Isolation and synergism of in vitro anti-inflammatory and quinone reductase (QR) inducing agents from the fruits of Morinda citrifolia (noni)

Food Research International

Volumn 44, Issue 7, 2011, Pages 2271-2277

  Nitteranon, Viriya ^a   Zhang, Guodong ^a,c   Darien, Benjamin J ^b   Parkin, Kirk ^a  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

^b UNIVERSITY OF WISCONSIN MADISON   (United States)

^c UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Inflammation; Morinda citrifolia; Noni; Phase II enzyme; Quercetin; Quinone reductase; Scopoletin; Synergistic effect

Indexed keywords

INFLAMMATION; MORINDA CITRIFOLIA; NONI; PHASE II; QUERCETIN; QUINONE REDUCTASE; SCOPOLETIN; SYNERGISTIC EFFECT;

ALCOHOLS; BIOASSAY; CHEMICAL COMPOUNDS; DISEASES; FATTY ACIDS; FOOD ADDITIVES; GENES; MACROPHAGES; NITRIC OXIDE; NUTRITION; PHENOLS; VITAMINS;

FRUITS;

MORINDA CITRIFOLIA;

EID: 79959946426     PISSN: 09639969     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.foodres.2010.11.009     Document Type: Article

References (47)

1. Akihisa T., Matsumoto K., Tokuda H., Yasukawa K., Seino K., Nakamoto K., et al. Anti-inflammatory and potential cancer chemopreventive constituents of the fruits of Morinda citrifolia (Noni). Journal of Natural Products 2007, 70:754-757.
2. Calabrese V., Cornelius C., Mancuso C., Pennisi G., Calafato S., Bellia F., et al. Cellular stress response: a novel target for chemoprevention and nutritional neuroprotection in aging, neurodegenerative disorders and longevity. Neurochemical Research 2008, 33:2444-2471.
3. Chen J.C., Ho F.M., Pei-Dawn Lee C., Chen C.P., Jeng K.C., Hsu H.B., et al. Inhibition of iNOS gene expression by quercetin is mediated by the inhibition of IkappaB kinase, nuclear factor-kappa B and STAT1, and depends on heme oxygenase-1 induction in mouse BV-2 microglia. European Journal of Pharmacology 2005, 521:9-20.
4. Chen C., Kong A.-N.T. Dietary cancer-chemopreventive compounds: from signaling and gene expression to pharmacological effects. Trends in Pharmacological Sciences 2005, 26:318-326.
5. Cheung K.L., Khor T.O., Kong A.N. Synergistic effect of combination of phenethyl isothiocyanate and sulforaphane or curcumin and sulforaphane in the inhibition of inflammation. Pharmacology Research 2009, 26:224-231.
6. Cianchi F.P.F., Masini E. iNOS/COX-2 pathway interaction: a good molecular target for cancer treatment. Current Enzyme Inhibition 2005, 1:97-105.
7. Clancy R.M., Abramson S.B. Nitric oxide: a novel mediator of inflammation. Proceedings of the Society of Experimental Biology and Medicine 1995, 210:93-101.
8. Crew T.E., Elder D.J., Paraskeva C. A cyclooxygenase-2 (COX-2) selective non-steroidal anti-inflammatory drug enhances the growth inhibitory effect of butyrate in colorectal carcinoma cells expressing COX-2 protein: regulation of COX-2 by butyrate. Carcinogenesis 2000, 21:69-77.
9. Cuendet M., Oteham C.P., Moon R.C., Pezzuto J.M. Quinone reductase induction as a biomarker for cancer chemoprevention. Journal of Natural Products 2006, 69:460-463.
10. Deng S., Palu K., West B.J., Su C.X., Zhou B.N., Jensen J.C. Lipoxygenase inhibitory constituents of the fruits of noni (Morinda citrifolia) collected in Tahiti. Journal of Natural Products 2007, 70:859-862.
11. Deng S., West B.J., Jensen J.C., Basar S., Westendorf J. Development and validation of an RP-HPLC method for the analysis of anthraquinones in noni fruits and leaves. Food Chemistry 2009, 116:505-508.
12. Denizot F., Lang R. Rapid colorimetric assay for cell growth and survival. Modifications to the tetrazolium dye procedure giving improved sensitivity and reliability. Journal of Immunological Methods 1986, 89:271-277.
13. Eggler A.L., Gay K.A., Mesecar A.D. Molecular mechanisms of natural products in chemoprevention: induction of cytoprotective enzymes by Nrf2. Molecular Nutrition and Food Research 2008, 52(Suppl 1):S84-S94.
14. Faller A.L.K., Fialho E. Antioxidant capacity and polyphenol content of organic and conventional vegetables after domestic cooking. Food Research International 2009, 42:210-215.
15. Fathiazad F., Delazar A., Amin R., Sarker A.D. Extraction of flavanoids and quantification of rutin from waste tobacco leaves. Iranian Journal of Pharmaceutical Research 2006, 3:222-227.
16. Hamalainen M., Nieminen R., Vuorela P., Heinonen M., Moilanen E. Anti-inflammatory effects of flavonoids: genistein, kaempferol, quercetin, and daidzein inhibit STAT-1 and NF-kappaB activations, whereas flavone, isorhamnetin, naringenin, and pelargonidin inhibit only NF-kappaB activation along with their inhibitory effect on iNOS expression and NO production in activated macrophages. Mediators of Inflammation 2007, 2007:45673.
17. Imm, J-Y, Zhang, G., Chan, L-Y., Nitteranon, V., & Parkin, K.L. (2010). [6]-Dehydroshogaol, a minor component in ginger rhizome, exhibits quinone reductase inducing and anti-inflammatory activities that rival those of curcumin. Food Research International, 48, 2208-2213.
18. Jang D.S., Park E.J., Kang Y.H., Su B.N., Hawthorne M.E., Vigo J.S., et al. Compounds obtained from Sida acuta with the potential to induce quinone reductase and to inhibit 7, 12-dimethylbenz[a]anthracene-induced preneoplastic lesions in a mouse mammary organ culture model. Archives of Pharmacological Research 2003, 26:585-590.
19. Kang T.H., Pae H.O., Jeong S.J., Yoo J.C., Choi B.M., Jun C.D., et al. Scopoletin: an inducible nitric oxide synthesis inhibitory active constituent from Artemisia feddei. Planta Medica 1999, 65:400-403.
20. Kim H.J., Jang S.I., Kim Y.J., Chung H.T., Yun Y.G., Kang T.H., et al. Scopoletin suppresses pro-inflammatory cytokines and PGE2 from LPS-stimulated cell line, RAW 264.7 cells. Fitoterapia 2004, 75:261-266.
21. Lantz R.C., Chen G.J., Sarihan M., Solyom A.M., Jolad S.D., Timmermann B.N. The effect of extracts from ginger rhizome on inflammatory mediator production. Phytomedicine 2007, 14:123-128.
22. Li W., Khor T.O., Xu C., Shen G., Jeong W., Yu S., et al. Activation of Nrf2-antioxidant signaling attenuates NFκB-inflammatory response and elicits apoptosis. Biochemical Pharmacology 2008, 76:1485-1489.
23. Li C.Y., Lin C.H., Wu C.C., Lee K.H., Wu T.S. Efficient 1H nuclear magnetic resonance method for improved quality control analyses of Ginkgo constituents. Journal of Agricultural and Food Chemistry 2004, 52:3721-3725.
24. Liu H., Dinkova-Kostova A.T., Talalay P. Coordinate regulation of enzyme markers for inflammation and for protection against oxidants and electrophiles. Proceedings of the National Academy of Sciences USA 2008, 105:15926-15931.
25. Liu H., Qiu N., Ding H., Yao R. Polyphenol contents and antioxidant capacity of 68 Chinese herbals suitable for medical or food uses. Food Research International 2008, 41:363-370.
26. Moon P.D., Lee B.H., Jeong H.J., An H.J., Park S.J., Kim H.R., et al. Use of scopoletin to inhibit the production of inflammatory cytokines through inhibition of the IkappaB/NF-kappaB signal cascade in the human mast cell line HMC-1. European Journal of Pharmacology 2007, 555:218-225.
27. Mu M.M., Chakravortty D., Sugiyama T., Koide N., Takahashi K., Mori I., et al. The inhibitory action of quercetin on lipopolysaccharide-induced nitric oxide production in RAW 264.7 macrophage cells. Journal of Endotoxin Research 2001, 7:431-438.
28. Murakami A., Takahashi D., Hagihara K., Koshimizu K., Ohigashi H. Combinatorial effects of nonsteroidal anti-inflammatory drugs and food constituents on production of prostaglandin E2 and tumor necrosis factor-alpha in RAW264.7 murine macrophages. Bioscience Biotechnology Biochemistry 2003, 67:1056-1062.
29. Murakami A., Takahashi D., Koshimizu K., Ohigashi H. Synergistic suppression of superoxide and nitric oxide generation from inflammatory cells by combined food factors. Mutation Research 2003, 523-524:151-161.
30. Ohigashi H., Murakami A. Cancer prevention with food factors: alone and in combination. Biofactors 2004, 22:49-55.
31. Park Y.M., Won J.H., Yun K.J., Ryu J.H., Han Y.N., Choi S.K., et al. Preventive effect of Ginkgo biloba extract (GBB) on the lipopolysaccharide-induced expressions of inducible nitric oxide synthase and cyclooxygenase-2 via suppression of nuclear factor-kappaB in RAW 264.7 cells. Biological & Pharmaceutical Bulletin 2006, 29:985-990.
32. Pawlus A.D., Su B.N., Keller W.J., Kinghorn A.D. An anthraquinone with potent quinone reductase-inducing activity and other constituents of the fruits of Morinda citrifolia (noni). Journal of Natural Products 2005, 68:1720-1722.
33. Peyrat-Millard M.C.M., Berset C. Antioxidant activity of phenolic compounds in 2, 2'-azobis (2-amidinopropane) dihydrochloride (AAPH)-induced oxidation: synergistic and antagonistic effects. Journal of the American Oil Chemists' Society 2003, 80:1007-1012.
34. Potterat O., Felten R.V., Dalsgaard P.W., Hamburger M. Identification of TLC markers and quantification by HPLC-MS of various constituents in noni fruit powder and commercial noni-derived products. Journal of Agricultural and Food Chemistry 2007, 55:7489-7494.
35. Prochaska H.J., Santamaria A.B. Direct measurement of NAD(P)H:quinone reductase from cells cultured in microtiter wells: a screening assay for anticarcinogenic enzyme inducers. Analytical Biochemistry 1988, 169:328-336.
36. Russo G.L. Ins and outs of dietary phytochemicals and cancer chemoprevention. Biochemical Pharmacology 2007, 74:533-544.
37. Siddiqui B.S., Sattar F.A., Ahmad F., Begum S. Isolation and structural elucidation of chemical constituents from the fruits of Morinda citrifolia Linn. Archives of Pharmacology Research 2007, 30:919-923.
38. Song L.L., Kosmeder J.W., Lee S.K., Gerhauser C., Lantvit D., Moon R.C., et al. Cancer chemopreventive activity mediated by 4'-bromoflavone, a potent inducer of phase II detoxification enzymes. Cancer Research 1999, 59:578-585.
39. Su B.N., Pawlus A.D., Jung H.A., Keller W.J., McLaughlin J.L., Kinghorn A.D. Chemical constituents of the fruits of Morinda citrifolia (Noni) and their antioxidant activity. Journal of Natural Products 2005, 68:592-595.
40. Surh Y.-J., Na H.-K. NF-kB and Nrf2 as prime molecular targets for chemoprevention and cytoprotection with anti-inflammatory and antioxidant phytochemicals. Genes and Nutrition 2008, 2:313-317.
41. Talalay P., Fahey J.F., Holtzclaw D., Prestera T., Zhang Y. Chemoprotection against cancer by phase 2 enzyme induction. Toxicology Letters 1995, 82(83):173-179.
42. Tanigawa S., Fujii M., Hou D.X. Action of Nrf2 and Keap1 in ARE-mediated NQO1 expression by quercetin. Free Radicals in Biology & Medicine 2007, 42:1690-1703.
43. Taskin E.I., Akgun-Dar K., Kapucu A., Osanc E., Dogruman H., Eraltan H., et al. Apoptosis-inducing effects of Morinda citrifolia L. and doxorubicin on the Ehrlich ascites tumor in Balb-c mice. Cell Biochemistry and Function 2009, 27:542-546.
44. Wang M., Kikuzaki H., Csiszar K., Boyd C.D., Maunakea A., Fong S.F., et al. Novel trisaccharide fatty acid ester identified from the fruits of Morinda citrifolia (Noni). Journal of Agricultural and Food Chemistry 1999, 47:4880-4882.
45. Wang M.Y., Peng L., Lutfiyya M.N., Henley E., Weidenbacher-Hoper V., Anderson G. Morinda citrifolia (noni) reduces cancer risk in current smokers by decreasing aromatic DNA adducts. Nutrition and Cancer 2009, 61:634-639.
46. Wang M.Y., West B.J., Jensen C.J., Nowicki D., Su C., Palu A.K., et al. Morinda citrifolia (Noni): a literature review and recent advances in Noni research. Acta Pharmacologica Sinica 2002, 23:1127-1141.
47. Wei C., Wei-Jun C., Zhi-Rong S., Ya-Ping Y. Protective effect of ethanolic extracts of buckwheat groats on DNA damage caused by hydroxyl radicals. Food Research International 2008, 41:924-929.