Impact of apple polyphenols on GSTT2 gene expression, subsequent protection of DNA and modulation of proliferation using LT97 human colon adenoma cells

Molecular Nutrition and Food Research

Volumn 53, Issue 10, 2009, Pages 1254-1262

  Miene, Claudia ^a   Klenow, Stefanie ^a   Veeriah, Selvaraju ^a   Richling, Elke ^b   Glei, Michael ^a  

^a FRIEDRICH SCHILLER UNIVERSITY JENA   (Germany)

^b Rheinland Pfälzische Technische Universität Kaiserslautern Landau   (Germany)

Author keywords

Apple polyphenols; Chemoprevention; Cumene hydroperoxide; GSTT2 LT97

Indexed keywords

ANTIOXIDANT; BENZENE DERIVATIVE; CUMENE HYDROPEROXIDE; FLAVONOID; GLUTATHIONE TRANSFERASE; GSTT2 PROTEIN, HUMAN; HYDROGEN PEROXIDE; MESSENGER RNA; OXIDIZING AGENT; PHENOL DERIVATIVE; PLANT EXTRACT; POLYPHENOLS; SMALL INTERFERING RNA;

APPLE; ARTICLE; BIOSYNTHESIS; CELL PROLIFERATION; CHEMISTRY; COLORECTAL TUMOR; COMET ASSAY; DNA DAMAGE; FRUIT; GENE EXPRESSION REGULATION; GENE SILENCING; GENETICS; HUMAN; METABOLISM; PATHOLOGY; REVERSE TRANSCRIPTION POLYMERASE CHAIN REACTION; TUMOR CELL LINE;

ANTIOXIDANTS; BENZENE DERIVATIVES; CELL LINE, TUMOR; CELL PROLIFERATION; COLORECTAL NEOPLASMS; COMET ASSAY; DNA DAMAGE; FLAVONOIDS; FRUIT; GENE EXPRESSION REGULATION, ENZYMOLOGIC; GENE KNOCKDOWN TECHNIQUES; GLUTATHIONE TRANSFERASE; HUMANS; HYDROGEN PEROXIDE; MALUS; OXIDANTS; PHENOLS; PLANT EXTRACTS; REVERSE TRANSCRIPTASE POLYMERASE CHAIN REACTION; RNA, MESSENGER; RNA, SMALL INTERFERING;

MALUS X DOMESTICA;

EID: 70350015116     PISSN: 16134125     EISSN: 16134133     Source Type: Journal    
DOI: 10.1002/mnfr.200800444     Document Type: Article

References (58)

1. World Cancer Research Fund/American Institute for Cancer Research, Food, Nutrition, Physical Activity, and the Prevention of Cancer: a Global Perspective, AICR, Washington, DC, 2007.
2. Parkin, D. M., Bray, F., Ferlay, J., Pisani, P., Global cancer statistics, 2002. CACancer J. Clin. 2005, 55, 74-108.
3. Kale, A., Gawande, S., Kotwal, S., Cancer phytotherapeutics: Role for flavonoids at the cellular level. Phytother. Res. 2008, 22,567-577.
4. Moon, Y. J., Wang, X., Morris, M. E., Dietary flavonoids: Effects on xenobiotic and carcinogen metabolism. Toxicol. In Vitro 2006, 20, 187-210.
5. Knekt, P., Jarvinen, R., Seppanen, R., Hellovaara, M., et al., Dietary flavonoids and the risk of lung cancer and other malignant neoplasms. Am. J. Epidemiol. 1997, 146, 223- 230.
6. Arts, I. C., Hollman, P. C., Feskens, E. J., Bueno de Mesquita, H. B. et al., Catechin intake and associated dietary and life- style factors in a representative sample of Dutch men and women. Eur. J. Clin. Nutr. 2001, 55, 76-81.
7. Vinson, J. A., Su, X., Zubik, L., Bose, P., Phenol antioxidant quantity and quality in foods: Fruits. J. Agric. Food Chem. 2001,49,5315-5321.
8. Kern, M., Tjaden, Z., Ngiewih, Y., Puppel, N., et al., Inhibitors of the epidermal growth factor receptor in apple juice extract. Mol. Nutr. Food Res. 2005, 49, 317-328.
9. Barth, S. W., Fahndrich, C., Bub, A., Dietrich, H., et al., Cloudy apple juice decreases DNA damage, hyperproliferation and aberrant crypt foci development in the distal colon of DMH-initiated rats. Carcinogenesis 2005, 26, 1414-1421.
10. Kern, M., Pahlke, G., Balavenkatraman, K. K., Bohmer, F. D., et al., Apple polyphenols affect protein kinase C activity and the onset of apoptosis in human colon carcinoma cells. J. Agric. Food Chem. 2007, 55, 4999-5006.
11. Gosse, F., Guyot, S., Roussi, S., Lobstein, A., et al., Chemopreventive properties of apple procyanidins on human colon cancer-derived metastatic SW620 cells and in a rat model of colon carcinogenesis. Carcinogenesis 2005, 26, 1291-1295.
12. Veeriah, S., Miene, C., Habermann, N., Hofmann, T., et al., Apple polyphenols modulate expression of selected genes related to toxicological defence and stress response in human colon adenoma cells. Int. J. Cancer 2008, 122, 2647-2655.
13. Hayes, J. D., Strange, R. C., Glutathione S-transferase polymorphisms and their biological consequences. Pharmacology 2000,61,154-166.
14. Sherratt, P. J., Pulford, D. J., Harrison, D. J., Green, T., et al., Evidence that human class Theta glutathione S-transferase T1-1 can catalyse the activation of dichloromethane, a liver and lung carcinogen in the mouse. Comparison of the tissue distribution of GST T1-1 with that of classes Alpha, Mu and Pi GST in human. Biochem. J. 1997, 326, 837-846.
15. Tan, K. L., Board, P. G., Purification and characterization of a recombinant human Theta-class glutathione transferase (GSTT2-2). Biochem. J. 1996, 315, 727-732.
16. Hussey, A. J., Hayes, J. D., Characterization of a human classTheta glutathione S-transferase with activity towards 1- menaphthyl sulphate. Biochem. J. 1992, 286, 929-935.
17. Hiratsuka, A., Nishijima, T., Okuda, H., Ogura, K., et al., Rat liver theta-class glutathione S-transferases T1-1 and T2-2: Their chromatographic, electrophoretic, immunochemical, and functional properties. Anal. Biochem. 1997, 252, 229-237.
18. Hiratsuka, A., Yamane, H., Yamazaki, S., Ozawa, N., et al., Subunit Ya-specific glutathione peroxidase activity toward cholesterol 7-hydroperoxides of glutathione S-transferases in cytosols from rat liver and skin. J. Biol. Chem. 1997, 272, 4763-4769.
19. Hayes, J. D., Flanagan, J. U., Jowsey, I. R., Glutathione transferases. Annu. Rev. Pharmacol. Toxicol. 2005, 45, 51-88.
20. Hussey, A. J., Kerr, L. A., Cronshaw, A. D., Harrison, D. J., et al., Variation in the expression of Mu-class glutathione S- transferase isoenzymes from human skeletal muscle. Evidence for the existence of heterodimers. Biochem. J. 1991, 273,323-332.
21. Chaudiere, J., Wilhelmsen, E. C., Tappel, A. L., Mechanism of selenium-glutathione peroxidase and its inhibition by mercaptocarboxylic acids and other mercaptans. J. Biol. Chem. 1984,259,1043-1050.
22. Veeriah, S., Kautenburger, T., Habermann, N., Sauer, J., et al., Apple flavonoids inhibit growth of HT29 human colon cancer cells and modulate expression of genes involved in the biotransformation of xenobiotics. Mol. Carcinog. 2006, 45, 164-174.
23. Veeriah, S., Hofmann, T., Glei, M., Dietrich, H., et al., Apple polyphenols and products formed in the gut differently inhibit survival of human cell lines derived from colon adenoma (LT97) and carcinoma (HT29). J. Agric. Food Chem. 2007, 55,2892-2900.
24. Long, L. H., Clement, M. V., Halliwell, B., Artifacts in cell culture: Rapid generation of hydrogen peroxide on addition of (-)-epigallocatechin, (-)-epigallocatechin gallate, (+)catechin, and quercetin to commonly used cell culture media. Biochem. Biophys. Res. Commun. 2000, 273, 50-53.
25. Halliwell, B., Clement, M. V., Long, L. H., Hydrogen peroxide in the human body. FEBS Lett. 2000, 486, 10-13.
26. Akagawa, M., Shigemitsu, T., Suyama, K., Production of hydrogen peroxide by polyphenols and polyphenol-rich bev- erages under quasi-physiological conditions. Biosci. Bio technol. Bio chem. 2003, 67, 2632-2640.
27. Hiramoto, K., Kida, T., Kikugawa, K., Increased urinary hydrogen peroxide levels caused by coffee drinking. Biol. Pharm. Bull. 2002, 25, 1467-1471.
28. Long, L. H., Halliwell, B., Coffee drinking increases levels of urinary hydrogen peroxide detected in healthy human volun- teers. Free Radic. Res. 2000, 32, 463-467.
29. Will, F., Bauckhage, K., Dietrich, H., Apple pomace liquefaction with pectinases and cellulases: Analytical data of the corresponding juices. Eur. Food Res. Technol. 2000, 211, 291- 297.
30. Knoll, N., Ruhe, C., Veeriah, S., Sauer, J., et al., Genotoxicity of 4-hydroxy-2-nonenal in human colon tumor cells is associated with cellular levels of glutathione and the modulation of glutathione S-transferase A4 expression by butyrate. Toxicol. Sci. 2005, 86, 27-35.
31. Huemmer, W., Dietrich, H., Will, F., Schreier, P., et al., Content and mean polymerization degree of procyanidins in extracts obtained from clear and cloudy apple juices. Biotechnol. J. 2008, 3, 234-243.
32. Kahle, K., Kraus, M., Richling, E., Polyphenol profiles of apple juices. Mol. Nutr. Food Res. 2005, 49, 797-806.
33. Richter, M., Jurek, D., Wrba, F., Kaserer, K., et al., Cells obtained from colorectal microadenomas mirror early premalignant growth patterns in vitro. Eur. J. Cancer 2002, 38, 1937-1945.
34. Knoll, N., Weise, A., Claussen, U., Sendt, W., et al., 2-Dodecylcyclobutanone, a radiolytic product of palmitic acid, is genotoxic in primary human colon cells and in cells from preneoplastic lesions. Mutat. Res. 2006, 594, 10-19.
35. Klenow, S., Pool-Zobel, B. L., Glei, M., Influence of inorganic and organic iron compounds on parameters of cell growth and survival in human colon cells. Toxicol. In Vitro 2009,23,400-407.
36. Collins, A. R., The comet assay for DNA damage and repair: Principles, applications, and limitations. Mol. Biotechnol. 2004,26,249-261.
37. Tice, R. R., Agurell, E., Anderson, D., Burlinson, B., et al., Single cell gel/comet assay: Guidelines for in vitro and in vivo genetic toxicology testing. Environ. Mol. Mutagen. 2000,35,206-221.
38. Jaeger, J., Sorensen, K., Wolff, S. P., Peroxide accumulation in detergents. J. Biochem. Biophys. Methods 1994, 29, 77- 81.
39. Klenow, S., Glei, M., Haber, B., Owen, R., et al., Carob fibre compounds modulate parameters of cell growth differently in human HT29 colon adenocarcinoma cells than in LT97 colon adenoma cells. Food Chem. Toxicol. 2008, 46, 1389-1397.
40. Schaefer, S., Baum, M., Eisenbrand, G., Dietrich, H., et al., Polyphenolic apple juice extracts and their major constituents reduce oxidative damage in human colon cell lines. Mol. Nutr. Food Res. 2006, 50, 24-33.
41. van der Sluis, A. A., Dekker, M., van Boekel, M. A., Activity and concentration of polyphenolic antioxidants in apple juice. 3. Stability during storage. J. Agric. Food Chem. 2005, 53, 1073-1080.
42. Friedman, M., Jurgens, H. S., Effect of pH on the stability of plant phenolic compounds. J. Agric. Food Chem. 2000, 48, 2101-2110.
43. Holzschuh, M. H., Silva, D. M., Schapoval, E. E., Bassani, V. L., Thermal and photo stability of phenolic constituents of an Achyrocline satureioides spray-dried powder. Pharmazie 2007,62,902-906.
44. Srivastava, A., Akoh, C. C., Yi, W., Fischer, J., et al., Effect of storage conditions on the biological activity of phenolic compounds of blueberry extract packed in glass bottles. J. Agric. Food Chem. 2007, 55, 2705-2713.
45. Spanos, G. A., Wrolstad, R. E., Heatherbell, D. A., Influence of processing and storage on the phenolic composition of apple juice. J. Agric. Food Chem. 1990, 38, 1572-1579.
46. Montoro, P., Tuberoso, C. I., Piacente, S., Perrone, A., et al., Stability and antioxidant activity of polyphenols in extracts of Myrtus communis L. berries used for the preparation of myrtle liqueur. J. Pharm. Biomed. Anal. 2006, 41, 1614-1619.
47. Myhrstad, M. C., Carlsen, H., Nordstrom, O., Blomhoff, R., et al., Flavonoids increase the intracellular glutathione level by transactivation of the gamma-glutamylcysteine synthetase catalytical subunit promoter. Free Radic. Biol. Med. 2002, 32,386-393.
48. Moskaug, J. O., Carlsen, H., Myhrstad, M. C., Blomhoff, R., Polyphenols and glutathione synthesis regulation. Am. J. Clin. Nutr. 2005, 81, 277S-283S.
49. Fang, Y. Z., Yang, S., Wu, G., Free radicals, antioxidants, and nutrition. Nutrition 2002, 18, 872-879.
50. Pastore, A., Federici, G., Bertini, E., Piemonte, F., Analysis of glutathione: Implication in redox and detoxification. Clin. Chim. Acta 2003, 333, 19-39.
51. Glei, M., Kirmse, A., Habermann, N., Persin, C., et al., Bread enriched with green coffee extract has chemoprotective and antigenotoxic activities in human cells. Nutr. Cancer 2006, 56,182-192.
52. Petermann, A., Miene, C., Schulz-Raffelt, G., Palige, K., et al., GSTT2, a phase II gene induced by apple polyphenols, protects colon epithelial cells against genotoxic damage. Mol. Nutr. Food Res. 2009, in this issue, DOI: 10.1002/ mnfr.200900110.
53. Wojdylo, A., Oszmianski, J., Laskowski, P., Polyphenolic compounds and antioxidant activity of new and old apple varieties. J. Agric. Food Chem. 2008, 56, 6520-6530.
54. Fridrich, D., Kern, M., Pahlke, G., Volz, N., et al., Apple polyphenols diminish the phosphorylation of the epidermal growth factor receptor in HT29 colon carcinoma cells. Mol. Nutr. Food Res. 2007, 51, 594-601.
55. Kaindl, U., Eyberg, I., Rohr-Udilova, N., Heinzle, C., et al., The dietary antioxidants resveratrol and quercetin protect cells from exogenous pro-oxidative damage. Food Chem. Toxicol. 2008, 46, 1320-1326.
56. Loo, G., Redox-sensitive mechanisms of phytochemicalmediated inhibition of cancer cell proliferation. J. Nutr. Biochem. 2003, 14, 64-73.
57. Kader, F., Irmouli, M., Zitouni, N., Nicolas, J. P., et al., Degradation of cyanidin 3-glucoside by caffeic acid o-quinone. Determination of the stoichiometry and characterization of the degradation products. J. Agric. Food Chem. 1999, 47, 4625-4630.
58. Kahle, K., Kraus, M., Scheppach, W., Richling, E., Colonic availability of apple polyphenols-a study in ileostomy sub- jects. Mol. Nutr. Food Res. 2005, 49, 1143-1150.