lerner, D. Brackett, S.A. Lightfoot, and J.M. Gimble Therapeutic treatment of DMBA-induced mammary tumors with PPAR ligands Anticancer Res. 21 2A 2001 825 829
45. H.J. Burstein, G.D. Demetri, E. Mueller, P. Sarraf, B.M. Spiegelman, and E.P. Winer Use of the peroxisome proliferator-activated receptor (PPAR) gamma ligand troglitazone as treatment for refractory breast cancer: a phase II study Breast Cancer Res. Treat. 79 3 2003 391 397 (Pubitemid 36750946)
46. J.D. Burton, D.M. Goldenberg, and R.D. Blumenthal Potential of peroxisome proliferator-activated receptor gamma antagonist compounds as therapeutic agents for a wide range of cancer types PPAR Res. 2008 494161 10.1155/2008/494161
47. M.H. Fenner, and E. Elstner Peroxisome proliferator-activated receptor-gamma ligands for the treatment of breast cancer Expert Opin. Investig. Drugs 14 6 2005 557 568 (Pubitemid 40895186)