Colorectal Cancer Chemoprevention By 2 β-cyclodextrin Inclusion Compounds Of Auraptene And 4′-geranyloxyferulic Acid

dc.creatorTanaka T.
dc.creatorDe Azevedo M.B.M.
dc.creatorDuran N.
dc.creatorAlderete J.B.
dc.creatorEpifano F.
dc.creatorGenovese S.
dc.creatorTanaka M.
dc.creatorTanaka T.
dc.creatorCurini M.
dc.date2010
dc.date2015-06-26T12:36:18Z
dc.date2015-11-26T15:26:30Z
dc.date2015-06-26T12:36:18Z
dc.date2015-11-26T15:26:30Z
dc.date.accessioned2018-03-28T22:35:12Z
dc.date.available2018-03-28T22:35:12Z
dc.identifier
dc.identifierInternational Journal Of Cancer. , v. 126, n. 4, p. 830 - 840, 2010.
dc.identifier207136
dc.identifier10.1002/ijc.24833
dc.identifierhttp://www.scopus.com/inward/record.url?eid=2-s2.0-74049153708&partnerID=40&md5=92ab5f1fc3065d160b577db0217b2742
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/91054
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/91054
dc.identifier2-s2.0-74049153708
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1261137
dc.descriptionThe inhibitory effects of novel prodrugs, inclusion complexes of 3-(4′-geranyloxy-3′-methoxyphenyl)-2-trans propenoic acid (GOFA) and auraptene (AUR) with b-cyclodextrin (CD), on colon carcinogenesis were investigated using an azoxymethane (AOM)/ dextran sodium sulfate (DSS) model. Male CD-1 (ICR) mice initiated with a single intraperitoneal injection of AOM (10 mg/kg body weight) were promoted by the addition of 1.5% (w/v) DSS to their drinking water for 7 days. They were then given a basal diet containing 2 dose levels (100 and 500 ppm) of GOFA/β-CD or AUR/β-CD for 15 weeks. At Week 18, the development of colonic adenocarcinoma was significantly inhibited by feeding with GOFA/β-CD at dose levels of 100 ppm (63% reduction in multiplicity, p < 0.05) and 500 ppm (83% reduction in the multiplicity, p < 0.001), when compared with the AOM/DSS group (multiplicity: 3.36 ± 3.34). In addition, feeding with 100 and 500 ppm (p < 0.01) of AUR/b-CD suppressed the development of colonic adenocarcinomas. The dietary administration with GOFA/β-CD and AUR/β-CD inhibited colonic inflammation and also modulated proliferation, apoptosis and the expression of several proinflammatory cytokines, such as nuclear factor-kappaB, tumor necrosis factor-α, Stat3, NF-E2-related factor 2, interleukin (IL)-6 and IL-1β, which were induced in the adenocarcinomas. Our findings indicate that GOFA/β-CD and AUR/β-CD, especially GOFA/β-CD, are therefore able to inhibit colitis-related colon carcinogenesis by modulating inflammation, proliferation and the expression of proinflammatory cytokines in mice. © 2009 UICC.
dc.description126
dc.description4
dc.description830
dc.description840
dc.descriptionParkin, D.M., Bray, F., Ferlay, J., Pisani, P., Global cancer statistics, 2002 (2005) CA Cancer J Clin, 55, pp. 74-108
dc.description(2006) Cancer fact sheet, (297). , WHO Media Center, WHO
dc.descriptionTanaka, T., Colorectal carcinogenesis: Review of human and experimental animal studies (2009) J Carcinog, 8, p. 5
dc.descriptionBalkwill, F., Mantovani, A., Inflammation and cancer: Back to Virchow? (2001) Lancet, 357, pp. 539-545
dc.descriptionRubin, D.T., Parekh, N., Colorectal cancer in inflammatory bowel disease: Molecular and clinical considerations (2006) Curr Treat Options Gastroenterol, 9, pp. 211-220
dc.descriptionTanaka, T., Kohno, H., Murakami, M., Shimada, R., Kagami, S., Colitis-related rat colon carcinogenesis induced by 1-hydroxy-anthraquinone and methylazoxymethanol acetate (review) (2000) Oncol Rep, 7, pp. 501-508
dc.descriptionTanaka, T., Kohno, H., Suzuki, R., Yamada, Y., Sugie, S., Mori, H., A novel inflammation-related mouse colon carcinogenesis model induced by azoxymethane and dextran sodium sulfate (2003) Cancer Sci, 94, pp. 965-973
dc.descriptionSuzuki, R., Kohno, H., Sugie, S., Nakagama, H., Tanaka, T., Strain differences in the susceptibility to azoxymethane and dextran sodium sulfate-induced colon carcinogenesis in mice (2006) Carcinogenesis, 27, pp. 162-169
dc.descriptionSuzuki, R., Kohno, H., Sugie, S., Tanaka, T., Sequential observations on the occurrence of preneoplastic and neoplastic lesions in mouse colon treated with azoxymethane and dextran sodium sulfate (2004) Cancer Sci, 95, pp. 721-727
dc.descriptionSuzuki, R., Miyamoto, S., Yasui, Y., Sugie, S., Tanaka, T., Global gene expression analysis of the mouse colonic mucosa treated with azoxymethane and dextran sodium sulfate (2007) BMC Cancer, 7, p. 84
dc.descriptionKohno, H., Suzuki, R., Curini, M., Epifano, F., Maltese, F., Gonzales, S.P., Tanaka, T., Dietary administration with prenyloxycoumarins, auraptene and collinin, inhibits colitisrelated colon carcinogenesis in mice (2006) Int J Cancer, 118, pp. 29336-29342
dc.descriptionKohno, H., Suzuki, R., Yasui, Y., Miyamoto, S., Wakabayashi, K., Tanaka, T., Ursodeoxycholic acid versus sulfasalazine in colitis-related colon carcinogenesis in mice (2007) Clin Cancer Res, 13, pp. 2519-2525
dc.descriptionKohno, H., Suzuki, R., Sugie, S., Tanaka, T., Beta-catenin mutations in a mouse model of inflammation-related colon carcinogenesis induced by 1,2-dimethylhydrazine and dextran sodium sulfate (2005) Cancer Sci, 2005, pp. 69-76
dc.descriptionTanaka, T., Suzuki, R., Kohno, H., Sugie, S., Takahashi, M., Wakabayashi, K., Colonic adenocarcinomas rapidly induced by the combined treatment with 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine and dextran sodium sulfate in male ICR mice possess beta-catenin gene mutations and increases immunoreactivity for betacatenin, cyclooxygenase-2 and inducible nitric oxide synthase (2005) Carcinogenesis, 26, pp. 229-238
dc.descriptionTanaka, T., Kohno, H., Suzuki, R., Hata, K., Sugie, S., Niho, N., Sakano, K., Wakabayashi, K., Dextran sodium sulfate strongly promotes colorectal carcinogenesis in Apc(Min/+) mice: Inflammatory stimuli by dextran sodium sulfate results in development of multiple colonic neoplasms (2006) Int J Cancer, 118, pp. 25-34
dc.descriptionOhshima, H., Tazawa, H., Sylla, B.S., Sawa, T., Prevention of human cancer by modulation of chronic inflammatory processes (2005) Mutat Res, 591, pp. 110-122
dc.descriptionD'Inca, R., Cardin, R., Benazzato, L., Angriman, I., Martines, D., Sturniolo, G.C., Oxidative DNA damage in the mucosa of ulcerative colitis increases with disease duration and dysplasia (2004) Inflamm Bowel Dis, 10, pp. 23-27
dc.descriptionPapadakis, K.A., Targan, S.R., Role of cytokines in the pathogenesis of inflammatory bowel disease (2000) Annu Rev Med, 51, pp. 289-298
dc.descriptionRutgeerts, P., Vermeire, S., Van Assche, G., Biological therapies for inflammatory bowel diseases (2009) Gastroenterology, 136, pp. 1182-1197
dc.descriptionTanaka, T., Yasui, Y., Ishigamori-Suzuki, R., Oyama, T., Citrus compounds inhibit inflammation- and obesity-related colon carcinogenesis in mice (2008) Nutr Cancer, 60 (SUPPL. 1), pp. 70-80
dc.descriptionTanaka, T., Yasui, Y., Tanaka, M., Oyama, T., Rahman, K.M., Melatonin suppresses AOM/ DSS-induced large bowel oncogenesis in rats (2009) Chem Biol Interact, 177, pp. 128-136
dc.descriptionKohno, H., Suzuki, R., Curini, M., Epifano, F., Maltese, F., Gonzales, S.P., Tanaka, T., Dietary administration with prenyloxycoumarins, auraptene and collinin, inhibits colitisrelated colon carcinogenesis in mice (2006) Int J Cancer, 118, pp. 2936-2942
dc.descriptionMiyamoto, S., Epifano, F., Curini, M., Genovese, S., Kimi, M., Ishigamori-Suzuki, R., Yasui, Y., Tanaka, T., A novel prodrug of 40-geranyloxy-ferulic acid suppresses colitis-related colon carcinogenesis in mice (2008) Nutr Cancer, 60, pp. 675-684
dc.descriptionLoftsson, T., Duchêne, D., Cyclodextrins and their pharmaceutical applications (2007) Int J Pharm, 329, pp. 1-11
dc.descriptionDe Azevedo, M.B.M., Alderete, J.B., Lino, A.C.S., Loh, W., Faljoni-Alario, A., Duran, N., Violacein/b-cyclodextrin inclusion complex formation studied by measurements of diffusion coefficient and circular dichroism (2000) J Inclusion Phenom Macrocycl Chem, 37, pp. 67-74
dc.descriptionDe Azevedo, M.B.M., Correa, D.H.A., Carvalho, C.A.A., Haun, M., Duran, N., Melo, P.S., Dehydrocrotonin and its b-cyclodextrin complex: Cytotoxicity in V79 fibroblasts and rat cultured hepatocytes (2005) Eur J Pharmacol, 510, pp. 17-24
dc.descriptionDe Azevedo, M.B.M., Melo, P.S., Justo, G.Z., Duran, N., Haun, M., Violacein and its b-cyclodextrin complexes induce apoptosis and differentiation in HL60 cells (2003) Toxicology, 186, pp. 217-225
dc.descriptionMeissner, Y., Lamprecht, A., Alternative drug delivery approaches for the therapy of inflammatory bowel disease (2008) J Pharm Sci, 97, pp. 2878-2891
dc.descriptionCurini, M., Epifano, F., Genovese, S., Marcotullio, M.C., Menghini, L., 3-(40-Geranyloxy-30-Methoxyphenyl)-2-trans propenoic acid: A novel promising cancer chemopreventive agent (2006) Anticancer Agents Med Chem, 6, pp. 571-577
dc.descriptionEpifano, F., Genovese, S., Curini, M., Auraptene: Phytochemical and pharmacological properties (2008) Phytochemistry research progressed. Hauppauge, pp. 145-162. , Matsumoto T, editor, NY: Nova Science Publishers
dc.descriptionSurh YJ. NF-kappa B and Nrf2 as potential chemopreventive targets of some antiinflammatory and antioxidative phytonutrients with anti-inflammatory and antioxidative activities. Asia Pac J Clin Nutr 2008;17(Suppl 1):269-72Sarkar, F.H., Li, Y., NF-kappaB: A potential target for cancer chemoprevention and therapy (2008) Front Biosci, 13, pp. 2950-2959
dc.descriptionBharti, A.C., Aggarwal, B.B., Nuclear factorkappa B and cancer: Its role in prevention and therapy (2002) Biochem Pharmacol, 64, pp. 883-888
dc.descriptionKwon, K.H., Barve, A., Yu, S., Huang, M.T., Kong, A.N., Cancer chemoprevention by phytochemicals: Potential molecular targets, biomarkers and animal models (2007) Acta Pharmacol Sin, 28, pp. 1409-1421
dc.descriptionAggarwal, B.B., Sethi, G., Baladandayuthapani, V., Krishnan, S., Shishodia, S., Targeting cell signaling pathways for drug discovery: An old lock needs a new key (2007) J. Cell Biochem, 102, pp. 580-592
dc.descriptionAggarwal, B.B., Shishodia, S., Molecular targets of dietary agents for prevention and therapy of cancer (2006) Biochem Pharmacol, 71, pp. 1397-1421
dc.descriptionSethi, G., Sung, B., Aggarwal, B.B., TNF: A master switch for inflammation to cancer (2008) Front Biosci, 13, pp. 5094-5107
dc.descriptionAtreya, R., Neurath, M.F., Signaling molecules: The pathogenic role of the IL-6/ STAT-3 trans signaling pathway in intestinal inflammation and in colonic cancer (2008) Curr Drug Targets, 9, pp. 369-374
dc.descriptionMitsuyama, K., Matsumoto, S., Masuda, J., Yamasakii, H., Kuwaki, K., Takedatsu, H., Sata, M., Therapeutic strategies for targeting the IL-6/STAT3 cytokine signaling pathway in inflammatory bowel disease (2007) Anticancer Res, 27, pp. 3749-3756
dc.descriptionKwon, K.H., Murakami, A., Hayashi, R., Ohigashi, H., Interleukin-1beta targets interleukin-6 in progressing dextran sulfate sodium-induced experimental colitis (2005) Biochem Biophys Res Commun, 337, pp. 647-654
dc.descriptionKim M, Miyamoto S, Yasui Y, Oyama T, Murakami A, Tanaka T. Zerumbone, a tropical ginger sesquiterpene, inhibits colon and lung carcinogenesis in mice. Int J Cancer 2009;124:264-71Watson, A.J., An overview of apoptosis and the prevention of colorectal cancer (2006) Crit Rev Oncol Hematol, 57, pp. 107-121
dc.descriptionCurini, M., Epifano, F., Genovese, S., Synthesis of a novel prodrug of 3-(40-geranyloxy-30-methoxyphenyl)-2-trans-propenoic acid for colon delivery (2005) Bioorg Med Chem Lett, 15, pp. 5049-5052
dc.descriptionCurini, M., Epifano, F., Maltese, F., Marcotullio, M.C., Tubaro, A., Altinier, G., Prieto Gonzales, S., Rodriguez, J.C., Synthesis and anti-inflammatory activity of natural and semisynthetic geranyloxycoumarins (2004) Bioorg Med Chem Lett, 14, pp. 2241-2243
dc.descriptionDe Azevedo, M.B.M., Alderete, J., Rodriguez, J.A., Souza, A.O., Rettori, D., Torsoni, M.A., Faljoni-Alario, A., Duran, N., Biological activities of violacein, a new antitumoral indole derivative, in an inclusion complex with beta-cyclodextrin (2000) J Inclusion Phenom Macrocycl Chem, 37, pp. 93-101
dc.descriptionDe Azevedo, M.B.M., Zullo, M.A.T., Alderete, J.B., De Azevedo, M.M.M., Salva, T.J.G., Duran, N., Characterisation and properties of the inclusion complex of 24-epibrassinolide with beta-cyclodextrin (2002) Plant Growth Reg, 37, pp. 233-240
dc.descriptionCarino, S.R., Tostmann, H., Underhill, R.S., Logan, J., Weerasekera, G., Culp, J., Davidson, M., Duran, R.S., Real-time grazing incidence X-ray diffraction studies of polymerizing N-octadecyltrimethoxysilane Langmuir monolayers at the air/water interface (2001) J Am Chem Soc, 123, pp. 767-768
dc.descriptionDe Azevedo, M.B.M., Duran, N., Justo, G.Z., Melo, P.S., Brito, A.R.M.S., Almeida, A.B.A., Haun, M., Evaluation of the antiulcerogenic activity of violacein and its modulation by the inclusion complexation with betacyclodextrin (2003) Can J Physiol Pharmacol, 81, pp. 387-396
dc.descriptionDe Souza, A.O., Alderete, J.B., Faljoni-Alario, A., Silva, C.L., Duran, N., Physico-chemical characterization of the inclusion complex between a 2-propen-1-amine derivative and beta-cyclodextrin (2005) J Chil Chem Soc, 50, pp. 591-596
dc.descriptionWard, J.M., Morphogenesis of chemically induced neoplasms of the colon and small intestine in rats (1974) Lab Invest, 30, pp. 505-513
dc.descriptionYasui, Y., Suzuki, R., Miyamoto, S., Tsukamoto, T., Sugie, S., Kohno, H., Tanaka, T., A lipophilic statin, pitavastatin, suppresses inflammation-associated mouse colon carcinogenesis (2007) Int J Cancer, 121, pp. 2331-2339
dc.descriptionLewis, A.M., Varghese, S., Xu, H., Alexander, H.R., Interleukin-1 and cancer progression: The emerging role of interleukin-1 receptor antagonist as a novel therapeutic agent in cancer treatment (2006) J Transl Med, 4, p. 48
dc.descriptionLin, W.W., Karin, M., A cytokine-mediated link between innate immunity, inflammation, and cancer (2007) J Clin Invest, 117, pp. 1175-1183
dc.descriptionYoo, S.Y., Lee, S.Y., Yoo, N.C., Cytokine expression and cancer detection (2009) Med Sci Monit, 15, pp. RA49-RA56
dc.descriptionAggarwal, B.B., Shishodia, S., Sandur, S.K., Pandey, M.K., Sethi, G., Inflammation and cancer: How hot is the link? (2006) Biochem Pharmacol, 72, pp. 1605-1621
dc.descriptionKohno, H., Suzuki, R., Sugie, S., Tanaka, T., Suppression of colitis-related mouse colon carcinogenesis by a COX-2 inhibitor and PPAR ligands (2005) BMC Cancer, 5, p. 46
dc.descriptionKhor, T.O., Huang, M.T., Kwon, K.H., Chan, J.Y., Reddy, B.S., Kong, A.N., Nrf2-deficient mice have an increased susceptibility to dextran sulfate sodium-induced colitis (2006) Cancer Res, 66, pp. 11580-11584
dc.descriptionAtreya, R., Neurath, M.F., Involvement of IL-6 in the pathogenesis of inflammatory bowel disease and colon cancer (2005) Clin Rev Allergy Immunol, 28, pp. 187-196
dc.descriptionHanai, H., Positions of selective leukocytapheresis in the medical therapy of ulcerative colitis (2006) World J Gastroenterol, 12, pp. 7568-7577
dc.descriptionSurh, Y.J., Na, H.K., NF-kappaB and Nrf2 as prime molecular targets for chemoprevention and cytoprotection with anti-inflammatory and antioxidant phytochemicals (2008) Genes Nutr, 2, pp. 313-317
dc.descriptionKim, Y.S., Young, M.R., Bobe, G., Colburn, N.H., Milner, J.A., Bioactive food components, inflammatory targets, and cancer prevention (2009) Cancer Prev Res, 2, pp. 200-208
dc.descriptionJanakiram, N.B., Rao, C.V., Molecular markers and targets for colorectal cancer prevention (2008) Acta Pharmacol Sin, 29, pp. 1-20
dc.descriptionYasui, Y., Kim, M., Tanaka, T., Colorectal carcinogenesis and suppression of tumor development by inhibition of enzymes and molecular targets (2009) Curr Enzyme Inhibit, 5, pp. 1-26
dc.descriptionDong, M., Guda, K., Nambiar, P.R., Rezaie, A., Belinsky, G.S., Lambeau, G., Giardina, C., Rosenberg, D.W., Inverse association between phospholipase A2 and COX-2 expression during mouse colon tumorigenesis (2003) Carcinogenesis, 24, pp. 307-315
dc.descriptionInan, M.S., Place, R., Tolmacheva, V., Wang, Q.S., Hubbard, A.K., Rosenberg, D.W., Giardina, C., IkappaBbeta-related proteins in normal and transformed colonic epithelial cells (2000) Mol Carcinog, 29, pp. 25-36
dc.descriptionInan, M.S., Tolmacheva, V., Wang, Q.S., Rosenberg, D.W., Giardina, C., Transcription factor NF-kappaB participates in regulation of epithelial cell turnover in the colon (2000) Am J Physiol Gastrointest Liver Physiol, 279, pp. G1282-G1291
dc.descriptionTong, X., Yin, L., Washington, R., Rosenberg, D.W., Giardina, C., The p50-p50 NF-kappaB complex as a stimulus-specific repressor of gene activation (2004) Mol Cell Biochem, 265, pp. 171-183
dc.descriptionFantini, M.C., Pallone, F., Cytokines: From gut inflammation to colorectal cancer (2008) Curr Drug Targets, 9, pp. 375-380
dc.descriptionAhn, K.S., Aggarwal, B.B., Transcription factor NF-kappaB: A sensor for smoke and stress signals (2005) Ann N Y Acad Sci, 1056, pp. 218-233
dc.descriptionKim, M., Miyamoto, S., Sugie, S., Yasui, Y., Ishigamori-Suzuki, R., Murakami, A., Nakagama, H., Tanaka, T., A tobacco-specific carcinogen, NNK, enhances AOM/DSSinduced colon carcinogenesis in male A/J mice (2008) In Vivo, 22, pp. 557-563
dc.descriptionKusaba, T., Nakayama, T., Yamazumi, K., Yakata, Y., Yoshizaki, A., Nagayasu, T., Sekine, I., Expression of p-STAT3 in human colorectal adenocarcinoma and adenoma: Correlation with clinicopathological factors (2005) J Clin Pathol, 58, pp. 833-838
dc.descriptionFenton, J.I., Hursting, S.D., Perkins, S.N., Hord, N.G., Interleukin-6 production by leptin treatment promotes cell proliferation in an Apc(Min/+) colon epithelial cell line (2006) Carcinogenesis, 27, pp. 1507-1515
dc.descriptionLi, J.H., Yu, J.P., Yu, H.G., Xu, X.M., Yu, L.L., Liu, J., Luo, H.S., Melatonin reduces inflammatory injury through inhibiting NF-kappaB activation in rats with colitis (2005) Mediators Inflamm, 2005, pp. 185-193
dc.descriptionLi, J.H., Zhou, W., Liu, K., Li, H.X., Wang, L., Melatonin reduces the expression of chemokines in rat with trinitrobenzene sulfonic acid-induced colitis (2008) Saudi Med J, 29, pp. 1088-1094
dc.descriptionEpifano, F., Genovese, S., Sosa, S., Tubaro, A., Curini, M., Synthesis and anti-inflammatory activity of 3-(4′-geranyloxy-3′-methoxyphenyl)-2- trans propenoic acid and its ester derivatives (2007) Bioorg Med Chem Lett, 17, pp. 5709-5714
dc.descriptionTanaka, T., Kawabata, K., Kakumoto, M., Hara, A., Murakami, A., Kuki, W., Takahashi, Y., Yamane, T., Citrus auraptene exerts dose-dependent chemopreventive activity in rat large bowel tumorigenesis: The inhibition correlates with suppression of cell proliferation and lipid peroxidation and with induction of phase II drugmetabolizing enzymes (1998) Cancer Res, 58, pp. 2550-2556
dc.descriptionBoukharta, M., Jalbert, G., Castonguay, A., Biodistribution of ellagic acid and doserelated inhibition of lung tumorigenesis in A/J mice (1992) Nutr Cancer, 18, pp. 181-189
dc.descriptionKawabata, K., Murakami, A., Ohigashi, H., Auraptene decreases the activity of matrix metalloproteinases in dextran sulfate sodium-induced ulcerative colitis in ICR mice (2006) Biosci Biotechnol Biochem, 70, pp. 3062-3065
dc.languageen
dc.publisher
dc.relationInternational Journal of Cancer
dc.rightsfechado
dc.sourceScopus
dc.titleColorectal Cancer Chemoprevention By 2 β-cyclodextrin Inclusion Compounds Of Auraptene And 4′-geranyloxyferulic Acid
dc.typeArtículos de revistas


Este ítem pertenece a la siguiente institución