DNA damage induced by m-phenylenediamine and its derivative in the presence of copper ion

被引:11
作者
Chen, F
Murata, M
Hiraku, Y
Yamashita, N
Oikawa, S
Kawanishi, S [1 ]
机构
[1] Mie Univ, Sch Med, Dept Hyg, Tsu, Mie 5148507, Japan
[2] Kyoto Univ, Grad Sch Med, Dept Publ Hlth, Kyoto 6068501, Japan
关键词
4-methoxy-m-phenylenediamine; m-phenylenediamine; DNA damage; copper; H2O2; SOD;
D O I
10.1080/10715769800300231
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
To clarify the mechanism of carcinogenesis by hair dyes, we compared the extent of DNA damage induced by mutagenic m-phenylenediamine and 4-methoxy-m-phenylenediamine, using P-32-5'-end-labeled DNA fragments obtained from the human c-Ha-ras-1 protooncogene and the p53 tumor suppressor gene. Carcinogenic 4-methoxy-m-phenylenediamine caused DNA damage at thymine and cytosine residues in the presence of Cu(II). Catalase and bathocuproine, a Cu(I)-specific chelator, inhibited 4-methoxy-m-phenylenediamine-induced DNA damage, suggesting the involvement of H2O2 and Cu(I). Superoxide dismutase (SOD) enhanced the DNA damage. Formation of 8-hydroxy-2-2'-deoxyguanosine (8-OH-dG) was induced by 4-methoxy-m-phenylenediamine in the presence of Cu(II). UV-visible spectroscopic studies have shown that Cu(II) mediated autoxidation of 4-methoxy-m-phenylenediamine and SOD accelerated the autoxidation. On the other hand, non-carcinogenic m-phenylenediamine did not cause clear DNA damage and significant autoxidation even in the presence of Cu(II). These results suggest that carcinogenicity of m-phenylenediamines is associated with ability to cause oxidative DNA damage rather than bacterial mutagenicity.
引用
收藏
页码:197 / 205
页数:9
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