Theoretical and electrochemical study of the mechanism of anthraquinone-mediated one-electron reduction of oxygen: The involvement of adducts of dioxygen species to anthraquinones

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 2, 1997, Pages 229-236

  Jeziorek, Danuta ^a   Ossowski, Tadeusz ^b   Liwo, Adam ^b   Dyl, Dariusz ^a   Nowacka, Małgorzata ^b   Woźnicki, Wiesław ^a  

^a NICOLAUS COPERNICUS UNIVERSITY   (Poland)

^b UNIVERSITY OF GDA SK   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002801586     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/a605549d     Document Type: Article

References (39)

1. J. W. Lown, Chem. Soc. Rev., 1993, 165.
2. J. W. Lown, in Reactive Oxygen Species in Chemistry, Biology, and Medicine, ed. A. Quintanilha, Plenum Press, New York, 1988, pp. 167-185.
3. J. W. Lown, Anthracycline and anthracenedione-based anticancer drugs, Elsevier, Amsterdam, 1988.
4. J. H. Doroshow and K. J. A. Davies, J. Biol. Chem., 1986, 261, 3068.
5. K. J. A. Davies and J. H. Doroshow, J. Biol. Chem., 1986, 261, 3060.
6. E. G. Mimaugh, M. A. Trush and T. M. Gram, Biochem. Pharmacol., 1981, 30, 2797.
7. J. Tarasiuk, A. Garnier-Suillerot and E. Borowski, Biochem. Pharmacol., 1989, 38, 2285.
8. A. Tempczyk, J. Tarasiuk, T. Ossowski and E. Borowski, Anti-Cancer Drug Design, 1988, 2, 371.
9. J. Tarasiuk, A. Liwo, S. Wojtkowiak, M. Dzieduszycka, A. Tempczyk, A. Garnier-Suillerot, S. Martelli and E. Borowski, Anti-Cancer Drug Design, 1991, 6, 399.
10. D. Jeziorek, D. Dyl, A. Liwo, W. Woźnicki, A. Tempczyk and E. Borowski, Anti-Cancer Drug Design, 1992, 7, 451.
11. D. Jeziorek, D. Dyl, A. Liwo, W. Woźnicki, A. Tempczyk and E. Borowski, Anti-Cancer Drug Design, 1993, 8, 223.
12. D. Jeziorek, D. Dyl, A. Liwo, T. Ossowski and W. Woźnicki, Anti-Cancer Drug Design, 1994, 9, 435.
13. N. R. Bachur, S. R. Gordon and M. V. Gee, Cancer Res., 1978, 38, 1745.
14. E. A. Lissi, M. Encinas, E. Lemp and M. A. Rubio, Chem. Rev., 1993, 93, 699.
15. A. Carmichel, M. M. Mossoba and P. Riesz, FEBS Lett., 1983, 164, 401.
16. J. L. Zweier, J. Biol. Chem., 1983, 259, 6056.
17. L. Gianni, J. L. Zweier, A. Levy and C. E. Myers, J. Biol. Chem., 1985, 260, 6820.
18. M. S. Kharasch and B. S. Joshi, J. Org. Chem., 1957, 22, 1439.
19. M. J. Thomas and C. S. Foote, Photochem. Photobiol., 1978, 27, 683.
20. F. Jensen and C. S. Foote, Photochem. Photobiol., 1987, 46, 325.
21. R. L. Clough, B. G. Yee and C. S. Foote, J. Am Chem. Soc., 1979, 101, 683.
22. P. Dowd, S. W. Ham and S. J. Geib, J. Am. Chem. Soc., 1991, 113, 7734.
23. D. T. Sawyer and E. J. Nanni, in Oxygen and oxy-radicals in chemistry and biology, ed. M. A. J. Rodgers and E. L. Powers, Academic Press, New York, 1982, pp. 15-44.
24. D. J. Schiffrin, in Electrochemistry, ed. D. Pletcher, The Chemical Society, Burlington House, London, 1983, vol. 8, ch. 4.
25. H. Weiss, T. Friedrich, G. Hofhaus and D. Preis, Eur. J. of Biochem., 1991, 197, 563.
26. D. D. Perrin and W. L. F. Armari, Purification of Laboratory Chemicals, Pergamon Press, New York, 1988.
27. J. G. Hanna, in Treatise on Analytical Chemistry, ed. I M Kolthoff and P. J. Elving, Wiley, New York, 1983, Part I, vol. 3., pp. 557-559, and references therein.
28. D. K. Gosser, Jr., Cyclic Voltammetry. Simulation and Analysis of Reaction Mechanisms, VCH Publishers, New York 1993.
29. Z. Galus, Fundamentals of Electrochemical Analysis, Ellis Horwood, New York, PWN, Warsaw, 1994, pp. 294-295.
30. R. L. Audri, A. O. Allen and B. H. Bielski, FEBS Lett., 1981, 135, 265.
31. M. W. Schmidt, K. K. Baldridge, J. A. Boatz, S. T. Elbert, M. S. Gordon, J. J. Jensen, S. Koseki, N. Matsunaga, K. A. Nguyen, S. Su, T. L. Windus, M. Dupuis and J. A. Montgomery, J. Comput. Chem., 1993, 14, 1347.
32. J. Andzelm, in Density Functional Methods in Chemistry, ed. J. K. Labanowski and J. W. Andzelm, Springer, New York, 1993, pp. 155-174.
33. J. J. P. Stewart, J. Comput.-Aided Mol. Design, 1990, 4, 1.
34. J. J. P. Stewart, MOPAC 93.00 Manual. Fujitsu Limited, Tokyo, Japan, 1993.
35. N. E. Heimer, J. T. Swanson and J. J. P. Stewart, QCPE program QCPM 085, modified by Kapsomenos G. QCPE Catalogue, 1991, 23, 41.
36. J. J. Gajewski and K. E. Gilbert, PCMODEL ver. 4.0, Serena Software, Box 3076, Bloomington 1991, Indiana, USA.
37. W. Adam and B. Nestler, J. Am. Chem. Soc., 1993, 115, 5041.
38. K. Fukuhara, Y. Hara and N. Miyata, J. Chem. Soc., Chem. Commun., 1994, 955.
39. A. Klamt and G. Schüürmann, J. Chem. Soc., Perkin Trans. 2, 1993, 799.