Retinoid-related molecule AGN193198 potently induces G2M arrest and apoptosis in bladder cancer cells

International Journal of Cancer

Volumn 115, Issue 6, 2005, Pages 917-923

  Reitmair, Armin ^a   Shurland, Dixie Lee ^a   Tsang, Kwok Yin ^a   Chandraratna, Roshantha A S ^a   Brown, Geoffrey ^b  

^a ALLERGAN INC   (United States)

^b UNIVERSITY DEPARTMENT OF MEDICINE   (United Kingdom)

Author keywords

Apoptosis; Bladder cancer; Caspases; Cell cycle arrest; Retinoid related molecules (RRM); Retinoids

Indexed keywords

4 [3 (1 HEPTYL 4,4 DIMETHYL 2 OXO 1,2,3,4 TETRAHYDROQUINOLIN 6 YL) 3 OXOPROPENYL]BENZOIC ACID; AGN 193198; AGN 194310; LIPOCORTIN 5; PHOSPHATIDYLSERINE; PROPIDIUM IODIDE; RECEPTOR BLOCKING AGENT; RETINOIC ACID RECEPTOR; RETINOIC ACID RECEPTOR BLOCKING AGENT; RETINOID DERIVATIVE; RETINOID X RECEPTOR; UNCLASSIFIED DRUG;

APOPTOSIS; ARTICLE; BLADDER CANCER; BREAST CARCINOMA; CANCER CELL; CANCER INHIBITION; CELL CYCLE G2 PHASE; DRUG RECEPTOR BINDING; DRUG STRUCTURE; FLUORESCENCE ACTIVATED CELL SORTING; HUMAN; HUMAN CELL; PAPILLOMA; PRIORITY JOURNAL; PROSTATE CARCINOMA; SQUAMOUS CELL CARCINOMA; TRANSACTIVATION; TRANSITIONAL CELL CARCINOMA;

ANTINEOPLASTIC AGENTS; APOPTOSIS; CARCINOMA, TRANSITIONAL CELL; CELL DIVISION; HUMANS; PAPILLOMA; QUINOLINES; RECEPTORS, RETINOIC ACID; RETINOID X RECEPTORS; TUMOR CELLS, CULTURED; URINARY BLADDER NEOPLASMS;

EID: 20344382717     PISSN: 00207136     EISSN: None     Source Type: Journal    
DOI: 10.1002/ijc.20961     Document Type: Article

References (59)

1. Cancer Facts and Figures. Atlanta: American Cancer Society, 1995.
2. Kamat AM. Chemoprevention of superficial bladder cancer. Expert Rev Anticancer Therapy 2003;3:799-808.
3. Sabichi AL, Lerner SP, Grossman HB, Lippman SM. Retinoids in the chemoprevention of bladder cancer. Curr Opin Oncol 1998;10:479-84.
4. Liebert M GD, Wood C, Chen I-L, Ellard J, Amancio D, Grossman HB. Urothelial differentiation and bladder cancer. In: Baskin L HG, ed. Advances in bladder research. New York: Plenum Publishing Corp., 1999;437-48.
5. Lamm DL, Torti FM. Bladder cancer, 1996. CA: Cancer J Clin 1996;46:93-112.
6. Malone WF, Kelloff GJ, Pierson H, Greenwald P. Chemoprevention of bladder cancer. Cancer 1987;60:650-7.
7. Patton SE, Hall MC, Ozen H. Bladder cancer. Curr Opin Oncol 2002;14:265-72.
8. Wolbach SB, Howe PR. Tissue changes following deprivation of fat-soluble A vitamin. Nutrition Rev 1925;42:753-77.
9. Hicks RM. Hyperplasia and cornification of the transitional epithelium in the vitamin A-deticient rat. Changes in fine structure of the cells. J Ultrastructure Res 1968;22:206-30.
10. Molloy CJ, Laskin JD. Effect of retinoid deficiency on keratin expression in mouse bladder. Exp Mol Pathol 1988;49:128-30.
11. Hultin TA, May CM, Moon RC. N-(4-hydroxyphenyl)-all-trans-retinamide pharmacokinetics in female rats and mice. Drug Metab Disposition 1986;14:714-7.
12. Lotan R. Retinoids and apoptosis: implications for cancer chemoprevention and therapy.[comment]. J Nat Cancer Inst 1995;87: 1655-7.
13. Moon RC, Detrisac CJ, Thomas CF, Kelloff GJ. Chemoprevention of experimental bladder cancer. Journal of Cell Biochem 1992;161: 134-8.
14. Sporn MB, Squire RA, Brown CC, Smith JM, Wenk ML, Springer S. 13-cis-retinoic acid: inhibition of bladder carcinogenesis in the rat. Science 1977;195:487-9.
15. Hicks RM, Turton JA, Chowaniec J, Tomlinson CN, Gwynne J, Nandra K, Chrysostomou E, Pedrick M. Modulation of carcinogenesis in the urinary bladder by retinoids. Ciba Found Symp 1985;113:168-90.
16. Murasaki G, Miyata Y, Babaya K, Arai M, Fukushima S, Ito N. Inhibitory effect of an aromatic retinoic acid analog on urinary bladder carcinogenesis in rats treated with N-butyl-N-(4-hydroxybutyl) nitrosamine. Gann 1980;71:333-40.
17. Kelloff GJ, Crowell JA, Boone CW, Steele VE, Lubet RA, Greenwald P, Alberts DS, Covey JM, Doody LA, Knapp GG. Clinical development plan: N-(4-hydroxyphenyl)retinamide. J Cell Biochem 1994;20:176-96.
18. Chambon P. The retinoid signaling pathway: molecular and genetic analyses. Sem Cell Biol 1994;5:115-25.
19. Zou C, Liebert M, Grossman HB, Lotan R. Identification of effective retinoids for inhibiting growth and inducing apoptosis in bladder cancer cells. J Urol 2001;165:986-92.
20. Zou C, Wang L, Liebert M, Grossman HB, Lotan R, Wei Q. Combined effect of chemopreventive agent N-(4-hydroxyphenyl) retinamide (4-HPR) and gamma-radiation on bladder cancer cell lines. Int J Oncol 1998;13:1037-11.
21. Zou C, Guan Y, Wang J, Wang LE, Liebert M, Grossman HB, Wei Q. N-(4-hydroxyphenyl)retinamide (4-HPR) modulates GADD45 expression in radiosensitive bladder cancer cell lines. Cancer Lett 2002;180:131-7.
22. Lippman SM, Lee JJ, Sabichi AL. Cancer chemoprevention: progress and promise. J Nat Cancer Inst 1998;90:1514-28.
23. Kakizoe T. Chemoprevention of cancer: focusing on clinical trials. Jpn J Clin Oncol 2003;33:421-42.
24. Delia D, Aiello A, Lombardi L, Pelicci PG, Grignani F, Formelli F, Menard S, Costa A, Veronesi U. N-(4-hydroxyphenyl)retinamide induces apoptosis of malignant hemopoietic cell lines including those unresponsive to retinoic acid. Cancer Res 1993;53:6036-41.
25. Clifford JL, Menter DG, Wang M, Lotan R, Lippman SM. Retinoid receptor-dependent and -independent effects of N-(4-hydroxyphenyl)-retinamide in F9 embryonal carcinoma cells. Cancer Res 1999;59: 14-8.
26. Fontana JA, Rishi AK. Classical and novel retinoids: their targets in cancer therapy. Leukemia 2002;16:463-72.
27. Sheikh MS, Shao ZM, Li XS, Ordonez JV, Conley BA, Wu S, Dawson MI, Han QX, Chao WR, Quick T. N-(4-hydroxyphenyl)retinamide (4-HPR)-mediated biological actions involve retinoid receptor-independent pathways in human breast carcinoma. Carcinogenesis 1995;16:2477-86.
28. Shao ZM, Dawson MI, Li XS, Rishi AK, Sheikh MS, Han QX, Ordonez JV, Shroot B, Fontana JA. p53 independent G0/G1 arrest and apoptosis induced by a novel retinoid in human breast cancer cells. Oncogene 1995;11:493-504.
29. Hsu CA, Rishi AK, Su-Li X, Gerald TM, Dawson MI, Schiffer C, Reichert U, Shroot B, Poirer GC, Fontana JA. Retinoid induced apoptosis in leukemia cells through a retinoic acid nuclear receptor-independent pathway. Blood 1997;89:4470-9.
30. Adachi H, Preston G, Harvat B, Dawson MI, Jetten AM. Inhibition of cell proliferation and induction of apoptosis by the retinoid AHPN in human lung carcinoma cells. American Journal of Respiratory Cell Mol Biol 1998;18:323-33.
31. Holmes WF, Soprano DR, Soprano KJ. Comparison of the mechanism of induction of apoptosis in ovarian carcinoma cells by the conformationally restricted synthetic retinoids CD437 and 4-HPR. J Cell Biochem 2003;89:262-78.
32. Chao WR, Hobbs PD, Jong L, Zhang XK, Zheng Y, Wu Q, Shroot B, Dawson MI. Effects of receptor class- and subtype-selective retinoids and an apoptosis-inducing retinoid on the adherent growth of the NIH:OVCAR-3 ovarian cancer cell line in culture. Cancer Lett 1997;115:1-7.
33. Sun SY, Yue P, Shroot B, Hong WK, Lotan R. Induction of apoptosis in human non-small cell lung carcinoma cells by the novel synthetic retinoid CD437. J Cell Physiol 1997;173(2):279-84.
34. Oridate N, Higuchi M, Suzuki S, Shroot B, Hong WK, Lotan R. Rapid induction of apoptosis in human C33A cervical carcinoma cells by the synthetic retinoid 6-[3-(1-adamantyl)hydroxyphenyl]-2-naphtalene carboxylic acid (CD437). Int J Cancer 1997;70:484-7.
35. Piedrafita FJ, Pfahl M. Retinoid-induced apoptosis and Sp1 cleavage occur independently of transcription and require caspase activation. Mol Cell Biol 1997;17:6348-58.
36. Spanjaard RA, Ikeda M, Lee PJ, Charpentier B, Chin WW, Eberlein TJ. Specific activation of retinoic acid receptors (RARs) and retinoid X receptors reveals a unique role for RARgamma in induction of differentiation and apoptosis of S91 melanoma cells. J Biol Chem 1997;272:18990-9.
37. Li Y, Lin B, Agadir A, Liu R, Dawson MI, Reed JC, Fontana JA, Bost F, Hobbs PD, Zheng Y, Chen GQ, Shroot B, et al. Molecular determinants of AHPN (CD437)-induced growth arrest and apoptosis in human lung cancer cell lines. Mol Cell Biol 1998;18:4719-31.
38. Wu S, Zhang D, Donigan A, Dawson MI, Soprano DR, Soprano KJ. Effects of conformationally restricted synthetic retinoids on ovarian tumor cell growth. J Cell Biochem 1998;68:378-88.
39. Keedwell RG, Zhao Y, Hammond LA, Qin S, Tsang KY, Reitmair A, Molina Y, Okawa Y, Atangan LI, Shurland DL, Wen K, Wallace DM, et al. A retinoid-related molecule that does not bind to classical retinoid receptors potently induces apoptosis in human prostate cancer cells through rapid caspase activation. Cancer Res 2004;64:3302-12.
40. Hammond LA, Van Krinks CH, Durham J, Tomkins SE, Burnett RD, Jones EL, Chandraratna RAS, Brown G. Antagonists of retinoic acid receptors (RARs) are potent growth inhibitors of prostate carcinoma cells. Br J Cancer 2001;85:453-62.
41. Poon RY, Chau MS, Yamashita K, Hunter T. The role of Cdc2 feedback loop control in the DNA damage checkpoint in mammalian cells. Cancer Res 1997;57:5168-78.
42. Weinert T. A DNA damage checkpoint meets the cell cycle engine. [comment]. Science 1997;277:1450-1.
43. Dilla T, Romero J, Sanstisteban P, Velasco JA. The mdm2 protooncogene sensitizes human medullary thyroid carcinoma cells to ionizing radiation. Oncogene 2002;21:2376-86.
44. Suggitt M, Fearnley J, Swaine DJ, Volpato M, Phillips RM, Bibby MC, Loadman PM, Anderson D. Comet assay and flow cytometry analysis of DNA repair in normal and cancer cells treated with known mutagens with different mechanisms of action. Tera Carcinogen Mutagen 2003;2:13-29.
45. 2M arrest following DNA damage in human colon cancer cell lines. Jpn J Cancer Res 1997;88:39-43.
46. 2M checkpoint in K562 cells, resulting in increased apoptosis. Br Haematol 2002;116:421-8.
47. Kagechika H, Kawachi E, Hashimoto Y, Shudo K. Retinobenzoic acids. 2. Structure-activity relationships of chalcone-4-carboxylic acids and flavone-4′-carboxylic acids. J Med Chem 1989;32:834-40.
48. Carrier F, Georgel PT, Pourquier P, Kontny HU, Antinore MJ, Gariboldi M, Blake M, Myers MTG, Weinstein J, Pommier Y, Fornace AJ, Jr. Effect of Gadd45, a p53-regulated stress protein, on chromatin structure. Proc Am Assoc Cancer Res 1998;39:450-5.
49. Kelloff GJ, Boone CW, Malone WF, Steele VE, Doody LA. Development of chemopreventive agents for bladder cancer. J Cell Biochem 1992;161:1-12.
50. Decensi A, Bruno S, Giaretti W, Torrisi R, Curotto A, Gatteschi B, Geido E, Polizzi A, Costantini M, Bruzzi P. Activity of 4-HPR in superficial bladder cancer using DNA flow cytometry as an intermediate endpoint. J Cell Biochem 1992;161:139-47.
51. Zou CP, Kurie JM, Lotan D, Zou CC, Hong WK, Lotan R. Higher potency of N-(4-hydroxyphenyl)retinamide than all-trans-retinoic acid in induction of apoptosis in non-small cell lung cancer cell lines. Clin Cancer Res 1998;4:1345-55.
52. Kazmi SM, Plante RK, Visconti V, Lau CY. Comparison of N-(4-hydroxyphenyl)retinamide and all-trans-retinoic acid in the regulation of retinoid receptor-mediated gene expression in human breast cancer cell lines. Cancer Res 1996;56:1056-62.
53. Marchetti P, Zamzami N, Joseph B, Schraen-Maschke S, Mereau-Richard C, Costantini P, Metivier D, Susin SA, Kroemer G, Formstecher P. The novel retinoid 6-[3-(1-adamantyl)-4-hydroxyphenyl]-2-naphtalene carboxylic acid can trigger apoptosis through a mitochondrial pathway independent of the nucleus. Cancer Res 1999;59: 6257-66.
54. Mologni L, Ponzanelli I, Bresciani F, Sardiello G, Bergamaschi D, Gianni M, Reichert U, Rambaldi A, Terao M, Garattini E. The novel synthetic retinoid 6-[3-adamantyl-4-hydroxyphenyl]-2-naphthalene carboxylic acid (CD437) causes apoptosis in acute promyelocytic leukemia cells through rapid activation of caspases. Blood 1999;93: 1045-61.
55. Suzuki S, Higuchi M, Proske RJ, Oridate N, Hong WK, Lotan R. Implication of mitochondria-derived reactive oxygen species, cytochrome C and caspase-3 in N-(4-hydroxyphenyl)retinamide-induced apoptosis in cervical carcinoma cells. Oncogene 1999;18:6380-7.
56. Costantini P, Jacotot E, Decaudin D, Kroemer G. Mitochondrion as a novel target of anticancer chemotherapy. J Nat Cancer Inst 2000;92: 1042-53.
57. Eldadah BA, Faden AI. Caspase pathways, neuronal apoptosis, and CNS injury. J Neurotrauma 2000;17:811-29.
58. Sun SY, Yue P, Chen X, Hong WK, Lotan R. The synthetic retinoid CD437 selectively induces apoptosis in human lung cancer cells while sparing normal human lung epithelial cells. Cancer Res 2002;62: 2430-6.
59. Bayon Y, Ortiz MA, Lopez-Hernandez FJ, Gao F, Karin M, Pfahl M, Piedranta FJ. Inhibition of IkappaB kinase by a new class of retinoid-related anticancer agents that induce apoptosis. Mol Cell Biol 2003; 23:1061-74.