The new isothiocyanate 4-(methylthio)butylisothiocyanate selectively affects cell-cycle progression and apoptosis induction of human leukemia cells

Investigational New Drugs

Volumn 22, Issue 2, 2004, Pages 119-129

  Fimognari, Carmela ^a   Nüsse, Michael ^b   Iori, Renato ^c   Cantelli Forti, Giorgio ^a   Hrelia, Patrizia ^a  

^a UNIVERSITY OF BOLOGNA   (Italy)

^b INSTITUTE OF EPIDEMIOLOGY   (Germany)

^c ISTITUTO NAZIONALE DELLA NUTRIZIONE   (Italy)

Author keywords

4 (methylthio)butylisothiocyanate; Apoptosis; CDK1; Cyclin B1; G 2 M block; Jurkat cells; p53; T lymphocytes

Indexed keywords

4 (METHYLTHIO)BUTYL ISOTHIOCYANATE; ANTINEOPLASTIC AGENT; CYCLIN B1; ISOTHIOCYANIC ACID DERIVATIVE; PROTEIN BAX; PROTEIN BCL 2; PROTEIN P53; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; CANCER CELL; CANCER CHEMOTHERAPY; CELL CYCLE; CELL CYCLE G2 PHASE; CELL PROLIFERATION; CONTROLLED STUDY; DRUG EFFECT; HUMAN; HUMAN CELL; IN VITRO STUDY; LEUKEMIA CELL; LEUKEMIA CELL LINE; PRIORITY JOURNAL; PROTEIN EXPRESSION; T LYMPHOCYTE;

EID: 10744222218     PISSN: 01676997     EISSN: None     Source Type: Journal    
DOI: 10.1023/B:DRUG.0000011788.19754.54     Document Type: Article

References (43)

1. Fenwick GR, Heaney RK: Glucosinolates and their breakdown products in cruciferous crops, foods and feeding-stuffs. Food Chem 11: 249-271, 1983
2. Getahun SM, Chung FL: Conversion of glucosinolates to isothiocyanates in humans after ingestion of cooked watercress. Cancer Epidemiol Biomarkers Prev 8: 447-451, 1999
3. Gil V, MacLeod AJ: The effect of pH on glucosinolate degradation by a thioglucoside preparation. Phytochemistry 19: 2547-2553, 1980
4. Stoner GD, Morse MA: Isothiocyanates and plant polyphenols as inhibitors of lung and esophageal cancer. Cancer Lett 114: 113-119, 1997
5. Hecht SS, Carmella SG, Murphy SE: Effects of watercress consumption on urinary metabolites of nicotine in smokers. Cancer Epidemiol Biomarkers Prev 8: 907-913, 1999
6. Hecht SS: Chemoprevention of cancer by isothiocyanates, modifiers of carcinogen metabolism. J Nutr 129: 768-774, 1999
7. Thornalley PJ, Xu K: Studies on the mechanism of the inhibition of human leukemia cell growth by dietary isothiocyanates and their cysteine adducts in vitro. Biochem Pharmacol 60: 221-231, 2000
8. Talalay P, Fahey JW, Haltzclaw WD, Prestera T, Zhang Y: Chemoprotection against cancer by phase 2 enzyme induction. Toxicol Lett 82: 173-179, 1995
9. Fahey JW, Zhang Y, Talalay P: Broccoli sprouts: an exceptionally rich source of inducers of enzymes that protect against chemical carcinogens. Proc Natl Acad Sci USA 94: 10367-10372, 1997
10. Gamet-Payrastre L, Li P, Lumeau S, Cassar G, Dupont MA, Chevolleau S, Gasc N, Tulliez J, Terce F: Sulforaphane, a naturally occurring isothiocyanate, induces cell-cycle arrest and apoptosis in HT29 human colon cancer cells. Cancer Res 60: 1426-1433, 2000
11. Fimognari C, Nüsse M, Cesari R, Iori R, Cantelli-Forti G, Hrelia P: Growth inhibition, cell-cycle arrest, and apoptosis in human T-cell leukemia by the isothiocyanate sulforaphane. Carcinogenesis 23: 581-586, 2002
12. Nastruzzi C, Cortesi R, Esposito E, Menegatti E, Leoni O, Iori R, Palmieri S: In vitro cytotoxic activity of some glucosinolate-derived products generated by myrosinase hydrolysis. J Agric Food Chem 44: 1014-1021, 1996
13. Leoni O, Iori R, Palmieri S, Esposito E, Menegatti E, Cortesi R, Nastruzzi C: Myrosinase-generated isothiocyanate from glucosinolates: isolation, characterization and in vitro antiproliferative studies. Bioorgan Med Chem 5: 1799-1806, 1997
14. Iori R, Bernardi R, Gueyrard D, Rollin P, Palmieri S: Formation of glucoraphanin by chemoselective oxidation of natural glucoerucin: a chemoenzymatic route to sulforaphane. Bioorg Med Chem Lett 9: 1047-1048, 1999
15. Visentin M, Tava A, Iori R, Palmieri S: Isolation and identification of trans-4-(methylthio)-3-butenyl glucosinolate from radish roots (Raphanus sativus L.). J Agric Food Chem 40: 1687-1691, 1991
16. EEC Regulation No. 1864/90: Enclosure VIII. Offic J Eur Commun L170: 27-34, 1990
17. Pessina A, Thomas RM, Palmieri S, Luisi PL: An improved method for the purification of myrosinase and its physicochemical characterization. Arch Biochem Biophys 280: 383-389, 1990
18. Kuo YC, Yang NS, Chou CJ, Lin LC, Tsai WJ: Regulation of cell proliferation, gene expression, production of cytokines, and cell cycle progression in primary human T lymphocytes by piperlactam S isolated from Piper kadsura. Mol Pharmacol 58: 1057-1066, 2000
19. Fimognari C, Nüsse M, Hrelia P: Flow cytometric analysis of genetic damage, effect on cell-cycle progression and apoptosis by Thiophanate-methyl in human lymphocytes. Env Mol Mutagen 33: 220-223, 1999
20. Schreiber GA, Beisker W, Braselmann H, Bauchinger M, Bögl KW, Nüsse M: Technical report: an automated flow cytometric micronucleus assay for human lymphocytes. Int J Radiat Biol 62: 695-709, 1992
21. Kubbies M, Friedl R, Koehler J, Rabinovitch PS, Hoehn H: Improvement of human lymphocyte proliferation and alteration of IL-2 secretion kinetics by alpha-thioglycerol. Lymphokine Res 9: 95-106, 1990
22. Darzynkiewicz Z, Gong J, Juan G, Ardelt B, Traganos F: Cytometry of cyclin proteins. Cytometry 25: 1-13, 1996
23. Liu X, Zhu XZ: Roles of p53, c-Myc, Bcl-2, Bax and caspases in glutamate-induced neuronal apoptosis and the possible neuroprotective mechanism of basic fibroblast growth factor. Mol Brain Res 71: 210-216, 1999
24. Viallard JF, Lacombe F, Dupouy M, Ferry H, Belloc F, Reiffers J: Flow cytometry study of human cyclin B1 and cyclin E expression in leukemic cell lines: cell cycle kinetics and cell localization. Exp Cell Res 247: 208-219, 1999
25. 3 on cell cycle progression and cyclins D1 and B1 expression in two glioblastoma cell lines differing in p53 status. Int J Oncol 21: 49-55, 2002
26. Del Bino G, Darzynkiewicz Z, Degraef C, Mosselmans R, Fokan D, Galand P: Comparison of methods based on annexin-V binding, DNA content or TUNEL for evaluating cell death in HL-60 and adherent MCF-7 cells. Cell Prolif 32: 25-37, 1999
27. Morice WG, Brunn GJ, Wiederrecht G, Siekierka JJ, Abraham RT: Rapamycin-induced inhibition of p34cdc2 kinase activation is associated with G1/S-phase growth arrest in T lymphocytes. J Biol Chem 268: 3734-3738, 1993
28. Musk SR, Smith TK, Johnson IT: On the cytotoxicity and genotoxicity of allyl and phenethyl isothiocyanates and their parent glucosinolates sinigrin and gluconasturtiin. Mutat Res 348: 19-23, 1995
29. Doree M. Galas S: The cyclin-dependent protein kinases and the control of cell division. Faseb J 8: 1114-1121, 1994
30. Barinaga M: A new twist to the cell cycle. Science 269: 631-632, 1995
31. Chiarugi V, Ruggiero M: Role of three cancer "master genes" p53, bcl2 and c-myc on the apoptotic process. Tumori 82: 205-209, 1996
32. Cordone I, Masi S, Mauro FR, Soddu S, Morsilli O, Valentini T, Vegna ML, Guglielmi C, Mancini F, Giuliacci S, Sacchi A, Mandelli F, Foa R: p53 expression in B-cell chronic lymphocytic leukemia: a marker of disease progression and poor prognosis. Blood 91: 4342-4349, 1998
33. Vousden KH, Lu X: Live or let die: the cell's response to p53. Nature Rev Cancer 2: 594-603, 2002
34. Miyashita T, Reed JC: Tumor suppressor p53 is a direct transcriptional activator of the human bax gene. Cell 80: 293-299, 1995
35. Cheng J, Haas M: Frequent mutations in p53 tumor suppressor gene in human leukemia T-cell lines. Mol Cell Biol 10: 5502-5509, 1990
36. Hassapoglidou S, Diamandis EP, Sutherland DJA: Quantification of p53 protein in tumor cell lines, breast, tissue extracts and serum with time-resolved immunofluorimetry. Oncogene 8: 1501-1509, 1993
37. Val-138 : modulation of the cell cycle, viability and expression of p53-responsive genes. Oncogene 11: 1-6, 1995
38. Fimognari C, Nüsse M, Berti F, Iori R, Cantelli-Forti G, Hrelia P: Cyclin D3 and p53 mediate sulforaphane-induced cell cycle delay and apoptosis in non-transformed human T lymphocytes. Cell Mol Life Sci 59: 2004-2012, 2002
39. Musk SR, Johnson IT: Allyl isothiocyanate is selectively toxic to transformed cells of the human colorectal tumor line HT29. Carcinogenesis 14: 2079-2083, 1993
40. Van Blitterswijk WJ: Membrane fluidity in normal and malignant lymphoid cells. Membr Fluid Biol 3: 85-159, 1985
41. Pecere T, Gazzola V, Mucignat C, Parolin C, Dalla Vecchia F, Cavaggioni A, Basso G, Diaspro A, Salvato B, Carli M, Palu G: Aloe-emodin is a new type of anticancer agent with selective activity against neuroectodermal tumors. Cancer Res 60: 2800-2804, 2000
42. Sen CK, Sashwati R, Packer L: Fas mediated apoptosis of human Jurkat T-cells: intracellular events and potentiation by redox-active α-lipoic acid. Cell Death Differ 6: 481-491, 1999
43. Symonds H, Krall L, Remington L, Saenz-Robles M, Lowe S, Jacks T, Van Dyke T: p53-dependent apoptosis suppresses tumor growth and progression in vivo. Cell 78: 703-711, 1994