Systematic differences in electrochemical reduction of the structurally characterized anti-cancer platinum( IV) complexes [Pt{((p-HC(6)F(4))NCH(2))(2)}-(pyridine)(2)Cl(2)], [Pt{((p-HC(6)F(4))NCH(2))(2)}(pyridine)(2)(OH)(2)], and [Pt{((p-HC(6)F(4))NCH(2))(2)}(pyridine)(2)(OH)Cl].

Journal of Inorganic Biochemistry

Volumn 115, Issue , 2012, Pages 226-239

  Guo, Si Xuan ^a   Mason, Dayna N ^a   Turland, Susan A ^a   Lawrenz, Eric T ^a   Kelly, Lance C ^a   Fallon, Gary D ^a   Gatehouse, Bryan M ^a   Bond, Alan M ^a   Deacon, Glen B ^a   Battle, Andrew R ^b   Hambley, Trevor W ^b   Rainone, Silvina ^c   Webster, Lorraine K ^c   Cullinane, Carleen ^c  

^a MONASH UNIVERSITY   (Australia)

^b UNIVERSITY OF SYDNEY   (Australia)

^c PETER MACCALLUM CANCER CENTRE   (Australia)

Author keywords

Anti cancer activity; Axial ligands; Crystal structure; Electrochemistry; Mechanism; Platinum(IV) organoamide complexes

Indexed keywords

[N,N' BIS(2,3,5,6 TETRAFLUOROPHENYL)ETHANE 1,2 DIAMINATO(2)]CHLOROHYDROXODIPYRIDINEPLATINUM; [N,N' BIS(2,3,5,6 TETRAFLUOROPHENYL)ETHANE 1,2 DIAMINATO(2)]DICHLORODIPYRIDINEPLATINUM; [N,N' BIS(2,3,5,6 TETRAFLUOROPHENYL)ETHANE 1,2 DIAMINATO(2)]DIHYDROXODIPLATINUM; [N,N' BIS(PENTAFLUOROPHENYL)ETHANE 1, 2 DIAMINATO(2)]DICHLORODIPYRIDINEPLATINUM; ACETONITRILE; ANTINEOPLASTIC METAL COMPLEX; CHLORIDE; DIAMIDE; HYDROXIDE; PLATINUM COMPLEX; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CRYSTAL STRUCTURE; DISSOCIATION; DRUG CYTOTOXICITY; DRUG OXIDATION; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; ELECTROCHEMICAL ANALYSIS; ELECTROLYSIS; ELIMINATION REACTION; IC 50; IN VIVO STUDY; LEUKEMIA CELL; MOUSE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POTENTIOMETRY; PROTON TRANSPORT; REDUCTION; STEREOCHEMISTRY; X RAY CRYSTALLOGRAPHY;

ANIMALS; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CRYSTALLOGRAPHY, X-RAY; CYTOTOXINS; DRUG SCREENING ASSAYS, ANTITUMOR; LEUKEMIA; MAGNETIC RESONANCE SPECTROSCOPY; MICE; PLATINUM; PYRIDINES;

ARACHIS HYPOGAEA;

EID: 84867398947     PISSN: 01620134     EISSN: 18733344     Source Type: Journal    
DOI: 10.1016/j.jinorgbio.2012.07.016     Document Type: Article

References (70)

1. B. Rosenberg, L. Van Camp, and T. Krigas Nature 205 1965 698 699
2. E. Wong, and C.M. Giandomenico Chem. Rev. 99 1999 2451 2466
3. E.R. Jamieson, and S.L. Lippard Chem. Rev. 99 1999 2467 2498
4. J. Reedijk Chem. Rev. 99 1999 2499 2510
5. R.C. Todd, and S.J. Lippard Metallomics 1 2009 280 291
6. N.P. Farrell Curr. Top. Med. Chem. 11 2011 2623 2631
7. T.W. Hambley Dalton Trans. 2001 2711 2718
8. S.P. Fricker Dalton Trans. 2007 4903 4917
9. A.V. Klein, and T.W. Hambley Chem. Rev. 109 2009 4911 4920
10. J. Reedijk Chem. Commun. 1996 801 806
11. E.G. Talman, W. Brüning, J. Reedijk, A.L. Spek, and N. Veldman Inorg. Chem. 36 1997 854 861
12. R.M. Roat, and J. Reedijk J. Inorg. Biochem. 52 1993 263 274
13. B. Rosenberg Cancer 55 1985 2303 2316
14. L.T. Ellis, H.M. Er, and T.W. Hambley Aust. J. Chem. 48 1995 793 806
15. A.R. Khokhar, Y. Deng, Y. Kido, and A.H. Siddkik J. Inorg. Biochem. 50 1993 79 87
16. M. Yoshida, A.R. Khokhar, Y.-P. Zhang, and Z.H. Siddik Cancer Res. 54 1994 4691 4697
17. Z.H. Siddik, S. Al-Baker, G. Thai, and A.R. Khokhar Anticancer Drug Des. 9 1994 139 151
18. Y. Kido, A.R. Khokhar, and A.H. Siddik Biochem. Pharmacol. 47 1994 1635 1642
19. X. Wang, and Z. Guo New Trends and Future Developments of Platinum-based Antitumor Drugs E. Alessio, Biomedicinal Chemistry 2011 Wiley - VCH Weinheim 97 149 (Ch4)
20. C.F.J. Barnard, F.I. Raynaud, and L.R. Kelland Top. Biol. Inorg. Chem. 1 1999 45 71
21. M.D. Hall, and T.W. Hambley Coord. Chem. Rev. 232 2002 49 67
22. M. El-Khateeb, T.G. Appleton, L.R. Gahan, B.G. Charles, S.J. Berners-Price, and A.-M. Bolton J. Inorg. Biochem. 77 1999 13 21
23. E.L.M. Lempers, and J. Reedijk Adv. Inorg. Chem. 37 1992 175 217
24. A. Eastman Pharmacol. Ther. 34 1987 155 166
25. L. Pendyala, B.S. Krishnan, J.R. Walsh, A.V. Arakali, J.W. Cowens, and P. Creaven J. Cancer Chemother. Pharmacol. 25 1989 210 221
26. A. Eastman Biochem. Pharmacol. 36 1987 4177 4178
27. J.L. van der Veer, A.R. Peters, and J. Reedijk J. Inorg. Biochem. 23 1986 4817 4820
28. S. Choi, C. Filotto, M. Bisanzo, S. Delaney, D. Lagasee, J.L. Whitworth, A. Jusko, C. Li, N.A. Wood, J. Willingham, A. Schwenker, and K. Spaulding Inorg. Chem. 37 1998 2500 2504
29. J.Z. Zhang, E. Wexselblatt, T.W. Hambley, and D. Gibson Chem. Commun. 48 2012 847 849
30. T.W. Hambley, A.R. Battle, G.B. Deacon, E.T. Lawrenz, G.D. Fallon, B.M. Gatehouse, L.K. Webster, and S. Rainone J. Inorg. Biochem. 77 1999 3 12
31. R.C. Dolman, G.B. Deacon, and T.W. Hambley J. Inorg. Biochem. 88 2002 260 267
32. M.D. Hall, H.R. Mellor, R. Callaghan, and T.W. Hambley J. Med. Chem. 50 2007 3403 3411
33. T.W. Hambley Chem. Aust. 58 1991 154 156
34. K.S. Lovejoy, and S.J. Lippard Dalton Trans. 2009 10651 10659
35. L.K. Webster, G.B. Deacon, D.P. Buxton, B.L. Hillcoat, A.M. James, I.A.G. Roos, R.J. Thomson, L.P.G. Wakelin, and T.L. Williams J. Med. Chem. 35 1992 3349 3353
36. T. Talarico, D.R. Philips, G.B. Deacon, S. Rainone, and L.K. Webster Invest. New Drugs 17 1999 1 15
37. D.P. Buxton, G.B. Deacon, B.M. Gatehouse, I.L. Grayson, R.J. Thomson, and D.S.C. Black Aust. J. Chem. 39 1986 2013 2026
38. G.B. Deacon, B.M. Gatehouse, S.T. Haubrich, J. Ireland, and E.T. Lawrenz Polyhedron 17 1998 791 802
39. P.T. Kissinger, and W.R. Heineman Laboratory Techniques in Electroanalytical Chemistry 1984 Marcel Dekker New York
40. H.J. Lucas, and E.R. Kennedy Organic Synthesis Collection vol. 3 1955 Wiley New York 482
41. G.M. Sheldrick SADABS (Version 2.0); Bruker/Siemens Area Detector Absorption and Other Corrections 2000
42. SMART, SAINT, and XPREP Area Detector Control and Data Integration and Reduction Software 1995 Bruker Analytical X-ray Instruments Madison
43. G.M. Sheldrick Crystallographic Computing 3 G.M. Sheldrick, C. Kruger, R. Goddard, 1986 Oxford University Press New York 175
44. teXsan, Crystal Structure Analysis Package 1985 1992 Molecular Science Corporation
45. Bruker AXS Ltd. Apex II Program Suite 2005
46. Z. Otwinoski, and W. Minor Methods Enzymol. 276 1997 307 326
47. G.M. Sheldrick SHELXS-97 & SHELXL-97 1997 University of Göttingen
48. A.J. Bard, and L.R. Faulkner Electrochemical Methods: fundamentals and applications 2nd ed. 2001 John Wiley & Sons New York
49. M.F. Lappert, P.P. Power, A.R. Sanger, and R.C. Srivastava Metal and Metalloid Amides 1980 Ellis Horwood Chichester
50. M.F. Lappert, A. Protchenko, P. Power, and A. Seeber Metal Amide Chemistry 2009 Wiley Chichester
51. M.D. Fryzuk, and C.D. Montgomery Coord. Chem. Rev. 95 1989 1 40
52. J. Ruiz, J.F.J. Lopez, V. Rodriguez, and J. Reyez J. Chem. Soc., Dalton Trans. 2001 2683 2689
53. A. Bayler, A.J. Canty, J.H. Ryan, B.W. Skelton, and A.H. White Inorg. Chem. Commun. 3 2000 575 578
54. A.J. Canty, J. Patel, T. Rodemann, B.W. Skelton, and A.H. White Organometallics 23 2004 3466 3473
55. A.J. Canty, T. Rodemann, B.W. Skelton, and A.H. White Organometallics 25 2006 3996 4001
56. A.J. Canty, R.P. Watson, S.S. Karpiniec, T. Rodemann, M.G. Gardiner, and R.C. Jones Organometallics 27 2008 3203 3209
57. M. Sharma, A.J. Canty, M.G. Gardiner, and R.C. Jones J. Organomet. Chem. 696 2011 1441 1444
58. A.J. Canty, T. Rodemann, and J.H. Ryan Adv. Organomet. Chem. 55 2008 279 313
59. A.J. Canty, and M. Sharma Top. Organomet. Chem. 35 2011 111 128
60. C.M. Giandomenico, M.J. Abrams, B.A. Murrer, J.F. Vollano, M.L. Rheinheimer, S.B. Wyer, G.E. Bossard, and J.D. Higgins Inorg. Chem. 34 1996 1015 1021
61. G.B. Deacon, E.T. Lawrenz, T.W. Hambley, S. Rainone, and L.K. Webster J. Organomet. Chem. 493 1995 205 213
62. G.B. Deacon, B.M. Gatehouse, I.L. Grayson, and M.C. Nesbit Polyhedron 3 1984 753 755
63. A.R. Battle, A.M. Bond, A. Chow, D.P. Daniels, G.B. deacon, T.W. Hambley, P.C. Junk, D.N. Mason, and J. Wang J. Fluorine Chem. 131 2010 1229 1236
64. M. Galanski, W. Zimmermann, M. Berger, Ch. Baumgartner, G. Giester, and B.K. Keppler Eur. J. Inorg. Chem. 2002 417 421
65. M. Galanski, W. Zimmermann, Ch. Baumgartner, and B.K. Keppler Eur. J. Inorg. Chem. 2001 1145 1149
66. R. Kuroda, S. Neidle, I.M. Ismail, and P.J. Sadler Inorg. Chem. 22 1983 3620 3624
67. D. Shoup, and A. Szabo J. Electroanal. Chem. 140 1982 237 245
68. D.N. Mason, G.B. Deacon, L.J. Yellowlees, and A.M. Bond J. Chem. Soc., Dalton Trans. 2003 890 900
69. H.L. Li, PhD thesis, Monash University, 1999.
70. P.M. Goddard, M.R. Valenti, and K.R. Harrap Ann. Oncol. 2 1991 535 540