Metal-mediated oxidative DNA damage induced by methylene blue

Biochimica et Biophysica Acta - General Subjects

Volumn 1840, Issue 9, 2014, Pages 2776-2782

  Hiraku, Yusuke ^a   Goto, Hiroyuki ^a   Kohno, Masaki ^a   Kawanishi, Shosuke ^b   Murata, Mariko ^a  

^a MIE UNIVERSITY   (Japan)

^b SUZUKA UNIVERSITY OF MEDICAL SCIENCE   (Japan)

Author keywords

Carcinogenesis; DNA damage; Metal ion; Methylene blue; NADH; Reactive oxygen species

Indexed keywords

CATALASE; DNA; METHYLENE BLUE; SUPEROXIDE DISMUTASE;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL CARCINOGENESIS; CONTROLLED STUDY; DNA CLEAVAGE; DNA DAMAGE; DNA FRAGMENTATION; DNA REPLICATION; ELECTROCHEMICAL DETECTION; ENZYME SPECIFICITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NONHUMAN; OXIDATION REDUCTION REACTION; PRIORITY JOURNAL; ULTRAVIOLET SPECTROPHOTOMETRY;

CARCINOGENESIS; DNA DAMAGE; METAL ION; METHYLENE BLUE; NADH; REACTIVE OXYGEN SPECIES;

COPPER; DNA DAMAGE; HUMANS; HYDROGEN PEROXIDE; IRON; METHYLENE BLUE; OXIDATION-REDUCTION; PHENANTHROLINES;

EID: 84903639224     PISSN: 03044165     EISSN: 18728006     Source Type: Journal    
DOI: 10.1016/j.bbagen.2014.04.020     Document Type: Article

References (44)

1. R.O. Wright, W.J. Lewander, and A.D. Woolf Methemoglobinemia: etiology, pharmacology, and clinical management Ann. Emerg. Med. 34 1999 646 656 (Pubitemid 29510918)
2. M. Areia, P. Amaro, M. Dinis-Ribeiro, M.A. Cipriano, C. Marinho, A. Costa-Pereira, C. Lopes, L. Moreira-Dias, J.M. Romaozinho, H. Gouveia, D. Freitas, and M.C. Leitao External validation of a classification for methylene blue magnification chromoendoscopy in premalignant gastric lesions Gastrointest. Endosc. 67 2008 1011 1018 (Pubitemid 351728107)
3. M. Soni, S. Saha, A. Korant, P. Fritz, B. Chakravarty, S. Sirop, A. Gayar, D. Iddings, and D. Wiese A prospective trial comparing 1% lymphazurin vs 1% methylene blue in sentinel lymph node mapping of gastrointestinal tumors Ann. Surg. Oncol. 16 2009 2224 2230
4. C. Mathelin, S. Croce, D. Brasse, B. Gairard, M. Gharbi, N. Andriamisandratsoa, V. Bekaert, Z. Francis, J.L. Guyonnet, D. Huss, S. Salvador, R. Schaeffer, D. Grucker, C. Marin, and J.P. Bellocq Methylene blue dye, an accurate dye for sentinel lymph node identification in early breast cancer Anticancer Res. 29 2009 4119 4125
5. M. Wagner, E.R. Suarez, T.R. Theodoro, C.D. Machado Filho, M.F. Gama, J.P. Tardivo, F.M. Paschoal, and M.A. Pinhal Methylene blue photodynamic therapy in malignant melanoma decreases expression of proliferating cell nuclear antigen and heparanases Clin. Exp. Dermatol. 37 2012 527 533
6. H. Koelzow, J.A. Gedney, J. Baumann, N.J. Snook, and M.C. Bellamy The effect of methylene blue on the hemodynamic changes during ischemia reperfusion injury in orthotopic liver transplantation Anesth. Analg. 94 2002 824 829 (Pubitemid 34263722)
7. B. Coulibaly, A. Zoungrana, F.P. Mockenhaupt, R.H. Schirmer, C. Klose, U. Mansmann, P.E. Meissner, and O. Muller Strong gametocytocidal effect of methylene blue-based combination therapy against falciparum malaria: a randomised controlled trial PLoS ONE 4 2009 e5318
8. H.C. DeFedericis, H.B. Patrzyc, M.J. Rajecki, E.E. Budzinski, H. Iijima, J.B. Dawidzik, M.S. Evans, K.F. Greene, and H.C. Box Singlet oxygen-induced DNA damage Radiat. Res. 165 2006 445 451
9. T. Friedmann, and D.M. Brown Base-specific reactions useful for DNA sequencing: methylene blue-sensitized photooxidation of guanine and osmium tetraoxide modification of thymine Nucleic Acids Res. 5 1978 615 622 (Pubitemid 8279060)
10. C. Maria Berra, C.S. de Oliveira, C.C. Machado Garcia, C.R. Reily Rocha, L. Koch Lerner, L.C. de Andrade Lima, M. da Silva Baptista, and C.F. Martins Menck Nucleotide excision repair activity on DNA damage induced by photoactivated methylene blue Free Radic. Biol. Med. 61C 2013 343 356
11. J.R. Olliver, C.P. Wild, P. Sahay, S. Dexter, and L.J. Hardie Chromoendoscopy with methylene blue and associated DNA damage in Barrett's oesophagus Lancet 362 2003 373 374 (Pubitemid 36945061)
12. NTP NTP toxicology and carcinogenesis studies of methylene blue trihydrate (CAS no. 7220-79-3) in F344/N rats and B6C3F1 mice (gavage studies) Natl. Toxicol. Program Tech. Rep. Ser. 2008 1 224
13. S.S. Auerbach, D.W. Bristol, J.C. Peckham, G.S. Travlos, C.D. Hebert, and R.S. Chhabra Toxicity and carcinogenicity studies of methylene blue trihydrate in F344N rats and B6C3F1 mice Food Chem. Toxicol. 48 2010 169 177
14. J.M. May, Z.C. Qu, and C.E. Cobb Reduction and uptake of methylene blue by human erythrocytes Am. J. Physiol. Cell Physiol. 286 2004 C1390 C1398
15. S. Kawanishi, Y. Hiraku, M. Murata, and S. Oikawa The role of metals in site-specific DNA damage with reference to carcinogenesis Free Radic. Biol. Med. 32 2002 822 832 (Pubitemid 34439253)
16. S. Kawanishi, and Y. Hiraku Oxidative and nitrative DNA damage as biomarker for carcinogenesis with special reference to inflammation Antioxid. Redox Signal. 8 2006 1047 1058 (Pubitemid 44036521)
17. S. Shibutani, M. Takeshita, and A.P. Grollman Insertion of specific bases during DNA synthesis past the oxidation-damaged base 8-oxodG Nature 349 1991 431 434 (Pubitemid 21926107)
18. S.S. David, V.L. O'Shea, and S. Kundu Base-excision repair of oxidative DNA damage Nature 447 2007 941 950 (Pubitemid 46975761)
19. P. Chumakov, EMBL Data Library, (1990) Accession Number X54156.
20. N. Yamashita, M. Murata, S. Inoue, Y. Hiraku, T. Yoshinaga, and S. Kawanishi Superoxide formation and DNA damage induced by a fragrant furanone in the presence of copper(II) Mutat. Res. 397 1998 191 201 (Pubitemid 28156710)
21. S. Kawanishi, and K. Yamamoto Mechanism of site-specific DNA damage induced by methylhydrazines in the presence of copper(II) or manganese(III) Biochemistry 30 1991 3069 3075
22. K. Yamamoto, and S. Kawanishi Site-specific DNA damage induced by hydrazine in the presence of manganese and copper ions. The role of hydroxyl radical and hydrogen atom J. Biol. Chem. 266 1991 1509 1515 (Pubitemid 21908332)
23. D.J. Capon, E.Y. Chen, A.D. Levinson, P.H. Seeburg, and D.V. Goeddel Complete nucleotide sequences of the T24 human bladder carcinoma oncogene and its normal homologue Nature 302 1983 33 37 (Pubitemid 13138471)
24. K. Ito, Y. Hiraku, and S. Kawanishi Photosensitized DNA damage induced by NADH: site specificity and mechanism Free Radic. Res. 41 2007 461 468 (Pubitemid 46470944)
25. M.H. David-Cordonnier, J. Laval, and P. O'Neill Clustered DNA damage, influence on damage excision by XRS5 nuclear extracts and Escherichia coli Nth and Fpg proteins J. Biol. Chem. 275 2000 11865 11873 (Pubitemid 30237755)
26. A.M. Maxam, and W. Gilbert Sequencing end-labeled DNA with base-specific chemical cleavages Methods Enzymol. 65 1980 499 560
27. H. Kasai, P.F. Crain, Y. Kuchino, S. Nishimura, A. Ootsuyama, and H. Tanooka Formation of 8-hydroxyguanine moiety in cellular DNA by agents producing oxygen radicals and evidence for its repair Carcinogenesis 7 1986 1849 1851
28. K. Ito, S. Inoue, K. Yamamoto, and S. Kawanishi 8-Hydroxydeoxyguanosine formation at the 5′ site of 5′-GG-3′ sequences in double-stranded DNA by UV radiation with riboflavin J. Biol. Chem. 268 1993 13221 13227 (Pubitemid 23307740)
29. H. Mizutani, Y. Hiraku, S. Tada-Oikawa, M. Murata, K. Ikemura, T. Iwamoto, Y. Kagawa, M. Okuda, and S. Kawanishi Romidepsin (FK228), a potent histone deacetylase inhibitor, induces apoptosis through the generation of hydrogen peroxide Cancer Sci. 101 2010 2214 2219
30. J.B. Sampson, and J.S. Beckman Hydrogen peroxide damages the zinc-binding site of zinc-deficient Cu, Zn superoxide dismutase Arch. Biochem. Biophys. 392 2001 8 13 (Pubitemid 32721608)
31. S. Ohnishi, and S. Kawanishi Double base lesions of DNA by a metabolite of carcinogenic benzo[a]pyrene Biochem. Biophys. Res. Commun. 290 2002 778 782 (Pubitemid 34687509)
32. S. Kawanishi, S. Inoue, and S. Sano Mechanism of DNA cleavage induced by sodium chromate(VI) in the presence of hydrogen peroxide J. Biol. Chem. 261 1986 5952 5958 (Pubitemid 17207430)
33. D.W. Celander, and T.R. Cech Iron(II)-ethylenediaminetetraacetic acid catalyzed cleavage of RNA and DNA oligonucleotides: similar reactivity toward single- and double-stranded forms Biochemistry 29 1990 1355 1361 (Pubitemid 20063360)
34. D.M. Leach, N.J. Zacal, and A.J. Rainbow Host cell reactivation of gene expression for an adenovirus-encoded reporter gene reflects the repair of UVC-induced cyclobutane pyrimidine dimers and methylene blue plus visible light-induced 8-oxoguanine Mutagenesis 28 2013 507 513
35. Y. Hiraku, K. Ito, K. Hirakawa, and S. Kawanishi Photosensitized DNA damage and its protection via a novel mechanism Photochem. Photobiol. 83 2007 205 212 (Pubitemid 46697241)
36. S. Oikawa, and S. Kawanishi Site-specific DNA damage induced by NADH in the presence of copper(II): role of active oxygen species Biochemistry 35 1996 4584 4590 (Pubitemid 26113520)
37. M.J. Burkitt Copper-DNA adducts Methods Enzymol. 234 1994 66 79 (Pubitemid 24330279)
38. S.M. Chiu, L.Y. Xue, L.R. Friedman, and N.L. Oleinick Differential dependence on chromatin structure for copper and iron ion induction of DNA double-strand breaks Biochemistry 34 1995 2653 2661
39. Y. Li, and M.A. Trush Reactive oxygen-dependent DNA damage resulting from the oxidation of phenolic compounds by a copper-redox cycle mechanism Cancer Res. 54 1994 1895s 1898s (Pubitemid 24132141)
40. R.G. Stevens, D.Y. Jones, M.S. Micozzi, and P.R. Taylor Body iron stores and the risk of cancer N. Engl. J. Med. 319 1988 1047 1052
41. T. Tanaka, Y. Iwasa, S. Kondo, H. Hiai, and S. Toyokuni High incidence of allelic loss on chromosome 5 and inactivation of p15INK4B and p16INK4A tumor suppressor genes in oxystress-induced renal cell carcinoma of rats Oncogene 18 1999 3793 3797 (Pubitemid 29338514)
42. E. Kukielka, and A.I. Cederbaum Ferritin stimulation of hydroxyl radical production by rat liver nuclei Arch. Biochem. Biophys. 308 1994 70 77 (Pubitemid 24172605)
43. W.J. Malaisse, J.C. Hutton, S. Kawazu, A. Herchuelz, I. Valverde, and A. Sener The stimulus-secretion coupling of glucose-induced insulin release. XXXV. The links between metabolic and cationic events Diabetologia 16 1979 331 341 (Pubitemid 9200511)
44. R.G. Sturmey, C.P. Wild, and L.J. Hardie Removal of red light minimizes methylene blue-stimulated DNA damage in oesophageal cells: implications for chromoendoscopy Mutagenesis 24 2009 253 258