Ronconi, Luca, Pizarro, Ana M., McQuitty, Ruth J. and Sadler, P. J.. (2011) Insights into the acid-base properties of PtIV-diazidodiam(m)inedihyroxido complexes from multinuclear NMR spectroscopy. Chemistry - A European Journal, Vol.17 (No.43). pp. 12051-12058. ISSN 0947-6539

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Abstract

Platinum(IV) am(m)ine complexes are of interest as potential anticancer pro-drugs, but there are few reports of their acid–base properties. We have studied the acid–base properties of three photoactivatable anticancer platinum(IV)-diazidodiam(m)ine complexes (cis,trans,cis-[PtIV(N3)2(OH)2(NH3)2], trans,trans,trans-[PtIV(N3)2(OH)2(NH3)2], and cis,trans-[PtIV(N3)2(OH)2(en)]) using multinuclear NMR methods and potentiometry. In particular, the combination of both direct and indirect techniques for the detection of 15N signals has allowed changes of the chemical shifts to be followed over the pH range 1–11; complementary 14N NMR studies have been also carried out. A distinct pKa value of approximately 3.4 was determined for all the investigated complexes, involving protonation/deprotonation reactions of one of the axial hydroxido groups, whereas a second pH-dependent change for the three complexes at approximately pH 7.5 appears not to be associated with a loss of an am(m)ine or hydroxido proton from the complex. Our findings are discussed in comparison with the limited data available in the literature on related complexes.

Item Type:	Journal Article
Subjects:	Q Science > QD Chemistry Q Science > QP Physiology
Divisions:	Faculty of Science > Chemistry
Library of Congress Subject Headings (LCSH):	Acid-base chemistry, Bioinorganic chemistry, Antineoplastic agents, Nuclear magnetic resonance spectroscopy, Platinum compounds -- Therapeutic use
Journal or Publication Title:	Chemistry - A European Journal
Publisher:	Wiley - V C H Verlag GmbH & Co. KGaA
ISSN:	0947-6539
Date:	17 October 2011
Volume:	Vol.17
Number:	No.43
Page Range:	pp. 12051-12058
Identification Number:	10.1002/chem.201002792
Status:	Peer Reviewed
Publication Status:	Published
Access rights to Published version:	Restricted or Subscription Access
Funder:	European Commission (EC), Engineering and Physical Sciences Research Council (EPSRC), European Research Council (ERC), European Regional Development Fund (ERDF), Advantage West Midlands (AWM)
Grant number:	EP/G006792/1 (EPSRC), 247450 (ERC)
References:	[1] L. Kelland, Nat. Rev. Cancer 2007, 7, 573 – 584. [2] M. D. Hall, T. W. Hambley, Coord. Chem. Rev. 2002, 232, 49– 67. [3] M. D. Hall, H. R. Mellor, R. Callaghan, T. W. Hambley, J. Med. Chem. 2007, 50, 3403 –3411. [4] L. Ronconi, P. J. Sadler, Coord. Chem. Rev. 2007, 251, 1633 –1648. [5] N. J. Farrer, L. Salassa, P. J. Sadler, Dalton Trans. 2009, 10690 – 10701. [6] L. Ronconi, P. J. Sadler, Chem. Commun. 2008, 235 –237. [7] H. I. A. Phillips, L. Ronconi, P. J. Sadler, Chem. Eur. J. 2009, 15, 1588 – 1596. [8] L. Ronconi, P. J. Sadler, Dalton Trans. 2011, 40, 262 – 268. [9] L. Salassa, H. I. A. Phillips, P. J. Sadler, Phys. Chem. Chem. Phys. 2009, 11, 10311 –10316. [10] J. Burgess, Metal Ions in Solution, Wiley, New York, 1978. [11] F. S. Mackay, J. A. Woods, P. Hernigova, J. Kasporkova, A. M. Pizarro, S. A. Moggach, S. Parsons, V. Brabec, P. J. Sadler, Proc. Natl. Acad. Sci. USA 2007, 104, 20743 – 20748. [12] L. Cubo, A. M. Pizarro, A. Gomez Quiroga, L. Salassa, C. Navarro- Ranninger, P. J. Sadler, J. Inorg. Biochem. 2010, 104, 909 – 918. [13] L. Fielding, Tetrahedron 2000, 56, 6151 –6170. [14] S. J. Barton, K. J. Barnham, A. Habtemariam, R. E. Sue, P. J. Sadler, Inorg. Chim. Acta 1998, 273, 8– 13. [15] Y. Chen, Z. Guo, P. J. Sadler in Cisplatin. Chemistry and Biochemistry of a Leading Anticancer Drug (Ed.: B. Lippert), Wiley-VCH, Weinheim, 1999; pp. 293 –318. [16] M. S. Davies, J. W. Cox, S. J. Berners-Price, W. Barklage, Y. Qu, N. Farrell, Inorg. Chem. 2000, 39, 1710 – 1715. [17] S. J. Berners-Price, L. Ronconi, P. J. Sadler, Prog. Nucl. Magn. Reson. Spectrosc. 2006, 49, 65 –98. [18] L. E. Erickson, J. Am. Chem. Soc. 1969, 91, 6284 –6290. [19] L. G. Sillon, E. A. Martell, J. Bjerrum, Stability Constants of Metal- Ion Complexes. (Special Publication No. 17), 2nd ed., RCS, London, 1964. [20] J. W. Palmer, F. Basolo, J. Inorg. Nucl. Chem. 1960, 15, 279 –286. [21] L. Ronconi, P. J. Sadler, Coord. Chem. Rev. 2008, 252, 2239 –2277. [22] N. A. Kratochwil, J. A. Parkinson, P. J. Bednarski, P. J. Sadler, Angew. Chem. 1999, 111, 1566 –1569; Angew. Chem. Int. Ed. 1999, 38, 1460 –1463. [23] N. N. Zheligovskaya, M. G. Felin, V. I. Spitsyn, Dokl. Akad. Nauk SSSR 1970, 195, 113 –114. [24] N. N. Zheligovskaya, M. G. Felin, Vestn. Mosk. Univ. Ser. 2: Khim. 1971, 12, 679 –682. [25] M. G. Felin, N. N. Zheligovskaya, V. I. Spitsyn, Dokl. Akad. Nauk SSSR 1971, 199, 665 –666. [26] M. G. Felin, D. A. Murashov, N. N. Zheligovskaya, V. I. Spitsyn, Izv. Akad. Nauk SSSR Ser. Khim. 1972, 790 –792. [27] W. Beck, K. Z. Feldl, Naturforsch. B 1966, 21, 588 – 588. [28] D. Humphreys, P. J. Staples, J. Chem. Soc. Dalton Trans. 1973, 897 – 900. [29] N. N. Zheligovskaya, M. G. Felin, Vestn. Mosk. Univ. Ser. 2: Khim. 1971, 12, 618 –619. [30] K. I. Gil’dengershel, S. I. Pechenyut, A. I. Stetsenko, V. F. Budanova, Zhurnal Neorganicheskoi Khimii, 1971, 16, 2029 –2030. [31] M. S. Davies, M. D. Hall, S. J. Berners-Price, T. W. Hambley, Inorg. Chem. 2008, 47, 7673 –7680. [32] N. W. Alcock, P. Bergamini, T. J. Kemp, P. G. Pringle, S. Sostero, O. Traverso, Inorg. Chem. 1991, 30, 1594 – 1598. [33] S. A. Delp, C. Munro-Leighton, C. Khosla, J. L. Templeton, N. M. Alsop, T. Brent Gunnoe, T. R. Cundari, J. Organomet. Chem. 2009, 694, 1549 –1556. [34] S. Choi, L. Vastag, Y. C. Larrabee, M. L. Personick, K. B. Schalberg, B. J. Fowler, R. K. Sandwick, G. Rawji, Inorg. Chem. 2008, 47, 1352 – 1360. [35] L. T. Ellis, H. M. Er, T. W. Hambley, Aust. J. Chem. 1995, 48, 793 – 806. [36] P. M ller, B. Schrçder, J. A. Parkinson, N. A. Kratochwil, R. A. Coxall, A. Parkin, S. Parsons, P. J. Sadler, Angew. Chem. 2003, 115, 349 – 353; Angew. Chem. Int. Ed. 2003, 42, 335 –339. [37] F. S. Mackay, J. A. Woods, H. Moseley, J. Ferguson, A. Dawson, S. Parsons, P. J. Sadler, Chem. Eur. J. 2006, 12, 3155 –3161. [38] N. J. Farrer, P. Gierth, P. J. Sadler, Chem. Eur. J. DOI: 10.1002/ chem.201101409. [39] E. M. Woolley, D. G. Hurkot, L. G. Hepler, J. Phys. Chem. 1970, 74, 3908 – 3913 [40] A. E. Martell, R. J. Motekaitis, Determination and Use of Stability Constants, Wiley-VCH, Weinheim, 1992. [41] P. Gans, A. Sabatini, A. Vacca, Talanta 1996, 43, 1739 –1753.
URI:	http://wrap.warwick.ac.uk/id/eprint/40374

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