Fluorescent copper(II) bis(thiosemicarbazonates): Synthesis, structures, electron paramagnetic resonance, radiolabeling, in vitro cytotoxicity and confocal fluorescence microscopy studies

Chemistry - An Asian Journal

Volumn 5, Issue 3, 2010, Pages 506-519

  Pascu, Sofia I ^a,b   Waghorn, Philip A ^b   Kennedy, Brett W C ^a   Arrowsmith, Rory L ^a   Bayly, Simon R ^b   Dilworth, Jonathan R ^b   Christlieb, Martin ^b   Tyrrell, Rex M ^c   Zhong, Julia ^c   Kowalczyk, Radoslaw M ^d   Collison, David ^d   Aley, Parvinder K ^e   Churchill, Grant C ^e   Aigbirhio, Franklin I ^f  

^a University of Bath   (United Kingdom)

^b UNIVERSITY OF OXFORD   (United Kingdom)

^c University of Bath   (United Kingdom)

^d UNIVERSITY OF MANCHESTER   (United Kingdom)

^e UNIVERSITY OF OXFORD   (United Kingdom)

^f UNIVERSITY OF CAMBRIDGE   (United Kingdom)

^g UNIVERSITY OF WARWICK   (United Kingdom)

Author keywords

Cytotoxicity; Electrochemistry; Fluorescence spectroscopy; Positron emission tomography; X ray diffraction

Indexed keywords

BIOCHEMISTRY; CELL CULTURE; COPPER COMPOUNDS; CYCLIC VOLTAMMETRY; CYTOTOXICITY; ELECTRON SPIN RESONANCE SPECTROSCOPY; FLUORESCENCE IMAGING; FLUORESCENCE MICROSCOPY; FLUORESCENCE SPECTROSCOPY; LANTHANUM COMPOUNDS; PARAMAGNETIC RESONANCE; POSITRON EMISSION TOMOGRAPHY; PROTEINS; REDOX REACTIONS;

ACENAPHTHENEQUINONE; CONFOCAL FLUORESCENCE MICROSCOPY; IN-VITRO; LOCALISATION; PROTEIN-BINDING; RADIOLABELLING; SERUM PROTEINS; SYNTHESISED; VITRO CYTOTOXICITIES; X- RAY DIFFRACTIONS;

X RAY DIFFRACTION;

ANTINEOPLASTIC AGENT; COPPER; FLUORESCENT DYE; RADIOPHARMACEUTICAL AGENT; THIOSEMICARBAZONE DERIVATIVE;

ARTICLE; CELL DEATH; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; ELECTRON SPIN RESONANCE; FLUORESCENCE MICROSCOPY; HUMAN; ISOTOPE LABELING; SYNTHESIS; TUMOR CELL LINE;

ANTINEOPLASTIC AGENTS; CELL DEATH; CELL LINE, TUMOR; COPPER; ELECTRON SPIN RESONANCE SPECTROSCOPY; FLUORESCENT DYES; HUMANS; ISOTOPE LABELING; MICROSCOPY, FLUORESCENCE; MOLECULAR STRUCTURE; RADIOPHARMACEUTICALS; THIOSEMICARBAZONES;

EID: 77749280268     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.200900446     Document Type: Article

References (46)

1. Y. Fujibayashi, H. Taniuchi, Y. Yonekura, H. Ohtani, J. Konishi, A. Yokoyama, J. Nucl. Med. 1997, 38, 1155.
2. J. Lewis, R. Laforest, T. Buettner, S. Song, Y. Fujibayashi, J. Connett, M. Welch, Proc. Natl. Acad. Sci. USA 2001, 98, 1206.
3. J. S. Lewis, D. W. McCarthy, T. J. McCarthy, Y. Fujibayashi, M. J. Welch, J. Nucl. Med. 1999, 40, 177.
4. J. S. Lewis, T. L. Sharp, R. Laforest, Y. Fujibayashi, M. J. Welch, J. Nucl. Med. 2001, 42, 655.
5. A. L. Vavere, J. S. Lewis, Dalton Trans. 2007, 4893.
6. K. S. Chao, W. R. Bosch, S. Mutic, J. S. Lewis, F. Dehdashti, M. A. Mintun, J. F. Dempsey, C. A. Perez, J. A. Purdy, M. J. Welch, Int. J. Radiat. Oncol. Biol. Phys. 2001, 49, 1171.
7. P. D. Bonnitcha, A. L. Vavere, J. S. Lewis, J. R. Dilworth, J. Med. Chem. 2008, 51, 2985.
8. A. L. Vavere, J. S. Lewis, Nucl. Med. Biol. 2008, 35, 273.
9. P. Burgman, J. A. O'Donoghue, J. S. Lewis, M. J. Welch, J. L. Humm, C. C. Ling, Nucl. Med. Biol. 2005, 32, 623.
10. J. A. O'Donoghue, P. Zanzonico, A. Pugachev, B. Wen, P. Smith- Jones, S. Cai, E. Burnazi, R. D. Finn, P. Burgman, S. Ruan, J. S. Lewis, M. J. Welch, C. C. Ling, J. L. Humm, Int. J. Radiat. Oncol. Biol. Phys. 2005, 61, 1493.
11. O. Tredan, C. M. Galmarini, K. Patel, I. F. Tannock, J. Natl. Cancer Inst. 2007, 99, 1441.
12. J. L. J. Dearling, P. J. Blower, Chem. Commun. 1998, 2531.
13. J. L. J. Dearling, J. S. Lewis, G. E. D. Mullen, M. J. Welch, P. J. Blower, J. Biol. Inorg. Chem. 2002, 7, 249.
14. P. J. Blower, T. C. Castle, A. R. Cowley, J. R. Dilworth, P. S. Donnelly, E. Labisbal, F. E. Sowrey, S. J. Teat, M. J. Went, Dalton Trans. 2003, 4416.
15. J. P. Holland, J. C. Green, J. R. Dilworth, Dalton Trans. 2006, 783.
16. J. P. Holland, P. J. Barnard, D. Collison, J. R. Dilworth, R. Edge, J. C. Green, E. J. L. McInnes, Chem. Eur. J. 2008, 14, 5890.
17. A. R. Cowley, J. Davis, J. R. Dilworth, P. S. Donnelly, R. Dobson, A. Nightingale, J. M. Peach, B. Shore, D. Kerr, L. Seymour, Chem. Commun. 2005, 845.
18. S. I. Pascu, P. A. Waghorn, T. Conry, B. Lin, C. James, J. M. Zayed, Adv. Inorg. Chem. 2009, 61, 131.
19. H. M. Betts, P. J. Barnard, S. R. Bayly, J. R. Dilworth, A. D. Gee, J. P. Holland, Angew. Chem. 2008, 120, 8544.
20. H. M. Betts, P. J. Barnard, S. R. Bayly, J. R. Dilworth, A. D. Gee, J. P. Holland, Angew. Chem. Int. Ed. 2008, 47, 8416.
21. P. J. Barnard, S. R. Bayly, J. P. Holland, J. R. Dilworth, P. A. Waghorn, Quart. J. Nucl. Med. Molec. Imag. 2008, 52, 235.
22. P. J. Barnard, S. Bayly, H. Betts, P. Bonnitcha, P. Christlieb, J. Dilworth, J. Holland, S. Pascu, Quart. J. Nucl. Med. Molec. Imag. 2008, 52, 174.
23. J. P. Holland, J. H. Giansiracusa, S. G. Bell, L.-L. Wong, J. R. Dilworth, Phys. Med. Biol. 2009, 54, 2103.
24. S. I. Pascu, P. A. Waghorn, T. D. Conry, H. M. Betts, J. R. Dilworth, G. C. Churchill, T. Pokrovska, M. Christlieb, F. I. Aigbirhio, J. E. Warren, Dalton Trans. 2007, 4988.
25. S. I. Pascu, P. A. Waghorn, T. D. Conry, B. Lin, H. M. Betts, J. R. Dilworth, R. B. Sim, G. C. Churchill, F. I. Aigbirhio, J. E. Warren, Dalton Trans. 2008, 2107.
26. A. R. Cowley, J. R. Dilworth, P. S. Donnelly, E. Labisbal, A. Sousa, J. Am. Chem. Soc. 2002, 124, 5270.
27. S. I. Pascu, P. A. Waghorn, G. C. Churchill, R. B. Sim, WO 2008025941 (Isis Innovation Ltd.), UK, 2008.
28. P. Blower, Dalton Trans. 2006, 1705.
29. S. R. Bayly, R. C. King, D. J. Honess, P. J. Barnard, H. M. Betts, J. P. Holland, R. Hueting, P. D. Bonnitcha, J. R. Dilworth, F. I. Aigbirhio, M. Christlieb, J. Nucl. Med. 2008, 49, 1862.
30. I. H. Hall, C. B. Lackey, T. D. Kistler, J. S. Ives, H. Beraldo, L. J. Ackerman, D. X. West, Arch. Pharm. Pharm. Med. Chem. 2000, 333, 217.
31. I. G. Baerga, R. P. Maekel, M. A. Green, Nucl. Med. Biol. 1992, 19, 697.
32. M. Pasenkiewicz-Gierula, W. K. Subczynski, W. E. Antholine, J. Phys. Chem. B 1997, 101, 5596.
33. W. K. Subczynski, W. E. Antholine, J. S. Hyde, D. H. Peteringlc, J. Am. Chem. Soc. 1987, 109, 46.
34. R. Basosi, J. Phys. Chem. 1988, 92, 992.
35. R. Pogni, M. C. Baratto, A. Diaz, R. Basosi, J. Inorg. Biochem. 2000, 79, 333.
36. A. Diaz, R. Pogni, R. Cao, R. Basosi, Inorg. Chim. Acta 1998, 552, 275.
37. N. Marchettini, R. Pogni, A. Diazt, R. Basosi, J. Chem. Soc. Faraday Trans. 1990, 86, 2575.
38. R. Basosi, R. Pogni, E. Tiezzi, W. E. Antholine, L. C. Moscinsky, J. Chem. Soc. Faraday Trans. 1 1987, 83, 3675.
39. W. E. Antholine, R. Basosi, J. S. Hyde, S. Lyman, D. H. Petering, Inorg. Chem. 1984, 23, 3543.
40. S. Veldhoen, S. D. Laufer, A. Trampe, T. Restle, Nucleic Acids Res. 2006, 34, 6561.
41. S. C. Silverstein, R. M. Steinman, Z. A. Cohn, Annu. Rev. Biochem. 1977, 46, 669.
42. A. Altomare, G. Carascano, C. Giacovazzo, A. Guagliardi, J. Appl. Crystallogr. 1993, 26, 343.
43. D. J. Watkin, C. K. Prout, J. R. Carruthers, P. W. Betteridge, CRYSTALS, Issue 11, Chemical Crystallography Laboratory, Oxford UK, 2001.
44. P. W. Betteridge, J. R. Carruthers, R. I. Cooper, K. Prout, D. J. Watkin, J. Appl. Crystallogr. 2003, 36, 1487.
45. P. van der Sluis, A. L. Spek, Acta Crystallogr. Sect. A 1990, 46, 194.
46. A. L. Spek, PLATON, Utrecht University, Utrecht, The Netherlands, 1998.