EPR study on stable magnesium complexes of the phenoxyl radicals derived from a vitamin E model and its deuterated derivatives

Bulletin of the Chemical Society of Japan

Volumn 77, Issue 9, 2004, Pages 1741-1744

  Nakanishi, Ikuo ^a,b   Matsumoto, Shigenobu ^c   Ohkubo, Kei ^b   Fukuhara, Kiyoshi ^d   Okuda, Haruhiro ^d   Inami, Keiko ^e   Mochizuki, Masataka ^e   Ozawa, Toshihiko ^a   Itoh, Shinobu ^f   Fukuzumi, Shunichi ^b   Ikota, Nobuo ^a  

^a NATIONAL INSTITUTE OF RADIOLOGICAL SCIENCES   (Japan)

^b OSAKA UNIVERSITY   (Japan)

^c TOKYO METROPOLITAN INSTITUTE OF GERONTOLOGY   (Japan)

^d NATIONAL INSTITUTE OF HEALTH SCIENCES   (Japan)

^e KEIO UNIVERSITY   (Japan)

^f Osaka Prefecture University   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; COMPUTER SIMULATION; MAGNESIUM COMPOUNDS; MATHEMATICAL MODELS; PARAMAGNETIC RESONANCE; VITAMINS;

DEUTERATED ISOTOPOMERS; SPIN DENSITY; VITAMIN E MODEL;

PHENOXY RESINS;

2,2 BIS(4 TERT OCTYLPHENYL) 1 PICRYLHYDRAZYL; 6 HYDROXY 2,2,5,7,8 PENTAMETHYLCHROMAN; ACETONITRILE; ALPHA TOCOPHEROL; BENZENE DERIVATIVE; FREE RADICAL; MAGNESIUM DERIVATIVE; PHENOL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODEL; CHEMICAL STRUCTURE; COMPLEX FORMATION; ELECTRON SPIN RESONANCE; RADICAL REACTION; STIMULATION;

EID: 4944256176     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.77.1741     Document Type: Article

References (35)

1. L. J. Machlin, "Handbook of Vitamins, Second Edition, Revised and Expanded," ed by L. J. Machlin, Marcel Dekker, New York (1991), pp. 99-144.
2. C. K. Chow, Free Radical Biol. Med., 11, 215 (1991).
3. G. W. Burton and K. U. Ingold, Acc. Chem. Res., 19, 194 (1986).
4. S. V. Jovanovic, S. Steenken, M. Tosic, B. Marjanovic, and M. G. Simic, J. Am. Chem. Soc., 116, 4846 (1994).
5. V. W. Bowry and K. U. Ingold, J. Org. Chem., 60, 5456 (1995).
6. C. Suarna, D. C. Craig, K. J. Cross, and P. T. Southwell-Keely, J. Org. Chem., 53, 1281 (1988).
7. M. Matsuo, S. Matsumoto, and T. Ozawa, Org. Magn. Reson., 21, 261 (1983).
8. T. Doba, G. W. Burton, and K. U. Ingold, J. Am. Chem. Soc., 105, 6505 (1983).
9. G. W. Burton, T. Doba, E. Gaba, L. Hughes, F. L. Lree, L. Prasad, and K. U. Ingold, J. Am. Chem. Soc., 107, 7053 (1985).
10. S. Urano, S. Yamanoi, Y. Hattori, and M. Matsuo, Lipids, 12, 105 (1977).
11. W. A. Skinner and P. Alaupovic, J. Org. Chem., 28, 2854 (1963).
12. H. Meerwein, Angew. Chem., 67, 374 (1955).
13. K. Dimroth, W. Umbach, and H. Thomas, Chem. Ber., 100, 132 (1967).
14. P. D. Boyer, J. Am. Chem. Soc., 73, 733 (1951).
15. W. Dürckheimer and L. A. Cohen, J. Am. Chem. Soc., 86, 4388 (1964).
16. C. Martius and H. Eilingsfeld, Liebigs Ann. Chem., 607, 159 (1957).
17. W. A. Skinner and R. M. Parkhurst, J. Org. Chem., 31, 1248 (1966).
18. J. L. G. Nilsson, J. O. Branstad, and H. Sievertsson, Acta Pharm. Suec., 5, 509 (1968).
19. D. R. Nelan and C. D. Robeson, J. Am. Chem. Soc., 84, 2963 (1962).
20. M. Fujimaki, K. Kanamaru, T. Kurata, and O. Igarashi, Agric. Biol. Chem., 34, 1781 (1970).
21. V. L. Frampton, W. A. Skinner, P. Cambour, and P. S. Bailey, J. Am. Chem. Soc., 82, 4632 (1960).
22. F. M. Dean, K. B. Hindley, L. E. Houghton, and M. L. Robinson, J. Chem. Soc., Perkin Trans. 1, 1976, 600.
23. Y. Nagata, C. Miyamoto, Y. Matsushima, and S. Matsumoto, Chem. Pharm. Bull., 47, 923 (1999).
24. I. Nakanishi, K. Fukuhara, T. Shimada, K. Ohkubo, Y. Iizuka, K. Inami, M. Mochizuki, S. Urano, S. Itoh, N. Miyata, and S. Fukuzumi, J. Chem. Soc., Perkin Trans. 2, 2002, 1520.
25. J. E. Wertz and J. R. Bolton, "Electron Spin Resonance Elementary Theory and Practical Applications," McGraw-Hill, New York (1972).
26. S. Fukuzumi, Y. Tokuda, T. Kitano, T. Okamoto, and J. Otera, J. Am. Chem. Soc., 115, 8960 (1993).
27. I. Nakanishi, S. Itoh, and S. Fukuzumi, Chem. - Eur. J., 5, 2810 (1999).
28. S. Fukuzumi, O. Inada, and T. Suenobu, J. Am. Chem. Soc., 124, 14538 (2002).
29. S. Fukuzumi, O. Inada, and T. Suenobu, J. Am. Chem. Soc., 125, 4808 (2003).
30. T. Ozawa, A. Hanaki, S. Matsumoto, and M. Matsuo, Biochim. Biophys. Acta, 531, 72 (1978).
31. K. Mukai, Y. Watanabe, and K. Ishizu, Bull. Chem. Soc. Jpn., 59, 2899 (1986).
32. K. Mukai, N. Tsuzuki, K. Ishizu, S. Ouchi, and K. Fukuzawa, Chem. Phys. Lipids, 29, 129 (1981).
33. J. Tsuchiya, E. Niki, and Y. Kamiya, Bull. Chem. Soc. Jpn., 56, 229 (1983).
34. S. Itoh, H. Kumei, S. Nagatomo, T. Kitagawa, and S. Fukuzumi, J. Am. Chem. Soc., 123, 2165 (2001).
35. M. Lucarini, V. Mugnaini, G. F. Pedulli, and M. Guerra, J. Am. Chem. Soc., 125, 8318 (2003).