Cycloartenyl trans-ferulate, a component of the bran byproduct of sake-brewing rice, inhibits mammalian DNA polymerase and suppresses inflammation

Food Chemistry

Volumn 141, Issue 2, 2013, Pages 1000-1007

  Mizushina, Yoshiyuki ^a   Kuriyama, Isoko ^a   Yamazaki, Asahi ^b   Akashi, Takahiro ^b   Yoshida, Hiromi ^a  

^a KOBE GAKUIN UNIVERSITY   (Japan)

^b Hakutsuru Sake Brewing Co Ltd   (Japan)

Author keywords

Anti inflammation; Cycloartenyl trans ferulate; DNA polymerase; Enzyme inhibitor; Sake brewing rice bran

Indexed keywords

DNA; ENZYMES; FERMENTATION; MAMMALS; PATHOLOGY; POLYMERS;

ANTI-INFLAMMATION; DNA POLYMERASE; ENZYME INHIBITORS; FERULATES; RICE BRANS;

ROOM AND PILLAR MINING;

ANTIINFLAMMATORY AGENT; CYCLOARTENOL; CYCLOARTENYL TRANS FERULATE; DNA; DNA POLYMERASE; FAMILY A POLYMERASE; FAMILY B POLYMERASE; FAMILY X POLYMERASE; FAMILY Y POLYMERASE; FERULIC ACID; NUCLEOTIDYLTRANSFERASE INHIBITOR; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; BREWING; CONTROLLED STUDY; CORRELATIONAL STUDY; DRUG DETERMINATION; DRUG IDENTIFICATION; DRUG ISOLATION; DRUG MECHANISM; DRUG SCREENING; DRUG SELECTIVITY; ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME INHIBITION; FEMALE; IN VITRO STUDY; IN VIVO STUDY; INFLAMMATION; MOUSE; NONHUMAN; PLANT; PROKARYOTE; PROTEIN EXPRESSION; RICE BRAN;

MAMMALIA; ORYZA SATIVA (JAPONICA CULTIVAR-GROUP); PROKARYOTA;

EID: 84878306879     PISSN: 03088146     EISSN: 18737072     Source Type: Journal    
DOI: 10.1016/j.foodchem.2013.04.048     Document Type: Article

References (52)

1. Bebenek, K., & Kunkel, T. A. (2004). DNA Repair and Replication. In W. Yang (Ed.), Advances in Protein Chemistry (pp. 137-165). San Diego: Elsevier.
2. Bertocci, B., De Smet, A., Flatter, E., Dahan, A., Bories, J. C., Landreau, C., et al. (2002). Cutting edge: DNA polymerases l and k are dispensable for Ig gene hypermutation. Journal of Immunology, 168, 3702-3706. (Pubitemid 34298367)
3. Date, T., Yamaguchi, M., Hirose, F., Nishimoto, Y., Tanihara, K., & Matsukage, A. (1988). Expression of active rat DNA polymerase b in Escherichia coli. Biochemistry, 27, 2983-2990.
4. Fujiki, H., & Sugimura, T. (1987). Advances in cancer research. London, UK: Academic Press, Inc., pp. 223-264.
5. Garcia-Diaz, M., Bebenek, K., Kunkel, T. A., & Blanco, L. (2001). Identification of an intrinsic 5'-deoxyribose-5-phosphate lyase activity in human DNA polymerase k: a possible role in base excision repair. Journal of Biological Chemistry, 276, 34659-34663.
6. Garcia-Diaz, M., Bebenek, K., Sabariegos, R., Dominguez, O., Rodriguez, J., Kirchhoff, T., et al. (2002). DNA polymerase k, a novel DNA repair enzyme in human cells. Journal of Biological Chemistry, 277, 13184-13191. (Pubitemid 34952689)
7. Garcia-Diaz, M., Dominguez, O., Lopez-Fernandez, L. A., De Lera, L. T., Saniger, M. L., Ruiz, J. F., et al. (2000). DNA polymerase k, a novel DNA repair enzyme in human cells. Journal of Molecular Biology, 301, 851-867.
8. Gschwendt, M., Kittstein, W., Furstenberger, G., & Marks, F. (1984). The mouse ear edema: a quantitatively evaluable assay for tumor promoting compounds and for inhibitors of tumor promotion. Cancer Letters, 25, 177-185. (Pubitemid 15195080)
9. Hecker, E. (1978). Carcinogenesis. NY, USA: Raben Press, pp. 11-48.
10. Hirose, F., Hotta, Y., Yamaguchi, M., & Matsukage, A. (1989). Difference in the expression level of DNA polymerase b among mouse tissues: high expression in the pachytene spermatocyte. Experimental Cell Research, 181, 169-180. (Pubitemid 19072800)
11. Hubscher, U., Maga, G., & Spadari, S. (2002). Eukaryotic DNA polymerases. Annual Review of Biochemistry, 71, 133-163. (Pubitemid 34800217)
12. Ishida, T., Mizushina, Y., Yagi, S., Irino, Y., Nishiumi, S., Miki, I., Kondo, Y., Mizuno, S., Yoshida, H., Azuma, T., & Yoshida M. (2012). Inhibitory effects of glycyrrhetinic acid on DNA polymerase and inflammatory activities. Evidence-Based Complementary and Alternative Medicine, 2012, 650514 (9 pages).
13. Jariwalla, R. J. (2001). Rice-bran products: Phytonutrients with potential applications in preventive and clinical medicine. Drugs under Experimental and Clinical Research, 27, 17-26. (Pubitemid 32215892)
14. Kornberg, A., & Baker, T. A. (1992). Eukaryotic DNA replication. In Freeman, W. D. and Co. (Ed.), DNA replication, Chapter 6, 2nd ed. University Science Books, California (pp. 197-225).
15. Kusumoto, R., Masutani, C., Shimmyo, S., Iwai, S., & Hanaoka, F. (2004). DNA binding properties of human DNA polymerase g: Implications for fidelity and polymerase switching of translesion synthesis. Genes to Cells, 9, 1139-1150. (Pubitemid 39618529)
16. Lange, S. S., Takata, K., & Wood, R. D. (2011). DNA polymerases and cancer. Nature Reviews Cancer, 11, 96-110.
17. Loeb, L. A., & Monnat, R. J. Jr., (2008). DNA polymerases and human disease. Nature Reviews Genetics, 9, 594-604.
18. Lu, B. C., & Sakaguchi, K. (1991). An endo-exonuclease from meiotic tissues of the basidiomycete Coprinus cinereus: Its purification and characterization. Journal of Biological Chemistry, 266, 21060-21066. (Pubitemid 21908574)
19. Matsumoto, Y., & Kim, K. (1995). Excision of deoxyribose phosphate residues by DNA polymerase b during DNA repair. Science, 269, 699-702.
20. Miller, A., & Engel, K. H. (2006). Content of c-oryzanol and composition of steryl ferulates in brown rice (Oryza sativa L.) of European origin. Journal of Agricultural and Food Chemistry, 54, 8127-8133. (Pubitemid 44785394)
21. Mizushina, Y. (2009). Specific inhibitors of mammalian DNA polymerase species. Bioscience, Biotechnology, and Biochemistry, 73, 1239-1251.
22. Mizushina, Y. (2011). Screening of novel bioactive compounds from food components and nutrients. Journal of Japanese Society of Nutritional Food Science, 64, 377-384.
23. Mizushina, Y., Dairaku, I., Yanaka, N., Takeuchi, T., Ishimaru, C., Sugawara, F., et al. (2007b). Inhibitory action of polyunsaturated fatty acids on IMP dehydrogenase. Biochimie, 89, 581-590. (Pubitemid 46669783)
24. Mizushina, Y., Hirota, M., Murakami, C., Ishidoh, T., Kamisuki, S., Shimazaki, N., et al. (2003). Some anti-chronic inflammatory compounds are DNA polymerase k-specific inhibitors. Biochemical Pharmacology, 66, 1935-1944. (Pubitemid 37352856)
25. Mizushina, Y., Ishidoh, T., Takeuchi, T., Shimazaki, N., Koiwai, O., Kuramochi, K., et al. (2005). Monoacetylcurcumin: k a new inhibitor of eukaryotic DNA polymerase and a new ligand for inhibitor-affinity chromatography. Biochemical and Biophysical Research Communications, 337, 1288-1295. (Pubitemid 41505262)
26. Mizushina, Y., Kamisuki, S., Kasai, N., Ishidoh, T., Shimazaki, N., Takemura, M., et al. (2002). Petasiphenol: a DNA polymerase k inhibitor. Biochemistry, 41, 14463-14471.
27. Mizushina, Y., Takeuchi, T., Kuramochi, K., Kobayashi, S., Sugawara, F., Sakaguchi, K., et al. (2007a). Study on the molecular structure and bio-activity (DNA polymerase inhibitory activity, anti-inflammatory activity and anti-oxidant activity) relationship of curcumin derivatives. Current Bioactive Compounds, 3, 171-177.
28. Mizushina, Y., Tanaka, N., Yagi, H., Kurosawa, T., Onoue, M., Seto, H., et al. (1996). Fatty acids selectively inhibit eukaryotic DNA polymerase activities in vitro. Biochimica et Biophysica Acta, 1308, 256-262. (Pubitemid 26290686)
29. Mizushina, Y., Yoshida, S., Matsukage, A., & Sakaguchi, K. (1997). The inhibitory action of fatty acids on DNA polymerase b. Biochimica et Biophysica Acta, 1336, 509-521. (Pubitemid 27467053)
30. Nakamura, Y., Murakami, A., Ohto, Y., Torikai, K., Tanaka, T., & Ohigashi, H. (1995). Suppression of tumor promoter-induced oxidative stress and inflammatory responses in mouse skin by a superoxide generation inhibitor 1'-acetoxychavicol acetate. Cancer Research, 58, 4832-4839. (Pubitemid 28503678)
31. Nakayama, S., Manabe, A., Suzuki, J., Sakamoto, K., & Inagaki, T. (1987). Comparative effects of two forms of c-oryzanol in different sterol compositions on hyperlipidemia induced by cholesterol diet in rats. Japanese Journal of Pharmacology, 44, 135-144.
32. Nakayama, C., & Saneyoshi, M. (1985). Inhibitory effects of 9-β-D-xylofuranosyladenine 5'-triphosphate on DNA-dependent RNA polymerase I and II from cherry salmon (Oncorhynchus masou). Journal of Biochemistry (Tokyo), 97, 1385-1389. (Pubitemid 15098407)
33. Nishida, M., Nishiumi, S., Mizushina, Y., Fujishima, Y., Yamamoto, K., Masuda, A., et al. (2010). Monoacetylcurcumin strongly regulates inflammatory responses through inhibition of NF-jB activation. International Journal of Molecular Medicine, 25, 761-767.
34. Ogawa, A., Murate, T., Suzuki, M., Nimura, Y., & Yoshida, S. (1998). Lithocholic acid, a putative tumor promoter, inhibits mammalian DNA polymerase b. Japanese Journal of Cancer Research, 89, 1154-1159. (Pubitemid 29007996)
35. Ohashi, E., Murakumo, Y., Kanjo, N., Akagi, J., Masutani, C., Hanaoka, F., et al. (2004). Interaction of hREV1 with three human Y-family DNA polymerases. Genes to Cells, 9, 523-531. (Pubitemid 38877782)
36. Oshige, M., Takeuchi, R., Ruike, R., Kuroda, K., & Sakaguchi, K. (2004). Subunit protein-affinity isolation of Drosophila DNA polymerase catalytic subunit. Protein Expression and Purification, 35, 248-256. (Pubitemid 38718084)
37. Ramadan, K., Shevelev, I. V., Maga, G., & Hubscher, U. (2002). DNA polymerase k from calf thymus preferentially replicates damaged DNA. Journal of Biological Chemistry, 277, 18454-18458. (Pubitemid 34952392)
38. Sakaguchi, K., Hotta, Y., & Stern, H. (1980). Chromatin-associated DNA polymerase activity in meiotic cells of lily and mouse. Cell Structure and Function, 5, 323-334.
39. Shimazaki, N., Yoshida, K., Kobayashi, T., Toji, S., Tamai, T., & Koiwai, O. (2002). Over-expression of human DNA polymerase in k E. coli and characterization of the recombinant enzyme. Genes to Cells, 7, 639-651. (Pubitemid 34814756)
40. Singhal, R. K., & Wilson, S. H. (1993). Short gap-filling synthesis by DNA polymerase b is processive. Journal of Biological Chemistry, 268, 15906-15911. (Pubitemid 23222095)
41. Sobol, R. W., Horton, J. K., Kuhn, R., Gu, H., Singhal, R. K., Prasad, R., et al. (1996). Requirement of mammalian DNA polymerase-b in base-excision repair. Nature, 79, 183-186. (Pubitemid 26020204)
42. Soltis, D. A., & Uhlenbeck, O. C. (1982). Isolation and characterization of two mutant forms of T4 polynucleotide kinase. Journal of Biological Chemistry, 257, 11332-11339. (Pubitemid 13203366)
43. Sugano, M., & Tsuji, E. (1997). Rice bran oil and cholesterol metabolism. Journal of Nutrition, 127, 521S-524S. (Pubitemid 27120009)
44. Sugo, N., Aratani, Y., Nagashima, Y., Kubota, Y., & Koyama, H. (2000). Neonatal lethality with abnormal neurogenesis in mice deficient in DNA polymerase b. EMBO Journal, 19, 1397-1404. (Pubitemid 30151035)
45. Takeuchi, T., Ishidoh, T., Iijima, H., Kuriyama, I., Shimazaki, N., Koiwai, O., et al. (2006). Structural relationship of curcumin derivatives binding to the BRCT domain of human DNA polymerase k. Genes to Cells, 11, 223-235.
46. Tamai, K., Kojima, K., Hanaichi, T., Masaki, S., Suzuki, M., Umekawa, H., et al. (1988). Structural study of immunoaffinity-purified DNA polymerase a-DNA primase complex from calf thymus. Biochimica et Biophysica Acta, 950, 263-273.
47. Uchiyama, Y., Kimura, S., Yamamoto, T., Ishibashi, T., & Sakaguchi, K. (2004). Plant DNA polymerase, k a DNA repair enzyme that functions in plant meristematic and meiotic tissues. European Journal of Biochemistry, 271, 2799-2807. (Pubitemid 38869981)
48. +), a parkinsonism-causing toxin. European Journal of Biochemistry, 267, 200-206. (Pubitemid 30029754)
49. Xu, Z., & Godber, J. S. (1999). Purification and identification of components of c-oryzanol in rice bran oil. Journal of Agricultural and Food Chemistry, 47, 2724-2728. (Pubitemid 29396347)
50. Yasukawa, K., Akihisa, T., Kimura, Y., Tamura, T., & Takido, M. (1998). Inhibitory effect of cycloartenol ferulate, a component of rice bran, on tumor promotion in two-stage carcinogenesis in mouse skin. Biological and Pharmaceutical Bulletin, 21, 1072-1076. (Pubitemid 28513985)
51. Yonezawa, Y., Tsuzuki, T., Eitsuka, T., Miyazawa, T., Hada, T., Uryu, K., et al. (2005). Inhibitory effect of conjugated eicosapentaenoic acid on human DNA topoisomerases I and II. Archives of Biochemistry and Biophysics, 435, 197-206. (Pubitemid 40170031)
52. Yoshie, A., Kanda, A., Nakamura, T., Igusa, H., & Hara, S. (2009). Comparison of c-oryzanol contents in crude rice bran oils from different sources by various determination methods. Journal of Oleo Science, 58, 511-518.