23,24-Dihydrocucurbitacin B induces G2/M cell-cycle arrest and mitochondria-dependent apoptosis in human breast cancer cells (Bcap37)

Cancer Letters

Volumn 256, Issue 2, 2007, Pages 267-278

  Yang, Lu ^a,b   Wu, Shihua ^a,b   Zhang, Qiuhui ^a   Liu, Feiyan ^a,b   Wu, Ping ^a,b,c  

^a ZHEJIANG UNIVERSITY   (China)

^b CHINESE UNIVERSITY OF HONG KONG   (Hong Kong)

^c Zhejiang University   (China)

Author keywords

23,24 Dihydrocucurbitacin B; Apoptosis; Breast cancer cell; G2 M; Mitochondrial dependent pathway

Indexed keywords

23,24 DIHYDROCUCURBITACIN B; ANTINEOPLASTIC AGENT; BENZYLOXYCARBONYLVALYLALANYLASPARTYL FLUOROMETHYL KETONE; CASPASE 3; NATURAL PRODUCT; POLY(ADENOSINE DIPHOSPHATE RIBOSE); UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; CANCER CELL CULTURE; CELL CYCLE ARREST; CELL CYCLE G2 PHASE; CELL CYCLE M PHASE; CELL NUCLEUS; CELL PROLIFERATION; CELL STRUCTURE; CHINESE MEDICINE; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG MECHANISM; ENZYME ACTIVITY; FEMALE; FLOW CYTOMETRY; HELA CELL; HUMAN; HUMAN CELL; MEDICINAL PLANT; MITOCHONDRION; PLANT ROOT; PRIORITY JOURNAL; TRICHOSANTHES KIRILOWLI;

AMINO ACID CHLOROMETHYL KETONES; ANTINEOPLASTIC AGENTS, PHYTOGENIC; APOPTOSIS; BREAST NEOPLASMS; CASPASES; CELL DIVISION; CELL MEMBRANE; CELL PROLIFERATION; CELL SHAPE; CYSTEINE PROTEINASE INHIBITORS; CYTOCHROMES C; DNA FRAGMENTATION; DOSE-RESPONSE RELATIONSHIP, DRUG; FEMALE; G2 PHASE; HELA CELLS; HUMANS; K562 CELLS; MITOCHONDRIA; NECROSIS; PLANT ROOTS; POLY(ADP-RIBOSE) POLYMERASES; TRICHOSANTHES; TRITERPENES;

TRICHOSANTHES;

EID: 34548672367     PISSN: 03043835     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.canlet.2007.06.018     Document Type: Article

References (55)

1. Greenwald P., Kelloff G., Burch-Whitman C., and Kramer B.S. Chemoprevention. Cancer J. Clin. 45 (1995) 31-49
2. Sporn M.B., and Suh N. Chemoprevention of cancer. Carcinogenesis 21 (2000) 525-530
3. Dzubak P., Hajduch M., Vydra D., Hustova A., Kvasnica M., Biedermann D., Markova L., Urban M., and Sarek J. Pharmacological activities of natural triterpenoids and their therapeutic implications. Nat. Prod. Rep. 23 (2006) 394-411
4. Saleem M., Kweon M.H., Yun J.M., Adhami V.M., Khan N., Syed D.N., and Mukhtar H. A novel dietary triterpene lupeol induces Fas-mediated apoptotic death of androgen-sensitive prostate cancer cells and inhibits tumor growth in a xenograft model. Cancer Res. 65 (2005) 11203-11213
5. Yim E.K., Lee K.H., Namkoong S.E., Um S.J., and Park J.S. Protemic analysis of ursolic acid-induced apoptosis in cervical carcinoma cells. Cancer Lett. 235 (2006) 209-220
6. Rao C.V., Newmark H.L., and Reddy B.S. Chemoprevention effects of squalene on colon cancer. Carcinogenesis 19 (1998) 287-290
7. Ryu S.Y., Lee S.H., Choi S.U., Lee C.O., No Z., and Ahn J.W. Antitumor activity of Trichosanthes kirilowii. Arch. Pharmacol. Res. 17 (1994) 348-353
8. Mi S.L., An C.C., Wang Y., Chen J.Y., Che N.Y., Gao Y., and Chen Z.L. Trichomislin, a novel ribosome-inactivating protein, induces apoptosis that involves mitochondria and caspase-3. Arch. Biochem. Biophys. 434 (2005) 258-265
9. Homberg E.E., and Seher A. Sterine in Trichosanthes kirilowii. Phytochemistry 16 (1977) 288-290
10. Chen J.C., Chiu M.H., Nie R.L., Cordell G.A., and Qiu S.X. Cucurbitacins and cucurbitane glycosides: structures and biological activities. Nat. Prod. Rep. 22 (2005) 386-399
11. Jayaprakasam B., Seeram N.P., and Nair M.G. Anticancer and antiinflammatory activities of cucurbitacins from Cucurbita andreana. Cancer Lett. 189 (2003) 11-16
12. Blaskovich M.A., Sun J., Cantor A., Turkson J., Jove R., and Sebti S.M. Discovery of JSI-124 (cucurbitacin I), a selective Janus kinase/signal transducer and activator of transcription 3 signaling pathway inhibitor with potent antitumor activity against human and murine cancer cells in mice. Cancer Res. 63 (2003) 1270-1279
13. Sun J., Blaskovich M.A., Jove R., Livingston S.K., Coppola D., and Sebti S.M. Cucurbitacin Q: a selective STAT3 activation inhibitor with potent antitumor activity. Oncogene 24 (2005) 3236-3245
14. Attard E., Cuschieri A., Scicluna-Spiteri A., and Brincat M.P. The effects of cucurbitacin E on two lymphocyte models. Pharm. Biol. 42 (2004) 170-175
15. Duncan K.L., Duncan M.D., Alley M.C., and Sausville E.A. Cucurbitacin E-induced disruption of the actin and vimentin cytoskeleton in prostate carcinoma cells. Biochem. Pharmacol. 52 (1996) 1553-1560
16. Duncan M.D., and Duncan K.L. Cucurbitacin E targets proliferating endothelia. J. Surg. Res. 69 (1997) 55-60
17. Tehila T.S., Shlomo G., Sara D., Hugo E.G., and Margalit B. Growth inhibitory activity of cucurbitacin glucosides isolated from Citrullus colocynthis on human breast cancer cells. Biochem. Pharmacol. 73 (2007) 56-67
18. Park C.S., Lim H., Han K.J., Baek S.H., Sohn H.O., and Lee D.W. Inhibition of nitric oxide generation by 23,24-dihydrocucurbitacin D in mouse peritoneal macrophages. J. Pharmacol. Exp. Ther. 309 (2004) 705-710
19. Recio M.C., Prieto M., Bonucelli M., Orsi C., Manez S., Giner R.M., Cerda-Nicolas M., and Rios J.L. Anti-inflammatory activity of two cucurbitacins isolated from Cayaponia tayuya roots. Planta Med. 70 (2004) 414-420
20. Shi Y.R., Seung H.L., Sang U.C., Chong O.L., Zaesung N., and Jong W.A. Antitumor activity of Trichosanthes kirilowii. Arch. Pharmacol. Res. 17 (1994) 348-353
21. Siqueira J.M., Peters R.R., Gazola A.C., Krepsky P.B., Farias M.R., Rae G.A., Brum-Fernandes A.J., and Ribeiro-do-Valle R.M. Anti-inflammatory effects of a triterpenoid isolated from Wilbrandia ebracteata Cogn. Life Sci. 80 (2007) 1382-1387
22. Escandell J.M., Recio M.C., Máñez S., Giner R.M., Cerdá-Nicolás M., and Ríos J.L. Dihydrocucurbitacin B, isolated from Cayaponia tayuya, reduces damage in adjuvant-induced arthritis. Eur. J. Pharmacol. 532 (2006) 145-154
23. Wu P.L., Lin F.W., Wu T.S., Kuoh C.S., Lee K.H., and Lee S.J. Cytotoxic and anti-HIV principles from the rhizomes of Begonia nantoensis. Chem. Pharm. Bull. 52 (2004) 345-349
24. Ryu S.Y., Choi S.U., Lee S.H., Lee C.O., No Z., and Ahn J.W. Cytotoxicity of cucurbitacins in vitro. Arch. Pharmacol. Res. 18 (1995) 60-61
25. Dang G., Rode B.M., and Stuppner H. Quantitative electronic structure-activity relationship (QESAR) of natural cytotoxic compounds: maytansinoids, quassinoids and cucurbitacins. Eur. J. Pharm. Sci. 2 (1994) 331-350
26. Kupchan S.M., Gray A.H., and Grove M.D. Tumor inhibitors. XXIII. The cytotoxic principles of Marah oreganos. J. Med. Chem. 10 (1967) 337-340
27. Farias M.R., Schenkel E.P., Mayer R., and Rücker G. Cucurbitacins as constituents of Wilbrandia ebracteata. Planta Med. 59 (1993) 272-275
28. Jiratchariyakul W., and Frahm A.W. Cucurbitacin B and dihydrocucurbitacin B from Trichosanthes cucumerina L. Warasan Phesatchasat 19 (1992) 5-12
29. Yamada Y., Hagiwara K., Lguchi K., Takahashi Y., and Suzuki S. Carbon-13 NMR spectral assignments of cucurbitacin aglycones. Chem. Lett. (1978) 319-322
30. Mosmann T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J. Immunol. Methods 65 (1983) 55-63
31. Takano K., Nakamura Y., and Yoneda Y. Microglial cell death induced by a low concentration of polyamines. Neuroscience 120 (2003) 961-967
32. Vermes I., Haanen C., Steffens-Nakken H., and Reutelingsperger C. A novel assay for apoptosis, flow cytometric detection of hosphatidylserine expression on early apoptotic cells using fluorescein labelled Annexin V. J. Immunol. Methods 184 (1995) 39-51
33. Koopman G., Reutelingsperger C., Kuijten G., Keehnen R., Pals S., and Van Oers M. Annexin V for flow cytometric detection of phosphatydilserine expression on B cells undergoing apoptosis. Blood 84 (1994) 1415-1420
34. Liu X., Kim C.N., Yang J., Jemmerson R., and Wang X. Induction of apoptotic program in cell-free extracts: requirement for dATP and cytochrome c. Cell 86 (1996) 147-157
35. Li P., Nijhawan D., Budihardjo I., Srinivasula S.M., Ahmad M., Alnemri E.S., and Wang X. Cytochrome c and dATP-dependent formation of Apaf-1/caspase-9 complex initiates an apoptotic protease cascade. Cell 91 (1997) 479-489
36. Kerr J.F., Wyllie A.H., and Currie A.R. Apoptosis: a basic biological phenomenon with wide-ranging implications in tissue kinetics. Br. J. Cancer 26 (1972) 239-257
37. Rello S., Stockert J.C., Moreno V., Gamez A., Pacheco M., and Juarranz A. Morphological criteria to distinguish cell death induced by apoptotic and necrotic treatments. Apoptosis 10 (2005) 201-208
38. Kerr J.F., Winterford C.M., and Harmon B.V. Apoptosis: its significance in cancer, and cancer therapy. Cancer 73 (1994) 2013-2026
39. Hartwell L.H., and Weinert T.A. Checkpoints: controls that ensure the order of cell cycle events. Science 246 (1989) 629-634
40. Molinari M. Cell cycle checkpoints and their inactivation in human cancer. Cell Prolif. 33 (2000) 261-274
41. Deschner E.E., Ruperto J., Wong G., and Newmark H.L. Quercetin and rutin as inhibitors of azoxymethanol-induced colonic neoplasia. Carcinogenesis 12 (1991) 1193-1196
42. Sohn H.O., Lee Y.G., Lim H.B., Kwon N.S., Aprikian G.V., and Lee D.W. Antitumor activity of 23,24dihydrocucurbitacind D isolated from Bryonia alba L. J. Toxicol. Pub. Health 16 (2000) 263-267
43. Lamartiniere C.A., Moore J.B., Brown N.M., Thompson R., Hardin M.J., and Barnes S. Genistein suppresses mammary cancer in rats. Carcinogenesis 16 (1995) 2833-2840
44. Yeh T.C., Chiang P.C., Li T.K., Hsu J.L., Lin C.J., Wang S.W., Peng C.Y., and Guh J.H. Genistein induces apoptosis in human hepatocellular carcinomas via interaction of endoplasmic reticulum stress and mitochondrial insult. Biochem. Pharmacol. 73 (2007) 782-792
45. Kong Y.C., Ng K.H., But P.P., Li Q., Yu S.X., Zhang H.T., Cheng K.F., Soejarto D.D., Kan W.S., and Waterman P.G. Sources of the anti-implantatio alkaloid yuehchukene in the genus Murraya. J. Ethnopharmacol. 15 (1986) 195-200
46. Patel T., Gores G.J., and Kaufmann S.H. The role of proteases during apoptosis. FASEB J. 10 (1996) 587-597
47. Budihardjo I., Oliver H., Lutter M., Luo X., and Wang X. Biochemical pathways of caspase activation during apoptosis. Annu. Rev. Cell Dev. Biol. 15 (1999) 269-290
48. Salvesen G.S., and Dixit V.M. Caspase activation: the induced-proximity model. Proc. Natl. Acad. Sci. USA 96 (1999) 10964-10967
49. Nicholson D.W., Ali A., Thornberry N.A., Vaillancourt J.P., Ding C.K., Gallant M., Gareau Y., Griffin P.R., Labelle M., Lazebnik Y.A., Munday N.A., Raju S.M., Smulson M.E., Yamin T.T., Yu V.L., and Miller D.K. Identification and inhibition of the ICE/CED-3 protease necessary for mammalian apoptosis. Nature 376 (1995) 37-43
50. Ashkenazi A., and Dixit V.M. Death receptors: signaling and modulation. Science 281 (1998) 1305-1308
51. Green D.R., and Reed J.C. Mitochondria and apoptosis. Science 281 (1998) 1309-1312
52. Witkowski A., Woynarowska B., and Konopa J. Inhibition of the biosynthesis of deoxyribonucleic acid, ribonucleic acid and protein in Hela S3 cells by cucurbitacins, glucocorticoid-like cytotoxic triterpenes. Biochem. Pharmacol. 33 (1984) 995-1004
53. Konoshima T., Takasaki M., Tatsumoto T., Kozuka M., Kasai R., Tanaka O., Nie R.L., Tokuda H., Nishino H., and Iwashima A. Inhibitory effects of cucurbitane triterpenoids on Epstein-Barr virus activation and two-stage carcinogenesis of skin tumors. Biol. Pharmacol. Bull. 17 (1994) 668-671
54. Baek N.L., Lee D.W., Lee Y.H., Kim S.L., and Aprikian G.V. Cytotoxic constituents from the roots of Bryonia alba L. Nat. Prod. Sci. 1 (1995) 43-49
55. Jiang Y.M., and Liu Y.J. Effect of cucurbitacin B on expression of Fas and FasL in hepatocyte in rats. Zhongyao Yaoli Yu Linchang 16 (2000) 312-313