Effects of DNA polymerase inhibitory and antitumor activities of lipase-hydrolyzed glycolipid fractions from spinach

Journal of Nutritional Biochemistry

Volumn 16, Issue 2, 2005, Pages 121-128

  Maeda, Naoki ^a   Hada, Takahiko ^b   Murakami Nakai, Chikako ^a,c   Kuriyama, Isoko ^a   Ichikawa, Hideki ^a   Fukumori, Yoshinobu ^a   Hiratsuka, Junichi ^d   Yoshida, Hiromi ^a   Sakaguchi, Kengo ^e   Mizushina, Yoshiyuki ^a  

^a KOBE GAKUIN UNIVERSITY   (Japan)

^b Bizen Chemical Co Ltd   (Japan)

^c NATIONAL CENTER FOR GLOBAL HEALTH AND MEDICINE   (Japan)

^d KAWASAKI MEDICAL SCHOOL   (Japan)

^e TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

Antitumor effect; Cytotoxicity; DNA polymerase; Enzyme inhibitor; Glycolipids; Spinach

Indexed keywords

DIGALACTOSYLDIGLYCERIDE; DNA POLYMERASE; ENZYME INHIBITOR; GALACTOSYLDIACYLGLYCEROL; GLYCEROL DERIVATIVE; GLYCOLIPID; MONOGALACTOSYLMONOACYLGLYCEROL; PLANT EXTRACT; SULFOQUINOVOSYLDIGLYCERIDE; SULFOQUINOVOSYLMONOACYLGLYCEROL; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL CULTURE; CANCER INHIBITION; CONTROLLED STUDY; DRUG EFFECT; DRUG POTENCY; DRUG PURIFICATION; ENZYME INHIBITION; FEMALE; HAMSTER; HUMAN; HUMAN CELL; HYDROLYSIS; IN VIVO STUDY; MELANOMA; NONHUMAN; SOLID TUMOR; SPINACH; STOMACH CANCER; VEGETABLE;

ANIMALS; ANTINEOPLASTIC AGENTS; CELL DIVISION; CRICETINAE; DNA-DIRECTED DNA POLYMERASE; ENZYME INHIBITORS; GALACTOLIPIDS; GLYCOLIPIDS; HUMANS; HYDROLYSIS; LIPASE; MELANOMA; NEOPLASM TRANSPLANTATION; SPINACIA OLERACEA; STOMACH NEOPLASMS; TUMOR CELLS, CULTURED;

SPINACIA OLERACEA;

EID: 19944431024     PISSN: 09552863     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jnutbio.2004.08.005     Document Type: Article

References (34)

1. U. Hubscher, G. Maga, and S. Spadari Eukaryotic DNA polymerases Annu. Rev. Biochem. 71 2002 133 163
2. A. Kornberg, and T.A. Baker 2nd ed. DNA replication vol. 6 1992 WH Freeman New York 197 225
3. Y. Mizushina, N. Tanaka, H. Yagi, T. Kurosawa, M. Onoue, and H. Seto Fatty acids selectively inhibit eukaryotic DNA polymerase activities in vitro Biochim. Biophys. Acta 1308 1996 256 262
4. Y. Mizushina, S. Yoshida, A. Matsukage, and K. Sakaguch The inhibitory action of fatty acids on DNA polymerase β Biochim. Biophys. Acta 1336 1997 509 521
5. Y. Mizushina, T. Ohkubo, T. Date, T. Yamaguchi, M. Saneyoshi, and F. Sugawara Mode analysis of a fatty acid molecule binding to the N-terminal 8-kDa domain of DNA polymerase β J. Biol. Chem. 274 1999 25599 25607
6. Y. Mizushina, M. Sagisaka, H. Sakai, M. Abe, and K. Sakaguchi Mode analysis of binding of fatty acids to mammalian DNA polymerases Biochim. Biophys. Acta 1486 2000 211 218
7. Y. Mizushina, C. Murakami, K. Ohta, H. Takikawa, K. Mori, and H. Yoshida Selective inhibition of the activities of both eukaryotic DNA polymerases and DNA topoisomerases by elenic acid Biochem. Pharmacol. 63 2002 399 407
8. Y. Mizushina, T. Ohkubo, F. Sugawara, and K. Sakaguchi Structure of lithocholic acid binding to the N-terminal 8-kDa domain of DNA polymerase β Biochemistry 39 2000 12606 12613
9. Y. Mizushina, N. Tanaka, A. Kitamura, K. Tamai, M. Ikeda, and M. Takemura The inhibitory effect of novel triterpenoid compounds, fomitellic acids, on DNA polymerase β Biochem. J. 330 1998 1325 1332
10. N. Tanaka, A. Kitamura, Y. Mizushina, F. Sugawara, and K. Sakaguchi Fomitellic acid, triterpenoid inhibitors of eukaryotic DNA polymerases from a basidiomycete, Fomitella fraxinea J. Nat. Prod. 61 1998 193 197
11. Y. Mizushina, N. Takahashi, L. Hanashima, H. Koshino, Y. Esumi, and J. Uzawa Lucidenic acid O and lactone, new terpene inhibitors of eukaryotic DNA polymerases from a basidiomycete. Ganoderma lucidum Bioorg. Med. Chem. 9 1999 2047 2052
12. Y. Mizushina, T. Ueno, Y. Goto, Y. Isobe, M. Sako, and T. Fujita Carboxyflavins, novel inhibitors of Taq DNA polymerase Int. J. Mol. Med. 2 1998 283 286
13. Y. Mizushina, T. Ueno, M. Oda, T. Yamaguchi, M. Saneyoshi, and K. Sakaguchi The biochemical mode of inhibition of DNA polymerase β by α-rubromycin Biochim. Biophys. Acta 1523 2000 172 781
14. Y. Mizushina, I. Watanabe, K. Ohta, M. Takemura, H. Sahara, and N. Takahashi Studies on inhibitors of mammalian DNA polymerase α and β: sulfolipids from a pteridophyte. Athyrum niponicum Biochem. Pharmacol. 55 1998 537 541
15. K. Ohta, Y. Mizushina, N. Hirata, M. Takemura, F. Sugawara, and A. Matsukage Sulfoquinovosyldiacylglycerol, KM043, a new potent inhibitor of eukaryotic DNA polymerases and HIV-reverse transcriptase type 1 from a marine red alga. Gigartina tenella Chem. Pharm. Bull. 46 1998 684 686
16. K. Ohta, Y. Mizushina, N. Hirata, M. Takemura, F. Sugawara, and A. Matsukage Action of new mammalian DNA polymerase inhibitor, sulfoquinovosyldiacylglycerol Biol. Pharm. Bull. 22 1999 111 116
17. S. Hanashima, Y. Mizushina, K. Ohta, T. Yamazaki, F. Sugawara, and K. Sakaguchi Structure-activity relationship of a novel group of mammalian DNA polymerase inhibitors, synthetic sulfoquinovosylacylglycerols Jpn J. Cancer. Res. 91 2000 1073 1083
18. S. Hanashima, Y. Mizushina, T. Yamazaki, K. Ohta, S. Takahashi, and H. Koshino Structural determination of sulfoquinovosyldiacylglycerol by chiral syntheses Tetrahedron Lett. 41 2000 4403 4407
19. K. Ohta, S. Hanashima, Y. Mizushina, T. Yamazaki, M. Saneyoshi, and F. Sugawara Studies on a novel DNA polymerase inhibitor group, synthetic sulfoquinovosylacylglycerols: inhibitory action on cell proliferation Mutat. Res. 467 2000 139 152
20. S. Hanashima, Y. Mizushina, T. Yamazaki, K. Ohta, S. Takahashi, and H. Sahara Synthesis of sulfoquinovosylacylglycerols, inhibitors of eukaryotic DNA polymerase α and β Bioorg. Med. Chem. 9 2001 367 376
21. C. Murakami, T. Yamazaki, S. Hanashima, S. Takahashi, K. Ohta, and H. Yoshida Structure-activity relationship of synthetic sulfoquinovosylacylglycerols as a mammalian DNA polymerases inhibitor and apoptosis inducer Arch. Biochem. Biophys. 403 2002 229 236
22. H. Sahara, S. Hanashima, T. Yamazaki, S. Takahashi, F. Sugawara, and S. Ohtani Anti-tumor effect of chemically synthesized sulfolipids based on sea urchin's natural sulfonoquinovosylmonoacylglycerols Jpn J. Cancer. Res. 93 2002 85 92
23. C. Murakami, M. Takemura, Y. Sugiyama, S. Kamisuki, H. Asahara, and M. Kawasaki Vitamin A-related compounds, all-trans retinal and retinoic acids, selectively inhibit activities of mammalian replicative DNA polymerases Biochim. Biophys. Acta 1574 2002 85 92
24. Y. Mizushina, A. Matsukage, and K. Sakaguchi The biochemical inhibition mode of bredinin-5′-monophosphate on DNA polymerase β Biochim. Biophys. Acta 1403 1998 5 11
25. Y. Mizushina, N. Takahashi, A. Ogawa, K. Tsurugaya, H. Koshino, and M. Takemura The cyanogenic glucoside, prunasin (d-mandelonitrile-β-d-glucose), is a novel inhibitor of DNA polymerase β J. Biochem. (Tokyo) 126 1999 430 436
26. H. Sahara, M. Ishikawa, N. Takahashi, S. Ohtani, N. Sato, and S. Gasa Anti-tumor effect of chemically synthesized sulfolipids based on sea urchin's natural sulfonoquinovosylmonoacylglycerols Br. J. Cancer 75 1997 324 332
27. C. Murakami, T. Kumagai, T. Hada, U. Kanekazu, S. Nakazawa, and S. Kamisuki Effect of glycolipids from spinach on mammalian DNA polymerases Biochem. Pharmacol. 65 2003 259 267
28. H. Yoshida, and J.C. Alexander Enzymatic hydrolysis of fractionated products from oils thermally oxidized in the laboratory Lipids 18 1983 402 407
29. K. Tamai, K. Kojima, T. Hanaichi, S. Masaki, M. Suzuki, and H. Umekawa Structural study of immunoaffinity-purified DNA polymerase α-DNA primase complex from calf thymus Biochim. Biophys. Acta 950 1988 263 273
30. T. Date, M. Yamaguchi, F. Hirose, Y. Nishimoto, K. Tanihara, and A. Matsukage Expression of active rat DNA polymerase β in Escherichia coli Biochemistry 27 1988 2983 2990
31. T. Mosmann Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays J. Immunol. Methods 65 1983 55 63
32. H.S. Greene A spontaneous melanoma in the hamster with a propensity for amelanotic alteration and sarcomatous transformation during transplantation Cancer Res. 18 1958 422 425
33. Y. Matsumoto, H. Sahara, T. Fujita, S. Hanashima, T. Yamazaki, and S. Takahashi A novel immunosuppressive agent, SQDG, derived from sea urchin Transplant. Proc. 32 2000 2051 2053
34. Y. Matsumoto, H. Sahara, T. Fujita, K. Shimozawa, M. Takenouchi, and T. Torigoe An immunosuppressive effect by synthetic sulfonolipids deduced from sulfonoquinovosyl diacylglycerols of sea urchin Transplantation 74 2000 261 267