Allyl isothiocyanate and its N-acetylcysteine conjugate suppress metastasis via inhibition of invasion, migration, and matrix metalloproteinase-2/-9 activities in SK-Hep1 human hepatoma cells

Experimental Biology and Medicine

Volumn 231, Issue 4, 2006, Pages 421-430

  Hwang, Eun Sun ^a   Hyong, Joo Lee ^a  

^a Seoul National University   (South Korea)

Author keywords

Adhesion; Allyl isothiocyanate; Invasion; Matrix metalloproteinase; Metastasis; Migration; N acetylcysteine; Sinigrin; SK Hep1 cells; Tissue inhibitors of metalloproteinase

Indexed keywords

ACETYLCYSTEINE; ALLYL ISOTHIOCYANATE; GELATINASE A; GELATINASE B; TISSUE INHIBITOR OF METALLOPROTEINASE 1; TISSUE INHIBITOR OF METALLOPROTEINASE 2;

ARTICLE; CELL INVASION; CELL MIGRATION; CELL PROLIFERATION; CONTROLLED STUDY; DOWN REGULATION; ENZYME ACTIVITY; ENZYME INHIBITION; GENE EXPRESSION; HEPATOMA CELL; HUMAN; HUMAN CELL; LEUKOCYTE MIGRATION INHIBITION; REVERSE TRANSCRIPTION POLYMERASE CHAIN REACTION; ZYMOGRAPHY;

EID: 33645216691     PISSN: 15353702     EISSN: 15353699     Source Type: Journal    
DOI: 10.1177/153537020623100408     Document Type: Article

References (45)

1. Lampe JW, Peterson S. Brassica, biotransformation and cancer risk: genetic polymorphisms alter the preventive effects of cruciferous vegetables. J Nutr 132:2991-2994, 2002.
2. Fenwick GR, Heaney RK. Glucosinolates and their breakdown products in cruciferous crops, foods and feeding stuffs. Food Chem 11:249-271, 1983.
3. Mennicke WH, Kral T, Krumbiegel G. Metabolism of some naturally occurring isothiocyanates in the rat. Xenobiotica 13:203-207, 1983.
4. Hwang E, Jeffery EH. Evaluation of urinary N-acetyl cysteinyl allyl isothiocyanate as a biomarker for intake and bioactivity of Brussels sprouts. Food Chem Toxicol 41:1817-1825, 2003.
5. Munday R, Munday CM. Selective induction of phase II enzymes in the urinary bladder of rats by allyl isothiocyanate, a compound derived from Brassica vegetables. Nutr Cancer 44:52-59, 2002.
6. Hwang E, Lee HJ. Induction of quinine reductase by allylisothiocyanate (AITC) and the N-acetylcysteine conjugate of AITC in Hepa1c1c7 mouse hepatoma cells. BioFactors (in press), 2006.
7. Manesh C, Kuttan G. Effect of naturally occurring allyl and phenyl isothiocyanates in the inhibition of experimental pulmonary metastasis induced by B16F-10 melanoma cells. Fitoterapia 74:355-363, 2003.
8. Conaway CC, Yang YM, Chung F-L. Isothiocyanates as cancer chemopreventive agents: their biological activities and metabolism in rodents and humans. Curr Drug Metab 3:233-255, 2002.
9. Chiao JW, Chung F-L, Kancherla R, Ahmed T, Mittelman A, Conaway CC. Sulforaphane and its metabolite mediate growth arrest and apoptosis in human prostate cancer cells. Int J Oncol 20:631-636, 2002.
10. Chiao JW, Chung F-L, Krzeminski J, Amin S, Ashad R, Ahmed T, Conaway CC. Modulation of growth of prostate cancer cells by the Nacetylcysteine conjugate of phenethyl isothiocyanate. Int J Oncol 16:1215-1219, 2000.
11. Chiao JW, Wu H, Ramaswamy G, Conaway CC, Chung F-L, Wang L, Liu D. Ingestion of an isothiocyanate metabolite from cruciferous vegetables inhibits growth of human prostate cancer cell xenografts by apoptosis and cell cycle arrest. Carcinogenesis 25:1403-1408, 2004.
12. Hwang E, Jeffery EH. Induction of quinine reductase by sulforaphane and sulforaphane N-acetylcysteine conjugate in murine hepatoma cells. J Med Food 8:198-203, 2005.
13. Hecht SS, Upadhyaya P, Wang M, Bliss RL, McIntee EJ, Kenney PM. Inhibition of lung tumorigenesis in A/J mice by N-acetyl-S-(N-2- phenethylthiocarbamoyl)-L-cysteine and myo-inositol, individually and in combination. Carcinogenesis 23:1455-1461, 2002.
14. Price JT, Thompson EW. Mechanisms of tumour invasion and metastasis: emerging targets for therapy. Expert Opin Ther Targets 6:217-233, 2002.
15. Simpson-Haidaris PJ, Rybarczyk B. Tumors and fibrinogen. The role of fibrinogen as an extracellular matrix protein. Ann N Y Acad Sci 936:406-425, 2001.
16. Klein G, Vellenga E, Fraaije MW, Kamps WA, de Bont ES. The possible role of matrix metalloproteinase (MMP)-2 and MMP-9 in cancer, e.g. acute leukemia. Crit Rev Oncol Hematol 50:87-100, 2004.
17. Zucker S, Vacirca J. Role of matrix metalloproteinases (MMPs) in colorectal cancer. Cancer Metastasis Rev 23:101-117, 2004.
18. Vincent MP. The matrix metalloproteinase (MMP) and tissue inhibitor of metalloproteinase (TIMP) genes. Transcriptional and posttranscriptional regulation, signal transduction and cell-type-specific expression. Methods Mol Biol 151:121-148, 2001.
19. 1H NMR spectroscopy analysis of in vitro incubations. Drug Metab Dispos 29:1440-1445, 2001.
20. Chambers AF, Matrisian LM. Changing views of the role of matrix metalloproteinases in metastasis. J Natl Cancer Inst 89:1260-1383, 1997.
21. Hojilla CV, Mohammed FF, Khokha R. Matrix metalloproteinases and their tissue inhibitors direct cell fate during cancer development. Br J Cancer 17:1817-1821, 2003.
22. Gomez DE, Alonso DF, Yoshiji H, Thorgeirsson UP. Tissue inhibitors of metalloproteinases: structure, regulation and biological functions. Eur J Cell Biol 74:111-122, 1997.
23. Powell WC, Knox JD, Navre M, Grogan TM, Kittelson J, Nagle RB, Bowden GT. Expression of the metalloproteinase matrilysin in DU-145 cells increases their invasive potential in severe combined immunodeficient mice. Cancer Res 53:417-422, 1993.
24. Lokeshwar BL, Selzer MG, Zhu BQ, Block NL, Golub LM. Inhibition of cell proliferation, invasion, tumor growth and metastasis by an oral non-antimicrobial tetracycline analog (COL-3) in a metastatic prostate cancer model. Int J Cancer 98:297-309, 2002.
25. Cao J, Chiarelli C, Kozarekar P, Adler HL. Membrane type 1-matrix metalloproteinase promotes human prostate cancer invasion and metastasis. Thromb Haemost 93:770-778, 2005.
26. Sehgall I, Forbes K, Webb MA. Reduced secretion of MMPs, plasminogen activators and TIMPS from prostate cancer cells derived by repeated metastasis. Anticancer Res 23:39-42, 2003.
27. Lichtinghagen R, Musholt PB, Lein M, Romer A, Rudolph B, Kristiansen G, Hauptmann S, Schnorr D, Loening SA, Jung K. Different mRNA and protein expression of matrix metalloproteinases 2 and 9 and tissue inhibitor of metalloproteinases 1 in benign and malignant prostate tissue. Eur Urol 42:398-406, 2002.
28. Riddick AC, Shukla CJ, Pennington CJ, Bass R, Nuttall RK, Hogan A, Sethia KK, Ellis V, Collins AT, Maitland NJ, Ball RY, Edwards DR. Identification of degradome components associated with prostate cancer progression by expression analysis of human prostatic tissues. Br J Cancer 92:2171-2180, 2005.
29. Wilson MJ, Sellers RG, Wiehr C, Melamud O, Pei D, Peehl DM. Expression of matrix metalloproteinase-2 and -9 and their inhibitors, tissue inhibitor of metalloproteinase-1 and -2, in primary cultures of human prostatic stromal and epithelial cells. J Cell Physiol 191:208-216, 2002.
30. Liu XH, Rose DP. Suppression of type IV collagenase in MDA-MB-435 human breast cancer cells by eicosapentaenoic acid in vitro and in vivo. Cancer Lett 92:21-26, 1995.
31. Rouzaud G, Young SA, Duncan AJ. Hydrolysis of glucosinolates to isothiocyanates after ingestion of raw or microwaved cabbage by human volunteers. Cancer Epidemiol Biomarkers Prev 13:125-131, 2004.
32. Tseng E, Scott-Ramsay EA, Morris ME. Dietary organic isothiocyanates are cytotoxic in human breast cancer MCF-7 and mammary epithelial MCF-12A cell lines. Exp Biol Med 229:835-842, 2004.
33. Parnaud G, Li P, Cassar G, Rouimi P, Tulliez J, Combaret L, Gamet-Payrastre L. Mechanism of sulforaphane-induced cell cycle arrest and apoptosis in human colon cancer cells. Nutr Cancer 48:198-206, 2004.
34. Xiao D, Choi S, Lee YJ, Singh SV. Role of mitogen-activated protein kinases in phenethyl isothiocyanate-induced apoptosis in human prostate cancer cells. Mol Carcinog 43:130-140, 2005.
35. Huang SC, Ho CT, Lin-Shiau SY, Lin JK. Carnosol inhibits the invasion of B16/F10 mouse melanoma cells by suppressing metalloproteinase-9 through down-regulating nuclear factor-kappa B and c-Jun. Biochem Pharmacol 69:221-232, 2005.
36. Rudek MA, Venitz J, Figg WD. Matrix metalloproteinase inhibitors: do they have a place in anticancer therapy? Pharmacotherapy 22:705-720, 2002.
37. Mannello F, Tonti G, Papa S. Matrix metalloproteinase inhibitors as anticancer therapeutics. Curr Cancer Drug Targets 5:285-298, 2005.
38. Ratzinger G, Stoitzner P, Ebner S, Lutz MB, Layton GT, Rainer C, Senior RM, Shipley JM, Fritsch P, Schuler G, Romani N. Matrix metalloproteinases 9 and 2 are necessary for the migration of Langerhans cells and dermal dentritic cells from human and murine skin. J Immunol 168:4361-4371, 2002.
39. Rose P, Huang Q, Ong CN, Whiteman M. Broccoli and watercress suppress matrix metalloproteinase-9 activity and invasiveness of human MDA-MA-231 breast cancer cells. Toxicol Appli Pharm 209:105-113, 2005.
40. Lee J-Y, Moon S-K, Hwang C-W, Nam K-S, Kim Y-K, Yoon H-D, Kim M-G, Kim C-H. A novel function of benzyl isothiocyanate in vascular smooth muscle cells: the role of ERK1/2, cell cycle regulation, and matrix metalloproteinase-9. J. Cell Physiol 203:493-500, 2005.
41. Nakatsukasa H, Ashida K, Higashi T, Ohguchi S, Tsuboi S, Hino N, Nouso K, Urabe Y, Kinugasa N, Yoshida K, Uematsu S, Ishizaki M, Kobayashi Y, Tsuji T. Cellular distribution of transcripts for tissue inhibitor of metalloproteinases 1 and 2 in human hepatocellular carcinomas. Hepatology 24:82-88, 1996.
42. Kruger A, Arlt MJ, Gerg M, Kopitz C, Bernard MM, Chang M, Mobashery S, Fridman R. Antimetastatic activity of a novel mechanism-based gelatinase inhibitor. Cancer Res 65:3523-3526, 2005.
43. Bramhall SR, Stamp GW, Dunn J, Lemoine NR, Neoptolemos JP. Expression of collagenase (MMP-2), stromelysin (MMP-3) and tissue inhibitor of the metalloproteinases (TIMP-1) in pancreatic and ampullary disease. Br J Cancer 73:972-978, 1996.
44. Wood M, Fudge K, Mohler JL, Frost AR, Garcia F, Wang M, Stearns ME. In situ hybridization studies of metalloproteinase 2 and 9 and TIMP-1 and TIMP-2 expression in human prostate cancer. Clin Exp Metastasis 15:246-258, 1997.
45. Dong Z, Nemeth ZA, Cher ML, Palmer KC, Bright RC, Fridman R. Differential regulation of matrix metalloproteinase-9, tissue inhibitor of metalloproteinase-1 (TIMP-1) and TIMP-2 expression in co-cultures of prostate cancer and stromal cells. Int J Cancer 93:507-515, 2001.