2′-deoxyguanosine (DG) oxidation and strand-break formation in DNA by the radicals released in the photolysis of N-tert-butoxy-2-pyridone. Are tert-butoxyl or methyl radicals responsible for the photooxidative damage in aqueous media?

Organic Letters

Volumn 4, Issue 2, 2002, Pages 225-228

  Adam, Waldemar ^a   Marquardt, Stefan ^a   Kemmer, Diana ^a   Saha Mǒller, Chantu R ^a   Schreier, Peter ^a  

^a UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ALKOXY RADICAL; DEOXYGUANOSINE; DRUG DERIVATIVE; FREE RADICAL; METHANE; METHYL RADICAL; N TERT BUTOXY 2 PYRIDONE; N-TERT-BUTOXY-2-PYRIDONE; PYRIDONE DERIVATIVE;

ARTICLE; CHEMISTRY; DNA DAMAGE; DRUG EFFECT; METABOLISM; OXIDATION REDUCTION REACTION; PHOTOLYSIS; RADIATION EXPOSURE;

ALCOHOLS; DEOXYGUANOSINE; DNA DAMAGE; FREE RADICALS; METHANE; OXIDATION-REDUCTION; PHOTOLYSIS; PYRIDONES;

EID: 0037165403     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol016955j     Document Type: Article

References (22)

1. Sies, H., Ed. Oxidative Stress, Oxidants and Antioxidants; Academic Press: New York, 1991.
2. Halliwell, B.; Gutteridge, J. M. C. Free Radicals in Biology and Medicine; Oxford University Press: Oxford, 1989.
3. Harman, D. J. Gerontol. 1985, 11, 298-300.
4. Adam, W.; Grimm, G. N.; Saha-Möller, C. R.; Dall'Acqua, F.; Miolo, G.; Vedaldi, D. Chem. Res. Toxicol. 1998, 11, 1089-1097.
5. Mahler, H. C.; Schulz, I.; Adam, W.; Grimm, G. N.; Saha-Möller, C. R.; Epe, B. Mutat. Res. 2001, 461, 289-299.
6. Adam, W.; Grimm, G. N.; Saha-Möller, C. R. Free Radical Biol. Med. 1989, 24, 234-238.
7. Adam, W.; Grimm, G. N.; Marquardt, S.; Saha-Möller, C. R. J. Am. Chem. Soc. 1999, 121, 1179-1185.
8. Adam, W.; Arnold, M. A.; Grimm, G. N.; Saha-Möller, C. R.; Dall'Acqua, F.; Miolo, G.; Vedaldi, D. Photochem. Photobiol. 1998, 68, 511-518.
9. Aveline, B. M.; Kochevar, I. E.; Redmond, R. W. J. Am. Chem. Soc. 1996, 118, 10124-10133.
10. Adam, W.; Marquardt, S.; Saha-Möller, C. R. Photochem. Photobiol. 1999, 70, 287-291.
11. Janzen, E. G.; Krygsman, P. H.; Lindsay, D. A.; Haire, D. L. J. Am. Chem. Soc. 1990, 112, 8279-8284.
12. Janzen, E. G.; Liu, J. I.-P. J. Magn. Reson. 1973, 9, 510-512.
13. Bors, W.; Michel, C.; Stettmaier, K. J. Chem. Soc., Perkin Trans. 2 1992, 1513-1517.
14. Erben-Russ, M.; Michel, C.; Bors, W.; Saran, M. J. Phys. Chem. 1987, 91, 2362-2365.
15. Adam, W.; Kurz, A.; Saha-Möller, C. R. Chem. Res. Toxicol. 2000, 13, 1199-1207.
16. Augusto, O. Free Radical Biol. Med. 1993, 15, 329-336.
17. Kwee, J. K.; Armelin, M. S.; Stefani, H. A.; Augusto, O. Chem.-Biol. Interact 1998, 116, 61-77.
18. Hix, S.; Kadiiska, M. B.; Mason, R. P.; Augusto, O. Chem. Res. Topical. 2000, 13, 1056-1064.
19. Kohda, K.; Tsunomoto, H.; Minoura, Y.; Tanabe, K.; Shibutani, S. Chem. Res. Toxicol. 1996, 9, 1278-1284.
20. Schuchmann, H.-P.; von Sonntag, C. Z. Naturforsch. 1984, 39b, 217-221.
21. Korcek, S.; Chenier, J. H. B.; Howard, J. A.; Ingold, K. U. Can. J. Chem. 1972, 50, 2285-2297.
22. Malatesta, V.; Scaiano, J. C. J. Org. Chem. 1982, 47, 1455-1459.