Chiral spin traps. The spin trapping chemistry of 5-methyl-5-phenylpyrroline- N-oxide (MPPO)

Journal of Magnetic Resonance - Series B

Volumn 111, Issue 3, 1996, Pages 254-261

  Janzen, Edward G ^a,b   Sankuratri, Nagaraju ^a   Kotake, Yashige ^a  

^a OKLAHOMA MEDICAL RESEARCH FOUNDATION   (United States)

^b UNIVERSITY OF GUELPH   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

5,5 DIMETHYL 1 PYRROLINE 1 OXIDE; 5,5-DIMETHYL-1-PYRROLINE-1-OXIDE; AMINE OXIDE; FREE RADICAL; REACTIVE OXYGEN METABOLITE;

ARTICLE; ARTIFACT; CHEMISTRY; ELECTRON SPIN RESONANCE; HUMAN; SPIN LABELING; SPIN TRAPPING; STRUCTURE ACTIVITY RELATION;

ARTIFACTS; CYCLIC N-OXIDES; ELECTRON SPIN RESONANCE SPECTROSCOPY; FREE RADICALS; HUMANS; REACTIVE OXYGEN SPECIES; SPIN LABELS; SPIN TRAPPING; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0030162649     PISSN: 10641866     EISSN: None     Source Type: Journal    
DOI: 10.1006/jmrb.1996.0091     Document Type: Article

References (44)

1. M. Iwamura and N. Inamoto, Bull. Chem. Soc. Jpn. 40, 702-703 (1967).
2. E. G. Janzen and J. I.-P. Liu, J. Magn. Reson. 9, 510-512 (1973).
3. J. R. Harbour, V. Chow, and J. R. Bolton, Can. J. Chem. 52, 3549-3553 (1974).
4. G. R. Buettner, L. W. Oberley, and S. W. H. C. Leuthauser, Photochem. Photobiol. 28, 693-695 (1978).
5. E. G. Janzen and C. A. Evans, J. Am. Chem. Soc. 95, 8205-8206 (1973).
6. M. J. Davies, Biochim. Biophys. Acta 964, 28-35 (1988).
7. D. L. Haire, Y. Kotake, and E. G. Janzen, Can. J. Chem. 66, 1901-1911 (1988).
8. Y. Maeda and K. U. Ingold, J. Am. Chem. Soc. 101, 4975-4981 (1979).
9. P. O. Josephy, D. Rehorek, and E. G. Janzen, Tetrahedron Lett. 25, 1685-1688 (1984).
10. E. G. Janzen, and D. L. Haire, "Two Decades of Spin Trapping," Advances in Free Radical Chemistry (D. D. Tanner, Ed.), Chap. 6, pp. 253-295, JAI Press, Greenwich, Connecticut, 1990.
11. M. J. Turner and G. M. Rosen, J. Med. Chem. 29, 2439-2444 (1986);
12. see also E. G. Janzen, M. S. West, Y. Kotake, and C. M. DuBose, Biochem. Biophys. Methods, in press.
13. E. G. Janzen, R. V. Shetty, and S. M. Kunanec, Can. J. Chem. 59, 756-758 (1981).
14. G. M. Rosen and M. J. Turner, J. Med. Chem. 31, 428-432 (1988).
15. D. L. Haire and E. G. Janzen, Can. J. Chem. 60, 1514-1522 (1982).
16. Y. Zhang and G. Xu, J. Chem. Soc. Chem. Commun. 1629-1630 (1988).
17. P. J. Barker, A. L. J. Beckwith, W. R. Cherry, and R. E. Huie, J. Chem. Soc. Perkin Trans. 2, 1147-1150 (1985).
18. A. Dehnel, D. Griller, and J. M. Kanabus-Kaminska, J. Org. Chem. 53, 1566-1567 (1988).
19. P. Arya, J. C. Stephens, D. Griller, S. Pou, C. L. Ramos, W. S. Pou, and G. M. Rosen, J. Org. Chem. 57, 2297-2301 (1992).
20. E. G. Janzen, C. A. Evans, and J. I-P. Liu, J. Magn. Reson. 9, 513-516 (1973).
21. E. G. Janzen, Y.-K. Zhang, J. Magn. Reson. B 101, 91-93 (1993).
22. E. G. Janzen, Y.-K. Zhang, and M. Arimura, J. Org. Chem. 60, 5434-5440 (1995).
23. D. Barasch, M. C. Krishna, A. Russo, J. Katzhendler, and A. Samuni, J. Am. Chem. Soc. 116, 7319-7324 (1994).
24. E. G. Janzen, Y.-K. Zhang, and D. L. Haire, J. Am. Chem. Soc. 116, 3738-3743 (1994).
25. E. G. Janzen, Y.-K. Zhang, and M. Arimura, Chem. Lett. 497-500 (1993).
26. E. G. Janzen and Y.-K. Zhang, J. Org. Chem. 60, 5441-5445 (1995).
27. C. Frejaville, H. Karoui, B. Tuccio, F. le Moigne, M. Culcasi, S. Pietri, R. Leuricella, and P. J. Tordo, Chem. Soc. Chem. Commun. 1793-1794 (1994).
28. R. Konaka, Magn. Reson. Med. 6, 122-125 (1995).
29. R. Sato, K. Ito, M. Takeishi, R. Nieva, R. Konaka, and H. Kamada, Magn. Reson. Med. 6, 132-134 (1995).
30. D. L. Haire, U. M. Oehler, H. D. Goldman, R. L. Dudley, and E. G. Janzen, Can. J. Chem. 66, 2395-2402 (1988).
31. Y.-K. Zhang, D.-H. Lu, and G.-Z. Xu, Z. Naturforsch. B 45, 1075-1083 (1990).
32. J. C. Matasyoh, P. Schuler, H. B. Stegmann, J. L. Poyer, M. West, and E. G. Janzen, Magn. Reson. Chem., in press.
33. T. D. Lee and J. F.W. Keana, J. Org. Chem. 43, 4226-4231 (1978).
34. J. F. W. Keana, S. E. Seyedreza, and G. Gaugham, J. Org. Chem. 48, 2644-2647 (1983).
35. J. F. W. Keana, J. Cuomo, L. Lex, and S. E. Seyedrezai, J. Org. Chem. 48, 2467-2654 (1983).
36. Y.-K. Zhang and G.-Z. Xu, Magn. Reson. Chem. 27, 846-851 (1989).
37. Y.-K. Zhang and G.-Z. Xu, J. Chem. Res. (S), 104-105 (1990).
38. R. Konaka, M. Kawai, H. Noda, M. Kohno, and R. Niwa, Free Rad. Res. 23, 15-25 (1995).
39. Y.-K. Zhang, D.-H. Lu, and G.-Z. Xu, J. Chem. Soc. Perkin Trans. 2, 1855-1860 (1991).
40. U. M. Oehler and E. G. Janzen, Can. J. Chem. 60, 1542-1548 (1982).
41. E. G. Janzen and C. A. Evans, J. Am. Chem. Soc. 97, 205-206 (1975).
42. E. G. Janzen, Y.-K. Zhang, and D. L. Haire, Magn. Reson. Chem. 32, 711-720 (1994).
43. E. G. Janzen, C. A. Evans, and Y. Nishi, J. Am. Chem. Soc. 94, 8236-8238 (1972).
44. R. A. Floyd and L. M. Soong, Biochem. Biophys. Res. Commun. 74, 79-84 (1977).