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Butler, Jennifer S.; Woods, Julie A.; Farrer, Nicola J.; Newton, Mark E.; Sadler, Peter J. (2012)
Publisher: American Chemical Society
Journal: J. Am. Chem. Soc. 2012, 134, 16508-16511.
Languages: English
Types: Article
Subjects: RC0254, QP
The octahedral PtIV complex trans,trans,trans-[Pt(N3)2(OH)2(py)2] (1) is potently cytotoxic to cancer cells when irradiated with visible (blue) light. We show that the acute photocytotoxicity can be switched off by low doses (500 μM) of the amino acid l-tryptophan. EPR and NMR spectroscopic experiments using spin traps show that l-Trp quenches the formation of azidyl radicals, probably by acting as an electron donor. l-Trp is well-known as a mediator of electron transfer between distant electron acceptor/donor centers in proteins, and such properties may make the free amino acid clinically useful for controlling the activity of photochemotherapeutic azido PtIV drugs. Since previous work has demonstrated the ability of photoactivated 1 to platinate DNA, this suggests that the high potency of such photoactive platinum complexes is related to their dual attack on cancer cells by radicals and PtII photoproducts.
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    • (1) Boulikas, T.; Vougiouka, M. Oncol. Rep. 2004, 11, 559.
    • (2) O'Dwyer, P. J.; Stevenson, J. P.; Johnson, S. W. In Cisplatin; Lippert, B., Ed.; Verlag Helvetica Chimica Acta: Zurich, 1999; Vol. 1, pp 31−70.
    • (3) (a) Crespy, D.; Landfester, K.; Schubert, U. S.; Schiller, A. Chem.
    • Commun. 2010, 46, 6651. (b) Schatzschneider, U. Eur. J. Inorg. Chem.
    • 2010, 1439. (c) Farrer, N. J.; Salassa, L.; Sadler, P. J. Dalton Trans.
    • (4) (a) Zayat, L.; Calero, C.; Alboreś, P.; Baraldo, L.; Etchenique, R.
    • J. Am. Chem. Soc. 2003, 125, 882. (b) Niesel, J.; Pinto, A.; Peindy N'Dongo, H. W.; Merz, K.; Ott, I.; Gust, R.; Schatzschneider, U. Chem.
    • Commun. 2008, 1798. (c) Garner, R. N.; Gallucci, J. C.; Dunbar, K. R.; Turro, C. Inorg. Chem. 2011, 50, 9213. (d) Sasmal, P. K.; Majumdar, R.; Dighe, R. R.; Chakravarty, A. R. Dalton Trans. 2010, 39, 7104.
    • (e) Ghesquier̀e, J.; Gauthier, N.; De Winter, J.; Gerbaux, P.; Moucheron, C.; Defrancq, E.; Kirsch-De Mesmaeker, A. Chem. Eur. J. 2012, 18, 355. (f) Howerton, B. S.; Heidary, D. K.; Glazer, E. C.
    • J. Am. Chem. Soc. 2012, 134, 8324. (g) Higgins, S. L. H.; Tucker, A. J.; Winkel, B. S. J.; Brewer, K. J. Chem. Commun. 2012, 48, 67.
    • Chem. Soc. 2012, 134, 11573. (i) Pereira, A. d. C.; Ford, P. C.; da Silva, R. S.; Bendhack, L. M. Nitric Oxide 2011, 24, 192.
    • (5) Bednarski, P. J.; Mackay, F. S.; Sadler, P. J. Anti-Cancer Agents Med. Chem. 2007, 7, 75.
    • (6) (a) Mackay, F. S.; Woods, J. A.; Heringova, P.; Kasp̌aŕkova, J.; Pizarro, A. M.; Moggach, S. A.; Parsons, S.; Brabec, V.; Sadler, P. J.
    • Proc. Natl. Acad. Sci. U.S.A. 2007, 104, 20743. (b) Bednarski, P. J.; Grünert, R.; Zielzki, M.; Wellner, A.; Mackay, F. S.; Sadler, P. J. Chem.
    • Biol. 2006, 13, 61. (c) Mackay, F. S.; Moggach, S. A.; Collins, A.; Parsons, S.; Sadler, P. J. Inorg. Chim. Acta 2009, 362, 811.
    • (7) Farrer, N. J.; Woods, J. A.; Salassa, L.; Zhao, Y.; Robinson, K. S.; Clarkson, G.; Mackay, F. S.; Sadler, P. J. Angew. Chem., Int. Ed. 2010, 49, 8905.
    • (8) Tai, H.-C.; Brodbeck, R.; Kasparkova, J.; Farrer, N. J.; Brabec, V.; Sadler, P. J.; Deeth, R. J. Inorg. Chem. 2012, 51, 6830.
    • (9) Pracharova, J.; Zerzankova, L.; Stepankova, J.; Novakova, O.; Farrer, N. J.; Sadler, P. J.; Brabec, V.; Kasparkova, J. Chem. Res. Toxicol.
    • (10) Kalyanaraman, B.; Janzen, E. G.; Mason, R. P. J. Biol. Chem.
    • (11) Kremers, W.; Singh, A. Can. J. Chem. 1980, 58, 1592.
    • (12) (a) Bartocci, C.; Maldotti, A.; Carassiti, V.; Traverso, O.; Ferri, A. Inorg. Chim. Acta 1985, 107, 5. (b) Hennig, H.; Ritter, K.; Chibisov, A. K.; Görner, H.; Grevels, F.-W.; Kerpen, K.; Schnaffner, K. Inorg.
    • Chim. Acta 1998, 271, 160. (c) Knoll, H.; Stich, R.; Hennig, H.; Stufkens, D. J. Inorg. Chim. Acta 1990, 178, 71. (d) Hennig, H.; Stich, R.; Knoll, H.; Rehorek, D.; Stufkens, D. J. Coord. Chem. Rev. 1991, 111, 131. (e) Sîma, J. Coord. Chem. Rev. 2006, 250, 2325.
    • (13) Farrer, N. J.; Gierth, P.; Sadler, P. J. Chem.Eur. J. 2011, 17, 12059.
    • (14) Moore, G. E.; Gerner, R. E.; Franklin, H. A. JAMA 1967, 199, 519.
    • (15) Müller, P.; Schröder, B.; Parkinson, J. A.; Kratochwil, N. A.; Coxall, R. A.; Parkin, A.; Parsons, S.; Sadler, P. J. Angew. Chem., Int. Ed.
    • (16) Shafaat, H. S.; Leigh, B. S.; Tauber, M. J.; Kim, J. E. J. Phys.
    • Chem. B 2009, 113, 382.
    • (17) Cotton, F. A.; Wilkinson, G. Advanced Inorganic Chemistry: A Comprehensive Text, 2nd ed.; Wiley-Interscience: New York, 1966; p 339.
    • (18) Posener, M. L.; Adams, G. E.; Wardman, P. J. Chem. Soc., Faraday Trans. 1 1976, 72, 2231.
    • (19) Shih, C.; Museth, A. K.; Abrahamsson, M.; Blanco-Rodriguez, A.
    • M.; Di Bilio, A. J.; Sudhamsu, J.; Crane, B. R.; Ronayne, K. L.; Towrie, M.; Vlcěk, A.; Richards, J. H.; Winkler, J. R.; Gray, H. B. Science 2008, 320, 1760.
    • (20) Harriman, A. J. Phys. Chem. 1987, 91, 6102.
    • (21) Solar, S.; Getoff, N.; Surdhar, P. S.; Armstrong, D. A.; Singh, A.
    • J. Phys. Chem. 1991, 95, 3639.
    • (22) Jovanovic, S. V.; Simic, M. G. Free Radical Biol. Med. 1986, 1, 125.
    • (23) Westendorf, A.; Woods, F.; Korpis, J. A.; Farrer, K.; Salassa, N.
    • J.; Robinson, L.; Appleyard, K.; Murray, V.; Grünert, K.; Thompson, R.; Sadler, A. M.; Bednarsk, P. J. Mol. Cancer Ther. 2012, 11, 1894.
    • (24) (a) Capuron, L.; Ravaud, A.; Neveu, P. J.; Miller, A. H.; Maes, M.; Dantzer, R. Mol. Psychiatry 2002, 7, 468. (b) Lyon, D. E.; Walter, J.
    • Notes 2011, 4, 156.
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