Abstract
The hydrolysis and complex formation equilibria of [Pt(dach)(H2O)2]2+, where dach is (R,R)-trans-1,2-diaminocyclohexane, with some sulfur- and nitrogen-bonding ligands, such as l-methionine, glutathione, inosine, inosine-5′-monophosphate, and guanosine-5′-monophosphate, were studied in aqueous 0.10 M NaClO4 solution at 298 K by potentiometric titrations. The experimentally determined pK a values for the studied diaqua complex were 6.00 and 10.03, respectively. The acid dissociation constants of the ligands were also determined. The stoichiometry and stability constants of the formed complexes are reported, as well as the concentration distribution of the various complex species evaluated as a function of pH. In all studied systems, species with one coordinated molecule of ligand were detected. However, only in systems with l-methionine and inosine, complexes with two molecules of ligand directly coordinated to the Pt(II) ion were found. The results also show that glutathione formed the most stable complexes. These results could contribute to better understanding of the interactions between Pt(II) complexes and biologically significant molecules.
Graphical abstract
Similar content being viewed by others
References
Rau T, van Eldik R (1996) In: Sigel A, Sigel H (eds) Metal ions in biological systems. Marcel Dekker, New York
Van Rijt SH, Sadler PJ (2009) Drug Discov Today 14:1089
Lippert B (1999) Cisplatin, chemistry and biochemistry of a leading anticancer drug. Wiley, Zürich
Wong E, Giandomenico CM (1999) Chem Rev 99:2451
van Zutphen S, Reedijk J (2005) Coord Chem Rev 249:2845
Reedijk J (2008) Platin Met Rev 52:2
Dor RT (1996) Platinum and other metal coordination compounds in cancer chemotherapy. Plenum, New York
Kelland LR (2000) In: Kelland LR, Farrell NP (eds) Platinum-based drugs in cancer therapy. Humana, Totowa
Yongwon J, Lippard SJ (2007) Chem Rev 107:1387
Reedijk J (1999) Chem Rev 99:2499
Jamieson ER, Lippard SJ (1999) Chem Rev 99:2467
Teuben JM, Rodriguez i Zubiri M, Reedijk J (2000) Dalton Trans, p 369
Bose RN, Moghaddas S, Weaver EL, Cox EH (1995) Inorg Chem 34:5878
Barnham KJ, Djuran MI, Murdoch PS, Sadler PJ (1994) Chem Comm 6:721
Barnham KJ, Djuran MI, Murdoch PS, Ranford JD, Sadler PJ (1996) Inorg Chem 35:1065
Frey U, Ranford JD, Sadler PJ (1993) Inorg Chem 32:1333
Lempers ELM, Reedijk J (1991) Adv Inorg Chem 37:175
Van Boom SSGE, Chen BW, Teuben JM, Reedijk J (1999) Inorg Chem 38:1450
Soldatović T, Bugarčić ŽD (2005) J Inorg Biochem 99:1472
Marchan V, Moreno V, Pedroso E, Grandas A (2001) Chem Eur J 7:808
Suchankova T, Vojtiskova M, Reedijk J, Brabec V, Kasparkova J (2009) J Biol Inorg Chem 14:75
Roy S, Westmaas JA, Hagen KD, van Wezel GP, Reedijk J (2009) J Biol Inorg Chem 103:1288
Łakomska I, Kooijman H, Spek AL, Shen WZ, Reedijk J (2009) Dalton Trans, p 10736
Todd RC, Lippard SJ (2009) Metallomics 1:280
Abramkin SA, Jungwirth U, Valiahdi SM, Dworak C, Habala L, Meelich K, Berger W, Jakupec MA, Hartinger CG, Nazarov AA, Galanski M, Keppler BK (2010) J Med Chem 53:7356
Summa N, Schiessl W, Puchta R, van Eikema Hommes H, van Eldik R (2006) Inorg Chem 45:2948
Bugarčić ŽD, Petrović BV, Jelić R (2001) Trans Met Chem 26:668
Jaganyi D, Hofmann A, van Eldik R (2001) Angew Chem Int Ed 40:1680
Bugarčić ŽD, Soldatović T, Jelić R, Algueró B, Grandas A (2004) Dalton Trans, p 3869
Küng A, Strickmann DB, Galanski M, Keppler BK (2001) J Inorg Biochem 86:691
Petrovic D, Stojimirovic B, Petrovic B, Bugarcic ZM, Bugarcic ZD (2007) Bioorg Med Chem 15:4203
Djuran MI, Lampers ELM, Reedijk J (1991) J Inorg Chem 30:2648
Shoukry MM, van Eldik R (1996) Dalton Trans 2373
Bugarčić ŽD, Heinemann FW, van Eldik R (2004) Dalton Trans, p 279
Soldatović T, Bugarčić ŽD, van Eldik R (2009) p 4526
Cubo L, Pizarro AM, Quiroga AG, Salassa L, Navarro-Ranninger C, Sadler PJ (2010) 104:909
Vollano JF, Al-Baker S, Dobrowiak JC, Schurig JE (1987) J Med Chem 30:716
Appleton TG, Hall JR, Ralph SF, Thompson CSM (1984) Inorg Chem 23:3521
Gans P, Sabatini A, Vacca A (1996) Talanta 43:1739
Alderighi L, Gans P, Ienco A, Peters D, Sabatini A, Vacca A (1999) Coord Chem Rev 184:311
Acknowledgments
The authors gratefully acknowledge financial support from the Ministry of Science of the Republic of Serbia (projects no. 172011 and 172016).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Jelić, R., Marković, S. & Petrović, B. Equilibrium studies on complex formation reactions of dichlorido[(R,R)-trans-1,2-diaminocyclohexane]platinum(II) complex with ligands of biological significance. Monatsh Chem 142, 985–992 (2011). https://doi.org/10.1007/s00706-011-0553-z
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00706-011-0553-z