Mechanistic variations in the oxidation of Piloty's acid by metal complexes

Inorganic Chemistry

Volumn 43, Issue 24, 2004, Pages 7877-7881

  Wilkins, Patricia C ^a   Jacobs, Hollie K ^a   Johnson, Michael D ^a   Gopalan, Aravamudan S ^a  

^a NEW MEXICO STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACID; BENZENESULFONOHYDROXAMIC ACID; METAL COMPLEX; NITRIC OXIDE; NITRITE; SULFUR DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION KINETICS; COMPLEX FORMATION; OXIDATION KINETICS;

EID: 9444242058     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic049627z     Document Type: Article

References (31)

1. Piloty, O. Ber. Dtsch. Ges. 1896, 29, 1559.
2. (a) Blackburn, M.; Mann, B. E.; Taylor, B. F.; Worrall, A. F. Eur. J. Biochem. 1985, 153, 553.
3. (b) Scozzafava, A.; Supuran, C. T. J. Med. Chem. 2000, 43, 3677.
4. (c) Mincione, F.; Menabuoni, L.; Briganti, F.; Mincione, G.; Scozzafava, A.; Supuran, C. T. J. Enzyme Inhib. 1998, 13, 267.
5. (d) Duffel, M. W.; Ing, I. S.; Segarra, T. M.; Dixon, J. A.; Barfknecht, C. F.; Schoenwald, R. D. J. Med. Chem. 1986, 29, 1488.
6. King, S. B.; Nagasawa, H. T. Chemical approaches toward generation of nitroxyl (HNO). In Methods in Enzymology; Packer, L., Ed.; Academic Press: New York, 1998; pp 211-220. Granik, V. G.; Grigor'ev, N. B. Russ. Chem. Bull. Int. Ed. 2002, 51, 1375. Nagasawa, H. T.; Kawle, S. P.; Elberling, J. A.; DeMaster, E. G.; Fukuto, J. M. J. Med. Chem. 1995, 38, 1865. Fukuto, J. M.; Hszieh, R.; Gulati, P.; Chiang, K. T.; Nagasawa, H. T. Biochem. Biophys. Res. Commun. 1992, 187, 1367. Lee, M. J. C.; Shoeman, D. W.; Goon, D. J. W.; Nagasawa, H. T. Nitric Oxide: Biol. Chem. 2001, 5, 278.
7. King, S. B.; Nagasawa, H. T. Chemical approaches toward generation of nitroxyl (HNO). In Methods in Enzymology; Packer, L., Ed.; Academic Press: New York, 1998; pp 211-220. Granik, V. G.; Grigor'ev, N. B. Russ. Chem. Bull. Int. Ed. 2002, 51, 1375. Nagasawa, H. T.; Kawle, S. P.; Elberling, J. A.; DeMaster, E. G.; Fukuto, J. M. J. Med. Chem. 1995, 38, 1865. Fukuto, J. M.; Hszieh, R.; Gulati, P.; Chiang, K. T.; Nagasawa, H. T. Biochem. Biophys. Res. Commun. 1992, 187, 1367. Lee, M. J. C.; Shoeman, D. W.; Goon, D. J. W.; Nagasawa, H. T. Nitric Oxide: Biol. Chem. 2001, 5, 278.
8. King, S. B.; Nagasawa, H. T. Chemical approaches toward generation of nitroxyl (HNO). In Methods in Enzymology; Packer, L., Ed.; Academic Press: New York, 1998; pp 211-220. Granik, V. G.; Grigor'ev, N. B. Russ. Chem. Bull. Int. Ed. 2002, 51, 1375. Nagasawa, H. T.; Kawle, S. P.; Elberling, J. A.; DeMaster, E. G.; Fukuto, J. M. J. Med. Chem. 1995, 38, 1865. Fukuto, J. M.; Hszieh, R.; Gulati, P.; Chiang, K. T.; Nagasawa, H. T. Biochem. Biophys. Res. Commun. 1992, 187, 1367. Lee, M. J. C.; Shoeman, D. W.; Goon, D. J. W.; Nagasawa, H. T. Nitric Oxide: Biol. Chem. 2001, 5, 278.
9. King, S. B.; Nagasawa, H. T. Chemical approaches toward generation of nitroxyl (HNO). In Methods in Enzymology; Packer, L., Ed.; Academic Press: New York, 1998; pp 211-220. Granik, V. G.; Grigor'ev, N. B. Russ. Chem. Bull. Int. Ed. 2002, 51, 1375. Nagasawa, H. T.; Kawle, S. P.; Elberling, J. A.; DeMaster, E. G.; Fukuto, J. M. J. Med. Chem. 1995, 38, 1865. Fukuto, J. M.; Hszieh, R.; Gulati, P.; Chiang, K. T.; Nagasawa, H. T. Biochem. Biophys. Res. Commun. 1992, 187, 1367. Lee, M. J. C.; Shoeman, D. W.; Goon, D. J. W.; Nagasawa, H. T. Nitric Oxide: Biol. Chem. 2001, 5, 278.
10. King, S. B.; Nagasawa, H. T. Chemical approaches toward generation of nitroxyl (HNO). In Methods in Enzymology; Packer, L., Ed.; Academic Press: New York, 1998; pp 211-220. Granik, V. G.; Grigor'ev, N. B. Russ. Chem. Bull. Int. Ed. 2002, 51, 1375. Nagasawa, H. T.; Kawle, S. P.; Elberling, J. A.; DeMaster, E. G.; Fukuto, J. M. J. Med. Chem. 1995, 38, 1865. Fukuto, J. M.; Hszieh, R.; Gulati, P.; Chiang, K. T.; Nagasawa, H. T. Biochem. Biophys. Res. Commun. 1992, 187, 1367. Lee, M. J. C.; Shoeman, D. W.; Goon, D. J. W.; Nagasawa, H. T. Nitric Oxide: Biol. Chem. 2001, 5, 278.
11. (a) Bonner, F. T.; Ko, Y. Inorg. Chem. 1992, 31, 2514.
12. (b) Hughes, M. N.; Cammack, R. Methods Enzymol. 1999, 301, 279.
13. (a) Grzesiok, A.; Weber, H.; Zamora Pino, R.; Feelisch, M. In The Biology of Nitric Oxide; Moncada, S., Feelisch, M., Busse, R., Higgs, E. A., Eds.; Portland Press; London, 1994; pp 238-241.
14. (b) Zamora, R.; Grzesiok, A.; Weber, H.; Feelisch, M. Biochem. J. 1995, 312, 333.
15. Shirota, F. N.; DeMaster, E. G.; Lee, M. J. C.; Nagasawa, H. Nitric Oxide 1999, 3, 445.
16. Schilt, A. A. J. Am. Chem. Soc. 1960, 80, 3000. Brauer, G., Ed. Handbook of Preparative Inorganic Chemistry; Academic Press: New York, 1963; Vol. 2.
17. Schilt, A. A. J. Am. Chem. Soc. 1960, 80, 3000. Brauer, G., Ed. Handbook of Preparative Inorganic Chemistry; Academic Press: New York, 1963; Vol. 2.
18. Hoshino, M.; Maeda, M.; Konishi, R.; Seki, H.; Ford, P. C. J. Am. Chem. Soc. 1996, 118, 5702. Laverman, L. E.; Wanat, A.; Oszajca, J.; Stochel, G.; Ford, P. C.; van Eldik, R. J. Am. Chem. Soc. 2001, 123, 285.
19. Hoshino, M.; Maeda, M.; Konishi, R.; Seki, H.; Ford, P. C. J. Am. Chem. Soc. 1996, 118, 5702. Laverman, L. E.; Wanat, A.; Oszajca, J.; Stochel, G.; Ford, P. C.; van Eldik, R. J. Am. Chem. Soc. 2001, 123, 285.
20. CRC Handbook of Chemistry and Physics, 51st ed.; Weast, R., Ed.; CRC Press: Boca Raton, FL, 1970; p D112. deMaine, M. M.; Stanbury, D. M. Inorg. Chem. 1991, 30, 2104.
21. CRC Handbook of Chemistry and Physics, 51st ed.; Weast, R., Ed.; CRC Press: Boca Raton, FL, 1970; p D112. deMaine, M. M.; Stanbury, D. M. Inorg. Chem. 1991, 30, 2104.
22. Scholtz, J. N.; Engel, P. S.; Glidewell, C.; Whitmire, K. H. Tetrahedron 1989, 45, 7695.
23. Pelizzetti, E.; Mentasti, E.; Pramauro, E. Inorg. Chem. 1978, 17, 1181.
24. Stasiw, R.; Wilkins, R. G. Inorg. Chem. 1969, 8, 156.
25. Greenwood, N. N.; Earnshaw, A. In Chemistry of the Elements, 2nd ed.; Butterworth-Heinemann: Oxford, U.K., 1997; p 1093.
26. Chou, M.; Creutz, C.; Sutin, N. J. Am. Chem. Soc. 1977, 99, 5615.
27. Behlke, J.; Scheler, W. Acta Biol. Med. Ger. 1962, 8, 88.
28. Vista, A.; Holm, D.; Wang, P. L.; Veith, G. D. Inorg. Chem. 1971, 10, 631. Mehrotra, R. N. J. Chem. Soc., Dalton Trans. 1978, 681.
29. Vista, A.; Holm, D.; Wang, P. L.; Veith, G. D. Inorg. Chem. 1971, 10, 631. Mehrotra, R. N. J. Chem. Soc., Dalton Trans. 1978, 681.
30. Scaife, C.; Wilkins, R. G. Inorg. Chem. 1980, 19, 2242 and references therein.
31. Bonner, F. T.; Stedman, G. In Methods in Nitric Oxide Research; Feelisch, M., Stamler, J. S., Eds.; Wiley: Chichester, U.K., 1996; pp 3-18.