RuIII complexes of edta and dtpa polyaminocarboxylate analogues and their use as nitric oxide scavengers

European Journal of Inorganic Chemistry

Volumn , Issue 13, 2005, Pages 2685-2697

  Storr, Tim ^a,b   Cameron, Beth R ^a   Gossage, Robert A ^a,c   Yee, Helen ^a   Skerlj, Renato T ^a   Darkes, Marilyn C ^a   Fricker, Simon P ^a   Bridger, Gary J ^a   Davies, Nathan A ^d   Wilson, Michael T ^d   Maresca, Kevin P ^e   Zubieta, Jon ^e  

^a GENZYME CORPORATION   (United States)

^b UNIVERSITY OF BRITISH COLUMBIA   (Canada)

^c ACADIA UNIVERSITY   (Canada)

^d UNIVERSITY OF ESSEX   (United Kingdom)

^e SYRACUSE UNIVERSITY   (United States)

Author keywords

Bioinorganic chemistry; Nitric oxide scavenging; Polyaminocarboxylates; Ruthenium

Indexed keywords

BIOCHEMISTRY; CHELATION; ETHYLENEDIAMINETETRAACETIC ACID; LIGANDS; RUTHENIUM COMPOUNDS;

AQUEOUS STABILITY; BIOINORGANIC CHEMISTRY; C-SPACE; DIETHYLENETRIAMINE PENTA-ACETIC ACIDS; NITRIC OXIDE SCAVENGING; NITROSYL COMPLEX; POLYAMINOCARBOXYLATES; SCAVENGING ABILITY; SPACE GROUPS; X-RAY STRUCTURE;

NITRIC OXIDE;

EID: 22144488426     PISSN: 14341948     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejic.200500018     Document Type: Article

References (59)

1. M. Feelisch, J. Stamler (Eds.), Methods in Nitric Oxide Research, John Wiley & Sons Ltd., West Sussex, UK, 1996.
2. S. P. Fricker, in: Nitrogen Monoxide-Related Disease and Nitrogen Monoxide Scavengers as Potential Drugs (Eds.: A. Sigel, H. Sigel), Marcel Dekker, Inc., New York, 1999, vol. 36, pp. 665-719.
3. T. Evans, A. Carpenter, H. Kinderman, J. Cohen, Cire. Shock 1993, 41, 77-81.
4. X. Wei, I. G. Charles, A. Smith, J. Ure, G. Feng, F. Huang, D. Xu, W. Muller, S. Moncada, F. Y. Liew, Nature 1995, 375, 408-411.
5. J. A. Corbett, M. L. McDaniel, Diabetes 1992, 41, 897-903.
6. Q. Hamid, D. R. Springall, V. Riveros-Moreno, P. Chanez, P. Howarth, A. Redington, J. Bousquet, P. Goddard, S. Holgate, J. M. Polak, Lancet 1993, 342, 1510-1513.
7. O. Gallo, E. Masini, L. Morbidelli, A. Franchi, I. Fini-Storchi, W. A. Vergari, M. Ziche, Journal of the National Cancer Institute 1998, 90, 587.
8. K. Doi, T. Akaike, H. Horie, Y. Noguchi, S. Fujii, T. Beppu, M. Ogawa, H. Maeda, Cancer 1996, 77, 1598-1604.
9. K. Murakami, C. Privalle, P. Enkhbaatar, K. Shimoda, F. C. Schmalsteig, J. DeAngelo, S. Lee, L. D. Traber, D. L. Traber, Clin. Sci. 2003, 105, 629-635.
10. L. Chiarantini, A. Cerasi, L. Giorgi, M. Formica, M. F. Ottaviani, M. Cangiotti, V. Fusi, Bioconjugate Chem. 2003, 14, 1165-1170.
11. C.-S. Lai, in Methods using a nitric oxide scavenger for in vivo reduction of nitric oxide levels, and compositions useful therefore, US Patent 5847004, 1998, p. 20.
12. B. R. Cameron, M. C. Darkes, H. Yee, M. Olsen, S. P. Fricker, R. T. Skerlj, G J. Bridger, N. A. Davies, M. T. Wilson, D. J. Rose, J. Zubieta, Inorg. Chem. 2003, 42, 1868-1876.
13. B. R. Cameron, M. C. Darkes, I. R. Baird, R. T. Skerlj, Z. L. Santucci, S. P. Fricker, Inorg. Chem. 2003, 42, 4102-4108.
14. C. M. Bastos, K. A. Gordon, T. D. Ocain, Bioorg. Med. Chem. Lett. 1998, 5, 147-150.
15. F. T. Garzon, M. R. Berger, B. K. Keppler, D. Schmahl, Cancer Chemother. Pharmacol 1987, 19, 347-349.
16. R. Vilaplana, M. A. Romero, M. Quiros, J. M. Salas, F. Gonzalez-Vilchez, Metal-Based Drugs 1995, 2, 211-219.
17. G. Sava, E. Alessio, A. Bergamo, G. Mestroni, Top. Biol. Inorg. Chem. 1999, 1, 143-169.
18. G. Sava, I. Capozzi, A. Bergamo, R. Gagliardi, M. Cocchietto, L. Masiero, M. Onisto, E. Alessio, G. Mestroni, S. Garbisa, Int. J. cancer 1996, 68, 60-66.
19. L. Morbidelli, S. Donnini, S. Filippi, L. Messori, F. Piccioli, P. Orioli, G. Sava, M. Ziche, British Journal of Cancer 2003, 88, 1484-1491.
20. R. Mosi, B. Seguin, B. Cameron, L. Amankwa, M. C. Darkes, S. P. Fricker, Biochem. Biophys. Res. Commun. 2002, 292, 519.
21. S. P. Fricker, E. Slade, N. A. Powell, O. J. Vaughan, G. R. Henderson, B. A. Murrer, I. L. Megson, S. K. Bisland, F. W. Flitney, British Journal of Pharmacology 1997, 122, 1441-1449.
22. A. G. Baggs, S. Fricker, M. Abrams, C. Lee, M. P. Fink, Surgical Forum 1997, 48, 84-86.
23. R. Pritchard, F. W. Flitney, M. A. Darkes, S. P. Fricker, VIIIth International Congress of the Metastasis Research Society 2000, p. 776.
24. G. M. Pieper, A. M. Roxa, M. B. Adams, G. Hilton, M. Johnson, C. C. Felix, B. Kampalath, M. Darkes, Y. Wanggui, B. Cameron, S. P. Fricker, J. Cardiovasc. Pharmacol. 2002, 39, 441.
25. B. R. Cameron, S. P. Fricker, M. Darkes, H. Yee, R. Mosi, J. Inorg. Biochem. 2001, 86, 31.
26. J. Jolley, C. J. Campbell, A. Castineiras, A. I. Yanovsky, K. B. Nolan, Polyhedron 1999, 18, 49-55.
27. M. M. T. Khan, D. Chatterjee, R. R. Merchant, P. Paul, S. H. R. Abdi, D. Srinivas, M. R. H. Siddiqui, M. A. Moiz, M. M. Bhadbhade, K. Venkatasubramanian, Inorg. Chem. 1992, 31, 2711-2718.
28. H. C. Bajaj, R. van Eldik, Inorg. Chem. 1988, 27, 4052-4055.
29. T. Matsubara, C. Creutz, Inorg. Chem. 1979, 18, 1956-1966.
30. H. C. Bajaj, A. Das, R. van Eldik, J. Chem. Soc., Dalton Trans. 1998, 1563-1568.
31. H. C. Bajaj, R. van Eldik, Inorg. Chem. 1990, 29, 2855-2858.
32. D. Chatterjee, Coord. Chem. Rev. 1998, 168, 273-293.
33. A. Wanat, T. Schneppensieper, A. Karocki, G. Stochel, R. van Eldik, J. Chem. Soc., Dalton Trans. 2002, 941.
34. N. Yasuda, R. MacFarland, M. Darkes, S. Fricker, 21st Annual meeting American College of Toxicology (San Diego, CA) 1999.
35. R. B. Baar, F. C. Anson, J. Electroanal. Chem. 1985, 187, 265-282.
36. B. R. Cameron, G. J. Bridger, K. P. Maresca, J. Zubieta, Inorg. Chem. 2000, 39, 3928-3930.
37. Y. Yoshino, T. Uehiro, M. Saito, Bull. Chem. Soc. Jpn. 1974, 47, 1651.
38. V. G. Povse, J. A. Olabe, Transition Met. Chem. 1998, 23, 657-662.
39. T. Matsubara, C. Creutz, J. Am. Chem. Soc. 1978, 100, 6255.
40. R. Prakash, G. Ramachandriah, J. Chem. Soc., Dalton Trans. 2000, 85.
41. J. A. Weyh, R. E. Hamm, Inorg. Chem. 1968, 7, 2431-2435.
42. S. Achilefu, R. R. Wilhelm, H. N. Jimerez, M. A. Schmidt, A. Srinivasan, J. Org. Chem. 2000, 65, 1562-1565.
43. P. Caravan, S. J. Rettig, C. Orvig, Inorg. Chem. 1997, 36, 1306.
44. L. Huang, A. R. Morgan, J. W. Lown, Bioorg. Med. Chem. Lett. 1993, 3, 1751-1756.
45. Y. Okuyama, H. Nakano, C. Kabuto, E. Nozawa, K. Takahashi, H. Hongo, Heterocycles 2002, 55, 457-469.
46. H. Takalo, P. Pasanen, J. Kankare, Acta Chem. Scand. B 1988, 42, 373.
47. P. Caravan, J. J. Ellison, T. J. McMurry, R. B. Lauffer, Chem. Rev. 1999, 99, 2293-2352.
48. M. Newcomb, W. Gokel, D. J. Cram, J. Am. Chem. Soc. 1974, 96, 6810-6811.
49. M. A. Williams, H. Rapoport, J. Org. Chem. 1993, 58, 1151-1158.
50. A. Werner, Ber. Dtsch. Chem. Ges. 1907, 40, 2614.
51. K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, Part B, John Wiley & Sons Ltd, New York, 1997.
52. N. A. Davies, M. T. Wilson, E. Slade, S. P. Fricker, B. A. Murrer, N. A. Powell, G. R. Henderson, Chem. Commun. 1997, 47-48.
53. H. Ogino, M. Shimura, Advances in Inorganic and Bioinorganic Mechanisms 1986, 4, 107-135.
54. H. Ogino, T. Katsuyama, S. Ito, Bull. Chem. Soc. Jpn. 1990, 63, 1370-1373.
55. H. H. Awad, D. M. Stanbury, International Journal of Chemical Kinetics 1993, 25, 375-381.
56. H. C. Bajaj, R. van Eldik, Inorg. Chem. 1989, 28, 1980-1983.
57. Smart Software Reference Manual; Siemens Analytical X-ray Instruments, Inc. Madison, WI, 1994.
58. Sheldrick, G. M. SADABS: Program for Empirical Absorption Correction; University of Göttingen: Göttingen, Germany, 1996.
59. Sheldrick, G. M. SHELXL96: Program for Refinement of Crystal Structures; University of Göttingen: Göttingen, Germany, 1996.