Colon cancer chemopreventive activities of pomegranate ellagitannins and Urolithins

Journal of Agricultural and Food Chemistry

Volumn 58, Issue 4, 2010, Pages 2180-2187

  Kasimsetty, Sashi G ^a   Blalonska, Dobroslawa ^a,c   Reddy, Muntha K ^a   Ma, Guoyi ^b   Khan, Shabana I ^a,b   Ferreira, Daneel ^a,b  

^a UNIVERSITY OF MISSISSIPPI   (United States)

^b UNIVERSITY OF MISSISSIPPI   (United States)

^c JAGIELLONIAN UNIVERSITY   (Poland)

Author keywords

Ellagitannins; urolithins; pomegranate juice; colon cancer; chemopreventlon

Indexed keywords

LIPOCORTIN 5; METHYLENE BLUE; PROPIDIUM IODIDE; TANNIN;

APOPTOSIS; ARTICLE; BEVERAGE; CELL CYCLE; CELL DIVISION; CELL STRAIN HT29; CHEMISTRY; COLON; COLON TUMOR; DRUG EFFECT; HUMAN; ISOLATION AND PURIFICATION; PATHOLOGY; PHYSIOLOGY; POMEGRANATE; SYNTHESIS;

ANNEXIN A5; APOPTOSIS; BEVERAGES; CELL CYCLE; CELL DIVISION; COLON; COLONIC NEOPLASMS; HT29 CELLS; HUMANS; HYDROLYZABLE TANNINS; METHYLENE BLUE; PROPIDIUM; PUNICACEAE;

BACTERIA (MICROORGANISMS); LYTHRACEAE;

EID: 77249148358     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf903762h     Document Type: Article

References (36)

1. Jemal, A.; Siegel, R.; Ward, E.; Murray, T.; Xu, J.; Thun, M., J. Cancer statistics, 2007. Qi-Cancer J. Clin. 2007, 57,43-66.
2. Willett, W. C.; Stampfer, M. J.; Colditz, G. A.; Rosner, B. A.; Speizer, F. E. Relation of meat, fat, and fiber intake to the risk of colon cancer in a prospective study among women, N.Engl. J. Med. 1990, 323,1664-1672.
3. Newmark, H.; Lipkin, M.; Maheshwari, M. Colonic hyperproliferation induced in rats and mice by nutritional-stress diet. containing four components of a human western-style diet. Am. J. Clin. Nutr. 1991, 54, 209S-214S.
4. Risio, M.; Lipkin, M.; Newmark, H.; Yang, K.; Rossinni, F. P.; Steele, V. E.; Boone, C. W.; Kelloff, G. J. Apoptosis, cell replication, and western-style diet-induced tumorigenesis in mouse colon. Cancer. Res. 1996, 56, 4910-4916
5. Johnson, I. T. New approaches to role of diet in prevention of cancers of the alimentary canal. Mol.- Fundam. Mol. Mech. Mutagen. 2004, 551, 928.
6. Riboli, E.; Norat, T. Epidemiologic evidence of prospective effect of fruit and vegetables in cancer risk. Am. J. Clin. Nutr. 2003, 78, 559S-569S.
7. Kohno, H.; Suzuki, R.; Yasui, Y.; Hosokawa, M.,; Miyashita, K.; Tanaka, T. Pomegranate seed oil rich in conjugated lino.len.ic suppresses chemically induced colon carcinogenesis in rats. Cancer sci. 2005, 95, 481-487.
8. Glade, M. J. Food, nutrition and the prevention of cancer: a global perspective, nutrition 1999, 15, 523-526.
9. Gosse, F.; Guyot, S.; Roussi, S.; Lobstein, S.; Fishcer, B.; Seiler, N.; Raul, F. Chemopreventive properties of apple procyanidins on human colon cancer metastatic SW620 cells and in a rat model of colon carcinogenesis. Carcinoeenesis 2005, 26,1291-1295.
10. Ramoss, S. Effects of dietary flavonoids on apoptotic pathways related to cancer chemoprevention. J. Nutr. Biochem. 2007, 18, 427442.
11. Seeram, N. P.; Aronson, W. J.; Zhang, Y.; Henning, S. M.; Moro, A.; Lee, R.-P.; Sartippour, M.; Harris, D. M.; Retting, M.; Suchard, M. A.; Pantuck, A. J.; Belldegrun, A.; Heber, D. Pomegranate ellagitannins-derived metabolites inhibit prostate cancer growth and localize to mouse prostate gland, J. Agric. Food Chem. 2007, 55, 7732-7737.
12. Gil, M..;Tomas-Barberan, F. A.; Hess-Prierce, B.; Holecroft, D. M.; Kader, A. A. Antioxidant activity of pomegranate juice and its relationship with phenolic composition and processing.J. Agric. Food Chem. 2000, 48, 4581-4589.
13. Reddy, M.; Gupta, S. K.; Jacob, M. R.; Khan, S. I.; Ferreira, D. Antioxidant, antimalarial, and antimicrobial activities of tannin-rich fractions, ellagitannins and phenolic acids of Punka granatum planta Med. 2007, 461-467
14. Larrosa, M.; Tomas-Barberan, F. A.; Espin, J. C. The dietary hydrolysable tannin punicalagin releases ellagic acid that induces apoptosis in human colon adenocarcinoma Caco-2 cells by using mitochondrial pathway. J. Nutr. Biochem. 2006, 17 611-625.
15. Joseph, P.; Jaiswal, A. K. NAD(P)H: quinone oxireductasel (DT diaphorase) specifically prevents the formation of benzo[a]pyrenequinone-DNA adducts generated by cytochrome P4501A1 and P450 reductase, Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 8413-8417.
16. Barch, D.; Rundhaugen, L. M.; Stoner, G. D.; Pillay, N. S.; Roshce, W. A. Structure-function relationships of dietary anticarcinogen ellagic acid, Carcinogenesis 1996, 17, 265-269.
17. Barch, D.; Rundhaugen, L. M.; Pillay, N. S. Ellagic acid induces transcription of the rat glutathione S-transferase-Ya gene. CarcinoSsaesis 1995, 16, 665-668.
18. Bialonska, D.; Kasimsetty, S. G.; Khan, S. I.; Ferreira, D. Urolithins, intestinal microbial metabolites of pomegranate ellagitannins, exhibit potent antioxidant activity in a cell-based assay, J. Agric. Food Chem. 2009, 57, 10181-10186.
19. Mustafa., J.; Khan, S. I.; Ma, G.; Walker, L. A.; Khan, I. A. Synthesis and anticancer activities of fatty acid analogs of podophyllotoxin.Livids 2004, 39,167-172.
20. Ma, G.; Tabanca, N.; Pasco, D. S.; Khan, I. A.; Baser, K. H.C.; Kirimer, N.; Khan, S. I. Inhibition of NF-kB-mediated transcription and induction of apoptosis in human breast cancer cells by epoxypseudoisoeugenol-2-methyl butyrate. Cancer Chemother. Pharmacol. 2009, 63, 673-680.
21. Chaudhary, A.; Willett, K. L. Inhibition of human cytochrome CYP enzymes by flavonoids of St. John's wort. Tpxicology 2006, 217,194-205.
22. Kirlin, W.; Cai, J.; Delong, M. J.; Patten, E. J.; Jones, D. P. Dietary compounds that induce cancer preventive phase 2 enzymes activate apoptosis at comparable doses in HT29 colon carcinoma cells. J. Nutr. 1999, 129, 1827-1835.
23. Greenwald, P.; Clifford, C. K.; Milner, J. A. Diet and cancer prevention. Eur. J. Cancer 2001, 37, 948-965.
24. Chiu, B.-H.; Ji, B.-T.; Dai, Q.; Gridley, G.; McLaughlin, J. K.; Gao, Y.-T.; Fraumeni, J. F.; Chow, W.-H. Dietary factors and risk of colon cancer in Shanghai, China, Cancer Epidemol. Biomarkers Prev. 2003, 12, 201-208.
25. Heber, D.; Seeram, N. P.; Wyatt, H.; Henning, S. M.; Zhang, Y.; Ogden, L. G.; Dreher, M.; Hill, J. O. Safety and antioxidant activity of a pomegranate ellagitannin-enriched polyphenol dietary supplement in. overweight individuals with increased waist size. J. Agric. Food Chem. 2007, 55, 10050-10054.
26. Kadlubar, F. F.; Butler, M. A.; Kaderlik, K. R.; Chou, H.-C.; Lang, N. P. Polymorphisms for aromatic amine metabolism in. humans: relevance for human carcinogenesis, Envior. Health Perspect. 1992, 98, 69-74.
27. Sugimura, T.; Sato, S. Mutagens and carcinogens in food. Cancer Rgs. 1983,43,2415-2421(SuPPl.).
28. DeMarini, D.; Shelton, M. L.; Levien, J. G. Mutation spectrum of cigarette smoke condensate in salmonella: comparison to mutations in smoking-associated tumors. Carcinogenesis 1995, 16, 25352542.
29. Sachse, C.; Smith, G.; Wilkie, M. J. V.; Barrett, J. H.; Waxman, R.; SullRoss, F.; Forman, D.; Bishop, D. T.; Wolf, C. R. A pharmacogenetic study to investigate the role of dietary carcinogens in the etiology of colorectal cancer. Carcinoeenesis 2002. 23,1839-1849.
30. Ferguson, L. R.; Zhu, S. T.; Harris, P. J. Antioxidant and antigenotoxic effects of plant cell wall hydroxycinnamic acids in cultured HT-29 cells. Mill- Nutr. Food Res. 2005, 49, 585-593.
31. Arnold, C. N.; Goel, A.; Blum, H. E.; Boland, C. R. Molecular pathogenesis of colorectal cancer: implications for molecular diagnosis. Cancer Lett. 2005, 104, 2035-2047.
32. Seeram, N. P.; Henning, S. M.; Zhang, Y.; Suchard, M.; Li, Z.; Heber, D. Pomegranate juice ellagitannins metabolites are present in human plasma and some persist in urine for up to 48 h. J. Jutr. 2006, 136, 2481-2485.
33. Cerda, B.; Soto, C.; Albaladejo, M. D.; Martinez, P.; SanchezGascon, F.; Tomas-Barberan, F.; Espin, J. C. Pomegranate juice supplementation in chronic obstructive pulmonary disease: a 5-week randomized, double-blind, placebo-controlled trial. Eur. J. Clin. Nutr. 2006, 60, 245-253.
34. Gonzales-Sarrias, A.; Espin, J.-C.; Tomas-Barberan, T. A.; GarciaConesa, M.-T. Gene expression, cell cycle arrest and MAPK. signaling regulation in Caco-2 cells exposed to ellagic acid and its metabolites, urolithins. Mol. Nutr. Food Res. 2009, 53, 689-698.
35. Perez-Vicente, A.; Gil-Izquierdo, A.; Garcia-Viguera, C. In vitro gastrointestinal digestion study of pomegranate juice polyphenols compounds, anthocyanins, and vitamin C. j. Agric. Food Chem. 2002, 50, 2308-2312.
36. Cerda, B.; Llorach, R.; Ceron, J. J.; Espin, J. C.; Tomas-Barberan, F. A. Evaluation of the bioavailability and metabolism in the rat of puiiicalagin, and antioxidant polyphenol from pomegranate juice. Eur. J. Nutr. 2003, 42 18-28.