The isothiocyanate produced from glucomoringin inhibits NF-kB and reduces myeloma growth in nude mice in vivo

Biochemical Pharmacology

Volumn 79, Issue 8, 2010, Pages 1141-1148

  Brunelli, Dario ^a   Tavecchio, Michele ^a   Falcioni, Cristiano ^a   Frapolli, Roberta ^a   Erba, Eugenio ^a   Iori, Renato ^b   Rollin, Patrick ^c   Barillari, Jessica ^b   Manzotti, Carla ^d   Morazzoni, Paolo ^d   D'Incalci, Maurizio ^a  

^a MARIO NEGRI INSTITUTE FOR PHARMACOLOGICAL RESEARCH   (Italy)

^b ISTITUTO NAZIONALE DELLA NUTRIZIONE   (Italy)

^c UNIVERSITÉ D'ORLÉANS   (France)

^d INDENA S P A   (Italy)

Author keywords

Glucosinolate; Isothiocyanate; Myeloma; NF kB; Sulforaphane

Indexed keywords

CASPASE; GLUCOMORINGIN; GLUCORAPHANIN; GLUCOSINOLATE; GLUTATHIONE; GLUTATHIONE TRANSFERASE P1; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; ISOTHIOCYANIC ACID; SULFORAPHANE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; BRASSICACEAE; CABBAGE; CANCER CELL CULTURE; CANCER INHIBITION; CARBON NUCLEAR MAGNETIC RESONANCE; CELL CYCLE; CELL CYCLE G1 PHASE; CELL CYCLE G2 PHASE; CELL CYCLE M PHASE; CELL DEATH; CELL STRAIN MCF 7; CELL SURVIVAL; CONTROLLED STUDY; DRUG POTENCY; DRUG STRUCTURE; ENZYME ACTIVITY; FEMALE; GEL PERMEATION CHROMATOGRAPHY; GROWTH INHIBITION; HUMAN; HUMAN CELL; IN VITRO STUDY; IN VIVO STUDY; LEUKEMIA CELL LINE; LUNG NON SMALL CELL CANCER; MORINGA OLEIFERA; MOUSE; MULTIPLE MYELOMA; MYELOMA CELL; NONHUMAN; OVARY CANCER; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

ANIMALS; CELL CYCLE; CELL LINE, TUMOR; CELL PROLIFERATION; FEMALE; GLUCOSINOLATES; GLUTATHIONE S-TRANSFERASE PI; GLUTATHIONE TRANSFERASE; HUMANS; IMIDOESTERS; ISOTHIOCYANATES; MICE; MICE, NUDE; MULTIPLE MYELOMA; NF-KAPPA B;

EID: 77249125260     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bcp.2009.12.008     Document Type: Article

References (37)

1. D'Incalci M., Steward W.P., Gescher A.J. Use of cancer chemopreventive phytochemicals as antineoplastic agents. Lancet Oncol 2005, 6(11):899-904.
2. D'Incalci M., Brunelli D., Marangon E., Simone M., Tavecchio M., Gescher A., et al. Modulation of gene transcription by natural products-a viable anticancer strategy. Curr Pharm Des 2007, 13(27):2744-2750.
3. Sidransky H., Ito N., Verney E. Influence of alpha-naphthyl-isothiocyanate on liver tumorigenesis in rats ingesting ethionine and N-2-fluorenylacetamide. J Natl Cancer Inst 1966, 37(5):677-686.
4. Fenwick G.R., Heaney R.K., Mullin W.J. Glucosinolates and their breakdown products in food and food plants. Crit Rev Food Sci Nutr 1983, 18(2):123-201.
5. Fahey J.W., Zalcmann A.T., Talalay P. The chemical diversity and distribution of glucosinolates and isothiocyanates among plants. Phytochemistry 2001, 56(1):5-51.
6. Shapiro T.A., Fahey J.W., Wade K.L., Stephenson K.K., Talalay P. Human metabolism and excretion of cancer chemoprotective glucosinolates and isothiocyanates of cruciferous vegetables. Cancer Epidemiol Biomarkers Prev 1998, 7(12):1091-1100.
7. Getahun S.M., Chung F.L. Conversion of glucosinolates to isothiocyanates in humans after ingestion of cooked watercress. Cancer Epidemiol Biomarkers Prev 1999, 8(5):447-451.
8. Zhang Y., Talalay P. Anticarcinogenic activities of organic isothiocyanates: chemistry and mechanisms. Cancer Res 1994, 54(7 Suppl.):1976-1981.
9. Hecht S.S. Inhibition of carcinogenesis by isothiocyanates. Drug Metab Rev 2000, 32(3-4):395-411.
10. Conaway C.C., Yang Y.M., Chung F.L. Isothiocyanates as cancer chemopreventive agents: their biological activities and metabolism in rodents and humans. Curr Drug Metab 2002, 3(3):233-255.
11. Fowke J.H., Chung F.L., Jin F., Qi D., Cai Q., Conaway C., et al. Urinary isothiocyanate levels, brassica, and human breast cancer. Cancer Res 2003, 63(14):3980-3986.
12. Zhao B., Seow A., Lee E.J., Poh W.T., Teh M., Eng P., et al. Dietary isothiocyanates, glutathione S-transferase -M1, -T1 polymorphisms and lung cancer risk among Chinese women in Singapore. Cancer Epidemiol Biomarkers Prev 2001, 10(10):1063-1067.
13. Conaway C.C., Wang C.X., Pittman B., Yang Y.M., Schwartz J.E., Tian D., et al. Phenethyl isothiocyanate and sulforaphane and their N-acetylcysteine conjugates inhibit malignant progression of lung adenomas induced by tobacco carcinogens in A/J mice. Cancer Res 2005, 65(18):8548-8557.
14. Steinkellner H., Rabot S., Freywald C., Nobis E., Scharf G., Chabicovsky M., et al. Effects of cruciferous vegetables and their constituents on drug metabolizing enzymes involved in the bioactivation of DNA-reactive dietary carcinogens. Mutat Res 2001, 480-481:285-297.
15. Talalay P., Fahey J.W. Phytochemicals from cruciferous plants protect against cancer by modulating carcinogen metabolism. J Nutr 2001, 131(11 Suppl.):3027-3033.
16. Brooks J.D., Paton V.G., Vidanes G. Potent induction of phase 2 enzymes in human prostate cells by sulforaphane. Cancer Epidemiol Biomarkers Prev 2001, 10(9):949-954.
17. McWalter G.K., Higgins L.G., McLellan L.I., Henderson C.J., Song L., Thornalley P.J., et al. Transcription factor Nrf2 is essential for induction of NAD(P)H:quinone oxidoreductase 1, glutathione S-transferases, and glutamate cysteine ligase by broccoli seeds and isothiocyanates. J Nutr 2004, 134(12 Suppl.):3499-3506.
18. Fimognari C., Nusse 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 2002, 23(4):581-586.
19. Bonnesen C., Eggleston I.M., Hayes J.D. Dietary indoles and isothiocyanates that are generated from cruciferous vegetables can both stimulate apoptosis and confer protection against DNA damage in human colon cell lines. Cancer Res 2001, 61(16):6120-6130.
20. Srivastava S.K., Singh S.V. Cell cycle arrest, apoptosis induction and inhibition of nuclear factor kappa B activation in anti-proliferative activity of benzyl isothiocyanate against human pancreatic cancer cells. Carcinogenesis 2004, 25(9):1701-1709.
21. Xu C., Shen G., Chen C., Gelinas C., Kong A.N. Suppression of NF-kappaB and NF-kappaB-regulated gene expression by sulforaphane and PEITC through IkappaBalpha, IKK pathway in human prostate cancer PC-3 cells. Oncogene 2005, 24(28):4486-4495.
22. Heiss E., Herhaus C., Klimo K., Bartsch H., Gerhauser C. Nuclear factor kappa B is a molecular target for sulforaphane-mediated anti-inflammatory mechanisms. J Biol Chem 2001, 276(34):32008-32015.
23. Barillari J., Gueyrard D., Rollin P., Iori R. Barbarea verna as a source of 2-phenylethyl glucosinolate, precursor of cancer chemopreventive phenylethyl isothiocyanate. Fitoterapia 2001, 72(7):760-764.
24. Barillari J., Canistro D., Paolini M., Ferroni F., Pedulli G.F., Iori R., et al. Direct antioxidant activity of purified glucoerucin, the dietary secondary metabolite contained in rocket (Eruca sativa Mill.) seeds and sprouts. J Agric Food Chem 2005, 53(7):2475-2482.
25. Pessina A., Thomas R.M., Palmieri S., Luisi P.L. An improved method for the purification of myrosinase and its physicochemical characterization. Arch Biochem Biophys 1990, 280(2):383-389.
26. Simone M., Erba E., Damia G., Vikhanskaya F., Di Francesco A.M., Riccardi R., et al. Variolin B and its derivate deoxy-variolin B: new marine natural compounds with cyclin-dependent kinase inhibitor activity. Eur J Cancer 2005, 41(15):2366-2377.
27. Bertuzzi A., Gandolfi A., Germani A., Spanò M., Starace G., Vitelli R. Analysis of DNA synthesis rate of cultured cells from flow cytometric data. Cytometry 1984, 5(6):619-628.
28. Zhang Y. Role of glutathione in the accumulation of anticarcinogenic isothiocyanates and their glutathione conjugates by murine hepatoma cells. Carcinogenesis 2000, 21(6):1175-1182.
29. Zhang Y., Talalay P. Mechanism of differential potencies of isothiocyanates as inducers of anticarcinogenic Phase 2 enzymes. Cancer Res 1998, 58(20):4632-4639.
30. Ito K., Nakazato T., Xian M.J., Yamada T., Hozumi N., Murakami A., et al. 1′-Acetoxychavicol acetate is a novel nuclear factor kappaB inhibitor with significant activity against multiple myeloma in vitro and in vivo. Cancer Res 2005, 65(10):4417-4424.
31. Yinjun L., Jie J., Yungui W. Triptolide inhibits transcription factor NF-kappaB and induces apoptosis of multiple myeloma cells. Leuk Res 2005, 29(1):99-105.
32. Feinman R., Koury J., Thames M., Barlogie B., Epstein J., Siegel D.S. Role of NF-kappaB in the rescue of multiple myeloma cells from glucocorticoid-induced apoptosis by bcl-2. Blood 1999, 93(9):3044-3052.
33. Anwar F., Latif S., Ashraf M., Gilani A.H. Moringa oleifera: a food plant with multiple medicinal uses. Phytother Res 2007, 21(1):17-25.
34. Guevara A.P., Vargas C., Sakurai H., Fujiwara Y., Hashimoto K., Maoka T., et al. An antitumor promoter from Moringa oleifera. Mutat Res 1999, 440(2):181-188.
35. Hideshima T., Richardson P., Chauhan D., Palombella V.J., Elliott P.J., Adams J., et al. The proteasome inhibitor PS-341 inhibits growth, induces apoptosis, and overcomes drug resistance in human multiple myeloma. Cells Cancer Res 2001, 61(7):3071-3076.
36. LeBlanc R., Catley L.P., Hideshima T., Lentzsch S., Mitsiades C.S., Mitsiades N., et al. Proteasome inhibitor PS-341 inhibits human myeloma cell growth in vivo and prolongs survival in a murine model. Cancer Res 2002, 62(17):4996-5000.
37. Altun M., Galardy P.J., Shringarpure R., Hideshima T., LeBlanc R., Anderson K.C., et al. Effects of PS-341 on the activity and composition of proteasomes in multiple myeloma cells. Cancer Res 2005, 65(17):7896-7901.