DNA strand break induction and enhanced cytotoxicity of propyl gallate in the presence of copper(II)

Free Radical Biology and Medicine

Volumn 24, Issue 6, 1998, Pages 972-978

  Jacobi, Heike ^a   Eicke, Britta ^a   Witte, Irene ^a  

^a UNIVERSITY OF OLDENBURG   (Germany)

Author keywords

Copper; Cytotoxicity; DNA strand breaks; Free radical; Genotoxicity; Human fibroblasts; Propyl gallate

Indexed keywords

2,9 DIMETHYL 1,10 PHENANTHROLINE; ANTIOXIDANT; COPPER ION; CUPRIC CHLORIDE; DNA; FREE RADICAL; GALLIC ACID PROPYL ESTER; HYDROGEN PEROXIDE; OXIDIZING AGENT; REACTIVE OXYGEN METABOLITE;

ARTICLE; CELL VIABILITY; CONTROLLED STUDY; CYTOTOXICITY; DNA STRAND BREAKAGE; FIBROBLAST; FLUOROMETRY; GENOTOXICITY; GROWTH INHIBITION; HUMAN; HUMAN CELL; OXIDATION REDUCTION REACTION; PRIORITY JOURNAL;

EID: 0032054199     PISSN: 08915849     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0891-5849(97)00400-0     Document Type: Article

References (32)

1. Wu T.-W., Fung K.-P., Zeng L.-H., Wu J., Nakamura H. Propyl gallate as a hepatoprotector in vitro and in vivo. Biochem. Pharmacol. 48:1994;419-422.
2. Nakagawa Y., Tayama S. Cytotoxicity of propyl gallate and related compounds in rat hepatocytes. Arch. Toxicol. 69:1995;20-208.
3. Witte I., Juhl U., Butte W. DNA-damaging properties and cytotoxicity in human fibroblasts of tetrachlorohydroquinone, a pentachlorophenol metabolite. Mutat. Res. 145:1985;71-75.
4. Li Y., Trush M. A. Oxidation of hydroquinone by copper Chemical mechanism and biological effects . Arch. Biochem. Biophys. 300:1993;346-355.
5. Li Y., Trush M. A. Reactive oxygen-dependent DNA damage resulting from the oxidation of phenolic compounds by a copper-redox cycle mechanism. Cancer Res. 54:1994;1895s-1898s.
6. Zhang L., Bandy B., Davison A. J. Effects of metals, ligands and antioxidants on the reaction of oxygen with 1,2,4-benzenetriol. Free Radic. Biol. Med. 20:1996;495-505.
7. Inoue S., Yamamoto K., Kawanishi S. DNA damage induced by metabolites of o-phenylphenol in the presence of copper(II) ion. Chem. Res. Toxicol. 3:1990;144-149.
8. Shahabuddin R. A., Hadi S. M., Parish J. H., Ainley K. Strand scission in DNA induced by quercetin and Cu(II) role of Cu(I) and oxygen free radicals . Carcinogenesis. 10:1989;1833-1839.
9. Li Y., Trush M. A., Yager J. D. DNA damage caused by reactive oxygen species originating from a copper-dependent oxidation of the 2-hydroxy catechol of estradiol. Carcinogenesis. 15:1994;1421-1427.
10. 2 formation. Carcinogenesis. 13:1992;1497-1502.
11. Li Y., Kuppusamy P., Zweier J. L., Trush M. A. ESR evidence for the generation of reactive oxygen species from the copper-mediated oxidation of the benzene metabolite, hydroquinone Role in DNA damage . Chem. Biol. Interact. 94:1995;101-120.
12. Chevion M. A site-specific mechanism for free radical induced biological damage The essential role of redox-active transition metals . Free Radic. Biol. Med. 5:1988;22-31.
13. Zhang L., Robertson M. L., Kolachana P., Davison A. J., Smith M. T. Benzene metabolite, 1,2,4-benzenetriol, induces micronuclei and oxidative DNA damage in human lymphocytes and HL60 cells. Environ. Mol. Mutagen. 21:1993;339-348.
14. Sato M., Tanaka A., Tsuchiya T., Yamaha T., Nakamura S., Tanaka S. Excretion, distribution and metabolic fate of sodium o-phenylphenate and o-phenylphenol in the rat. J. Food Hyg. Soc. Jpn. 29:1988;7-12.
15. Martucci C. P., Fishman J. P450 enzymes of estrogen metabolism. Pharmacol. Ther. 57:1993;237-257.
16. Espejo R. T., Canelo E. A., Sinsheimer R. L. DNA of bacteriophage PM2 A closed circular double stranded molecule . Proc. Natl. Acad. Sci. USA. 63:1969;1164-1168.
17. Buschfort C., Witte I. Induction and mechanism of DNA single- and double strand breaks by tetracycline/Cu(II) in the absence of light. Carcinogenesis. 14:1994;2927-2930.
18. Hartmann A., Wess D., Witte I. Enhanced cyto- and genotoxicity of tetracycline in Wilson disease fibroblasts. Mutat. Res. 348:1995;7-12.
19. Hansen M. B., Nielsen S. E., Berg K. Re-examination and further development of a precise and rapid dye method for measuring cell growth/cell kill. J. Immunol. Methods. 119:1989;203-210.
20. Jacobi H., Krieger G., Witte I. Characterization and applicability of a cytotoxicity assay determining growth inhibition after a 1-hour treatment with xenobiotics in human cell culture. Toxicol. In Vitro. 9:1995;751-756.
21. Doerjer G., Buchholz U., Kreuzer K., Oesch F. Biomonitoring of DNA damage by alkaline filter elution. Int. Arch. Occup. Environ. Health. 60:1988;169-174.
22. Halliwell B., Gutteridge J. M. C. Oxygen toxicity, oxygen radicals, transition metals and disease. Biochem. J. 219:1984;1-14.
23. Yamamoto K., Kawanishi S. Hydroxyl free radical is not the main active species in site-specific DNA damage induced by copper(II) and hydrogen peroxide. J. Biol. Chem. 264:1989;15435-15440.
24. Zimmer C., Luck G., Fritzsche H., Triebel H. DNA-copper(II) complex and the DNA conformation. Biopolymers. 10:1971;441-463.
25. Li Y., Trush M. A. DNA damage resulting from the oxidation of hydroquinone by copper Role for a Cu(II)/Cu(I) redox cycle and reactive oxygen generation . Carcinogenesis. 14:1993;1303-1311.
26. Aruoma O. I., Halliwell B., Gajewski E., Dizdaroglu M. Copper-ion-dependent damage to the bases in DNA in the presence of hydrogen peroxide. Biochem. J. 273:1991;601-604.
27. Samuni A., Aronovitch J., Godinger D., Chevion M., Czapski G. On the cytotoxicity of vitamin C and metal ions A site-specific mechanism . Eur. J. Biochem. 137:1983;119-124.
28. Prütz W. A. Inhibition of DNA-ethidium bromide intercalation due to free radical attack upon DNA. II. Copper(II)-catalysed DNA damage by O2-. Radiat. Environ. Biophys. 23:1984;7-18.
29. Venugopal B., Luckey T. D. Metal toxicity in mammals. 1978;Plenum Press, New York.
30. Freeman B. A., Crapo J. A. Biology of disease; free radicals and tissue injury. Lab. Invest. 47:1982;412-426.
31. Halliwell B., Aruoma O. I. DNA damage by oxygen-derived species. Its mechanism and measurement in mammalian systems. FEBS Letter. 281:1991;9-19.
32. Dizdaroglu M., Rao G., Halliwell B., Gajewski E. Damage to DNA bases in mammalian chromatin by hydrogen peroxide in the presence of ferric and cupric ions. Arch. Biochem. Biophys. 285:1991;317-324.