|
Kinetic Studies on the Reactions of [(TLtBu)PtCl]+ and [Pt(tpdm)Cl]+ Complexes with Some Thiols and Thioethers
Enisa
Selimović
A
,
Biljana
Petrović
A
,
Dragan
Čanović
B
,
Živadin D.
Bugarčić
A
and
Jovana
Bogojeski
A
C
A
Department of Chemistry, Faculty of Science, University of Kragujevac, R. Domanovića 12, PO Box 60, 34000 Kragujevac, Serbia.
B
Faculty of Medicine, University of Kragujevac, S. Markovića 69, 34000 Kragujevac, Serbia.
C
Corresponding author. Email: jrosic@kg.ac.rs
Australian Journal of Chemistry
66(5)
534-538 http://dx.doi.org/10.1071/CH12218
Submitted: 25 April 2012 Accepted: 13 December 2012 Published:
31
January
2013
|  |
|
|
Abstract
Substitution reactions of the complexes [(TLtBu)PtCl]+ and [Pt(tpdm)Cl]+, where TLtBu = 2,6-bis[(1,3-di-tert-butylimidazolin-2-imino)methyl]pyridine and tpdm = terpyridinedimethane, with nucleophiles: S-methyl-L-cysteine (S-Met-L-Cys), L-cysteine (L-Cys), glutathione (GSH) and L-methionine (L-Met) were studied in aqueous 0.1 M NaClO4 solution in the presence of 10 mM NaCl using variable-temperature UV-vis spectrophotometry. The higher reactivity of the complex with the tpdm ligand could be attributed to the influence of the bulkiness of the tert-butyl-groups from the [(TLtBu)PtCl]+ complex. The order of reactivity of the studied ligands is: S-Met-L-Cys > L-Met > GSH > L-Cys. The thioethers (S-Met-L-Cys and L-Met) are more reactive than the thiols (GSH and L-Cys). This order of reactivity is in relation with their electron properties and structures. The negative values reported for the entropy of activation confirmed the associative mode. 
|
References
[1]
E. Alessio, in Bioinorganic Medicinal Chemistry (Ed. E. Alessio) 2011, Ch. 1–4 (John Wiley & Sons Inc.: New York, NY).
[2]
J. Reedijk, Pure Appl. Chem. 2011, 83, 1709. | CrossRef | CAS | 
[3]
J. Reedijk, Macromol. Symp. 2008, 270, 193. | CrossRef | CAS |
[4]
M. A. Jakupec, M. Galanski, B. K. Keppler, Rev. Phys. Biochem. Pharm. 2003, 146, 1. | CrossRef | CAS |
[5]
M. A. Jakupec, M. Galanski, B. K. Keppler, Met. Ions Biol. Syst. 2004, 42, 179. | CAS |
[6]
E. Volckova, L. P. Dudones, R. N. Bose, Pharm. Res. 2002, 19, 124. | CrossRef | CAS |
[7]
B. Petrović, Ž. D. Bugarčić, Aust. J. Chem. 2005, 58, 544. | CrossRef |
[8]
T. Soldatović, Ž. D. Bugarčić, J. Inorg. Biochem. 2005, 99, 1472. | CrossRef |
[9]
Ž. D. Bugarčić, J. Rosić, B. Petrović, N. Summa, R. Puchta, R. van Eldik, J. Biol. Inorg. Chem. 2007, 12, 1141. | CrossRef |
[10]
B. Petrović, Ž. D. Bugarčić, J. Coord. Chem. 2001, 53, 35. | CrossRef |
[11]
B. Petrović, Ž. D. Bugarčić, A. Dees, I. Ivanović-Burmazović, F. Heinemann, R. Puchta, R. van Eldik, Inorg. Chem. 2012, 51, 1516. | CrossRef |
[12]
J. Reedijk, Chem. Rev. 1999, 99, 2499. | CrossRef | CAS |
[13]
B. Lippert, in Cisplatin, Chemistry and Biochemistry of Leading Antitumor Drugs (Ed. B. Lippert) 1999, pp. 183–221 (Wiley-VCH: Zurich).
[14]
J. Bogojeski, Ž. D. Bugarčić, R. Puchta, R. van Eldik, Eur. J. Inorg. Chem. 2010, 5439. | CrossRef | CAS |
[15]
M. Đurović, J. Bogojeski, B. Petrović, D. Petrović, F. W. Heinemann, Ž. D. Bugarčić, Polyhedron 2012, 41, 70. | CrossRef |
[16]
J. Bogojeski, R. Jelić, D. Petrović, E. Herdtweck, P. G. Jones, M. Tamm, Ž. D. Bugarčić, Dalton Trans. 2011, 40, 6515. | CrossRef | CAS |
[17]
A. Mijatović, J. Bogojeski, B. Petrović, Ž. D. Bugarčić, Inorg. Chim. Acta 2012, 383, 300. | CrossRef |
[18]
M. L. Tobe, J. Burgess, in Inorganic Reaction Mechanism (Eds M. L. Tobe, J. Burgess) 1999, p. 70, p. 364 (Longman: London).
[19]
G. Annibale, L. Cattalini, L. Canovese, G. Michelon, G. Marangoni, M. L. Tobe, Inorg. Chem. 1983, 22, 975. | CrossRef | CAS |
[20]
T. Shi, L. I. Elding, Inorg. Chem. 1996, 35, 735. | CrossRef | CAS |
[21]
Ž. D. Bugarčić, F. W. Heinemann, R. van Eldik, Dalton Trans. 2004, 279. | CrossRef |
[22]
Ž. D. Bugarčić, B. V. Đorđević, Monatsh. Chem. 1998, 129, 1267.
[23]
Ž. D. Bugarčić, G. Liehr, R. van Eldik, J. Chem. Soc., Dalton Trans. 2002, 951. | CrossRef |
[24]
J. M. Teuben, M. Rodrugez, I. Zubiri, J. Reedijk, J. Chem. Soc., Dalton Trans. 2000, 369. | CrossRef | CAS |
[25]
V. Vasić, M. Čakar, J. Savić, B. Petrović, J. Nadeljković, Ž. D. Bugarčić, Polyhedron 2003, 22, 279. | CrossRef |
[26]
A. Hofmann, D. Jaganyi, O. Q. Munro, G. Liehr, R. Van Eldik, Inorg. Chem. 2003, 42, 1688. | CrossRef | CAS |
[27]
D. Petrović, L. M. R. Hill, P. G. Jones, W. B. Tolman, M. Tamm, Dalton Trans. 2008, 887. | CrossRef |
[28]
A. N. Vedernikov, J. C. Huffman, K. G. Caulton, Inorg. Chem. 2002, 41, 6244. | CrossRef | CAS |
[29]
T. G. Appleton, J. R. Hall, S. F. Ralph, C. S. M. Thompson, Inorg. Chem. 1984, 23, 3514. | CrossRef | CAS |
|
|
 |
Subscriber Login |
 |
|
e-Alerts
Connect with us
