Tubocapsenolide A, a novel withanolide, inhibits proliferation and induces apoptosis in MDA-MB-231 cells by thiol oxidation of heat shock proteins

Journal of Biological Chemistry

Volumn 283, Issue 25, 2008, Pages 17184-17193

  Chen, Wen Ying ^a,b   Chang, Fang Rong ^a   Huang, Zih You ^a   Chen, Jyun Hong ^a   Wu, Yang Chang ^a   Wu, Chin Chung ^a  

^a KAOHSIUNG MEDICAL UNIVERSITY   (Taiwan)

^b FOOYIN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

CELL CULTURE; CELL DEATH; DEGRADATION; DIFFUSERS (OPTICAL); ENZYME ACTIVITY; OXIDATION; OXYGEN; SULFUR COMPOUNDS;

ANTI-OXIDANTS; APOPTOSIS; CELL CYCLES; CHAPERONE ACTIVITIES; GLUTATHIONE CONTENTS; HEAT SHOCK PROTEINS; HSP70 CHAPERONES; HUMAN BREAST CANCERS; HUMAN CANCER CELLS; IN CELLS; INTACT CELLS; NOVEL STRATEGIES; PROTEASOME; REACTIVE OXYGEN SPECIES; RECOMBINANT PROTEINS; REFOLDING; THIOL OXIDATIONS;

PROTEINS;

CHAPERONE; CYCLIN D1; CYCLIN DEPENDENT KINASE 4; GLUTATHIONE; HEAT SHOCK PROTEIN 70; HEAT SHOCK PROTEIN 90; PROTEASOME; PROTEIN KINASE B; PROTEIN P53; RAF PROTEIN; REACTIVE OXYGEN METABOLITE; RECOMBINANT PROTEIN; STEROID; TUBOCAPSENOLIDE A; UNCLASSIFIED DRUG; WITHANOLIDE; 3 RHAMNOPYRANOSYL(1 4) GLUCOPYRANOSYL 12 DIACETOXY 20 HYDROXYWITHA 5,24 DIENOLIDE; 3-RHAMNOPYRANOSYL(1-4)-GLUCOPYRANOSYL-12-DIACETOXY-20-HYDROXYWITHA-5,24-DIENOLIDE; ACETYLCYSTEINE; DRUG DERIVATIVE; ERGOSTEROL; OXYGEN; THIOL DERIVATIVE; TUBOCAPSANOLIDE A;

APOPTOSIS; ARTICLE; BREAST CANCER; CELL CYCLE ARREST; CELL CYCLE G1 PHASE; CELL PROLIFERATION; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG EFFECT; HUMAN; HUMAN CELL; OXIDATION; PRIORITY JOURNAL; PROTEIN AGGREGATION; PROTEIN DEGRADATION; CELL CYCLE; CELL SURVIVAL; CHEMISTRY; METABOLISM; PROTEIN DENATURATION; PROTEIN FOLDING; TUMOR CELL LINE;

ACETYLCYSTEINE; APOPTOSIS; CELL CYCLE; CELL LINE, TUMOR; CELL PROLIFERATION; CELL SURVIVAL; ERGOSTEROL; HSP70 HEAT-SHOCK PROTEINS; HSP90 HEAT-SHOCK PROTEINS; HUMANS; OXYGEN; PROTEIN DENATURATION; PROTEIN FOLDING; SULFHYDRYL COMPOUNDS;

EID: 47749101213     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M709447200     Document Type: Article

References (69)

1. Lopez-Otin, C., and Diamandis, E. P. (1998) Endocr. Rev. 19, 365-396
2. Gagnon, J., Shaker, S., Primeau, M., Hurtubise, A., and Momparler, R. (2003) Anti-Cancer Drugs 14, 193-202
3. Kim, R., Tanabe, K., Uchida, Y., Emi, M., Inoue, H., and Toge, T. (2002) Cancer Chemother. Pharmacol. 50, 343-352
4. Reed, J. C. (2001) Trends Mol. Med. 7, 314-319
5. Jin, Z., and El-Deiry, W. S. (2005) Cancer Biol. Ther. 4, 139-163
6. Liu, X., Kim, C. N., Yang, J., Jemmerson, R., and Wang, X. (1996) Cell 86, 147-157
7. Cain, K., Bratton, S. B., and Cohen, G. M. (2002) Biochimie (Paris) 84, 203-214
8. Zou, H., Li, Y., Liu, X., and Wang, X. (1999) J. Biol. Chem. 274, 11549-11556
9. Wallach, D., Varfolomeev, E. E., Malinin, N. L., Goltsev, Y. V., Kovalenko, A. V., and Boldin, M. P. (1999) Annu. Rev. Immunol. 17, 331-336
10. Varfolomeev, E. E., Schuchmann, M., Luria, V., Chiannilkulchai, N., Beckmann, J. S., Mett, I. L., Rebrikov, D., Brodianski, V. M., Kemper, O. C., Kollet, O., Lapidot, T., Soffer, D., Sobe, T., Avraham, K. B., Goncharov, T., Holtmann, H., Lonai, P., and Wallach, D. (1998) Immunity 9, 267-276
11. Luo, X., Budihardjo, I., Zou, H., Slaughter, C., and Wang, X. (1998) Cell 94, 481-490
12. Newman, D. J., Cragg, G. M., and Snader, K. M. (2003) J. Nat. Prod. 66, 1022-1037
13. Wu, C. C., Chan, M. L., Chen, W. Y., Tsai, C. Y., Chang, F. R., and Wu, Y. C. (2005) Mol. Cancer Ther. 4, 1277-1285
14. Abou-Douh, A. M. (2002) Arch. Pharm. 335, 267-276
15. Mishra, L. C., Singh, B. B., and Dagenais, S. (2000) Altern. Med. Rev. 5, 334-346
16. Hsieh, P. W., Huang, Z. Y., Chen, J. H., Chang, F. R., Wu, C. C., Yang, Y. L., Chiang, M. Y., Yen, M. H., Chen, S. L., Yen, H. F., Lübken, T., Hung, W. C., and Wu, Y. C. (2007) J. Nat. Prod. 70, 747-753
17. Runnebaum, I. B., Nagarajan, M., Bowman, M., Soto, D., and Sukumar, S. (1991) Proc. Natl. Acad. Sci. U. S. A. 88, 10657-10661
18. Thompson, E. W., Paik, S., Brunner, N., Sommers, C. L., Zugmaier, G., Clarke, R., Shima, T. B., Torri, J., Donahue, S., and Lippman, M. E. (1992) J. Cell Physiol. 150, 534-544
19. Mosmann, T. (1983) J. Immunol. Methods 65, 55-63
20. Cumming, R. C., Andon, N. L., Haynes, P. A., Park, M., Fischer, W. H., and Schubert, D. (2004) J. Biol. Chem. 279, 21749-21758
21. LeBel, C. P., Ischiropoulos, H., and Bondy, S. C. (1992) Chem. Res. Toxicol. 5, 227-231
22. Chen, W. Y., Wu, C. C., Lan, Y. H., Chang, F. R., Teng, C. M., and Wu, Y. C. (2005) Eur. J. Pharmacol. 522, 20-29
23. Schumacher, R. J., Hurst, R., Sullivan, W. P., McMahon, N. J., Toft, D. O., and Matts, R. L. (1994) J. Biol. Chem. 269, 9493-9499
24. Srirangam, A., Mitr, R., Wang, M., Gorski, J. C., Badve, S., Baldridge, L., Hamilton, J., Kishimoto, H., Hawes, J., Li, L., Orschell, C. M., Srour, E. F., Blum, J. S., Donner, D., Sledge, G. W., Nakshatri, H., and Potter, D. A. (2006) Clin. Cancer Res. 12, 1883-1896
25. Turbyville, T. J., Wijeratne, E. M., Liu, M. X., Burns, A. M., Seliga, C. J., Luevano, L. A., David, C. L., Faeth, S. H., Whitesell, L., and Gunatilaka, A. A. (2006) J. Nat. Prod. 69, 178-184
26. Juo, P., Kuo, C. J., Yuan, J., and Blenis, J. (1998) Curr. Biol. 8, 1001-1008
27. Kuida, K., Haydar, T. F., Kuan, C. Y., Gu, Y., Taya, C., Karasuyama, H., Su, M. S., Rakic, P., and Flavell, R. A. (1998) Cell 94, 325-337
28. Mirza, A. M., Gysin, S., Malek, N., Nakayama, K., Roberts, J. M., and McMahon, M. (2004) Mol. Cell Biol. 24, 10868-10881
29. Figueiredo-Pereira, M. E., Berg, K. A., and Wilk, S. (1994) J. Neurochem. 63, 1578-1581
30. Rock, K. L., Gramm, C., Rothstein, L., Clark, K., Stein, R., Dick, L., Hwang, D., and Goldberg, A. L. (1994) Cell 78, 761-771
31. de Duve, C. (1983) Eur. J. Biochem. 137, 391-397
32. Tsujinaka, T., Kajiwara, Y., Kambayashi, J., Sakon, M., Higuchi, N., Tanaka, T., and Mori, T. (1988) Biochem. Biophys. Res. Commun. 153, 1201-1208
33. Fearnhead, H. O., Dinsdale, D., and Cohen, G. M. (1995) FEBS Lett. 375, 283-288
34. Sreedhar, A. S., Soti, C., and Csermely, P. (2004) Biochim. Biophys. Acta 1697, 233-242
35. Mimnaugh, E. G., Chavany, C., and Neckers, L. (1996) J. Biol. Chem. 271, 22796-22801
36. Schneider, C., Sepp-Lorenzino, L., Nimmesgern, E., Ouerfelli, O., Danishefsky, S., Rosen, N., and Hartl, F. U. (1996) Proc. Natl. Acad. Sci. U. S. A. 93, 14536-14541
37. Neckers, L. (2002) Clin. Cancer Res. 8, 962-966
38. Gorman, A. M., Heavey, B., Creagh, E., Cotter, T. G., and Samali, A. (1999) FEBS Lett. 445, 98-102
39. Martindale, J. L., and Holbrook, N. J. (2002) J. Cell Physiol. 192, 1-15
40. Shrieve, D. C., Bump, E. A., and Rice, G. C. (1988) J. Biol. Chem. 263, 14107-14114
41. Kamencic, H., Lyon, A., Paterson, P. G., and Juurlink, B. H. (2000) Anal. Biochem. 286, 35-37
42. Waak, J., and Dringen, R. (2006) Neurochem. Res. 31, 1409-1416
43. Fernández, C., Ramos, A. M., Sancho, P., Amrán, D., de Blas, E., and Aller, P. (2004) J. Biol. Chem. 279, 3877-3884
44. Mårtensson J, J. A., Stole, E., Frayer, W., Auld, P. A., and Meister, A. (1991) Proc. Natl. Acad. Sci. U. S. A. 88, 9360-9364
45. Liang, J., Zubovitz, J., Petrocelli, T., Kotchetkov, R., Connor, M. K., Han, K., Lee, J. H., Ciarallo, S., Catzavelos, C., Beniston, R., Franssen, E., and Slingerland, J. M. (2002) Nat. Med. 8, 1153-1160
46. Buchner, J. (1999) Trends Biochem. Sci. 24, 136-141
47. Hartl, F. U., and Hayer-Hartl, M. (2002) Science 295, 1852-1858
48. Wegele, H., Müller, L., and Buchner, J. (2004) Rev. Physiol. Biochem. Pharmacol. 151, 1-44
49. Whitesell, L., Mimnaugh, E. G., DeCosta, B., Myers, C. E., and Neckers, L. M. (1994) Proc. Natl. Acad. Sci. U. S. A. 91, 8324-8328
50. An, W. G., Schulte, T. W., and Neckers, L. M. (2000) Cell Growth Differ. 11, 355-360
51. Jolly, C., and Morimoto, R. I. (2000) J. Natl. Cancer Inst. 92, 1564-1572
52. Bagatell, R., and Whitesell, L. (2004) Mol. Cancer Ther. 3, 1021-1030
53. Nardai, G., Sass, B., Eber, J., Orosz, G., and Csermely, P. (2000) Arch. Biochem. Biophys. 384, 59-67
54. Liu, Q., Levy, E. J., and Chirico, W. J. (1996) J. Biol. Chem. 271, 29937-29944
55. Fuska, J., Fusková, A., Rosazza, J. P., and Nicholas, A. W. (1984) Neoplasma 31, 31-36
56. Yokota, Y., Bargagna-Mohan, P., Ravindranath, P. P., Kim, K. B., and Mohan, R. (2006) Bioorg. Med. Chem. Lett. 16, 2603-2607
57. Zhang, H., and Burrows, F. (2004) J. Mol. Med. 82, 488-499
58. Wright, L., Barril, X., Dymock, B., Sheridan, L., Surgenor, A., Beswick, M., Drysdale, M., Collier, A., Massey, A., Davies, N., Fink, A., Fromont, C., Aherne, W., Boxall, K., Sharp, S., Workman, P., and Hubbard, R. E. (2004) Chem. Biol. 11, 775-785
59. Marcu, M. G., Chadli, A., Bouhouche, I., Catelli, M., and Neckers, L. M. (2000) J. Biol. Chem. 275, 37181-37186
60. Yun, B. G., Huang, W., Leach, N., Hartson, S. D., and Matts, R. L. (2004) Biochemistry 43, 8217-8229
61. Nimmanapalli, R., Fuino, L., Bali, P., Gasparetto, M., Glozak, M., Tao, J., Moscinski, L., Smith, C., Wu, J., Jove, R., Atadja, P., and Bhalla, K. (2003) Cancer Res. 63, 5126-5135
62. Bali, P., Pranpat, M., Bradner, J., Balasis, M., Fiskus, W., Guo, F., Rocha, K., Kumaraswamy, S., Boyapalle, S., Atadja, P., Seto, E., and Bhalla, K. (2005) J. Biol. Chem. 280, 26729-26734
63. Murakami, Y., Uehara, Y., Yamamoto, C., Fukazawa, H., and Mizuno, S. (1991) Exp. Cell Res. 195, 338-344
64. Clarke, P. A., Hostein, I., Banerji, U., Stefano, F. D., Maloney, A., Walton, M., Judson, I., and Workman, P. (2000) Oncogene 19, 4125-4133
65. Mosser, D. D., and Morimoto, R. I. (2004) Oncogene 23, 2907-2918
66. Ciocca, D. R., and Calderwood, S. K. (2005) Cell Stress Chaperones 10, 86-103
67. Gabai, V. L., Budagova, K. R., and Sherman, M. Y. (2005) Oncogene 24, 3328-3338
68. Guo, F., Rocha, K., Bali, P., Pranpat, M., Fiskus, W., Boyapalle, S., Kumaraswamy, S., Balasis, M., Greedy, B., Armitage, E. S., Lawrence, N., and Bhalla, K. (2005) Cancer Res. 65, 10536-10544
69. Zaarur, N., Gabai, V. L., Porco, J. A., Calderwood, S., and Sherman, M. Y. (2006) Cancer Res. 66, 1783-1791