Study on electronic properties, thermodynamic and kinetic parameters of the selected platinum(II) derivatives interacting with guanine

Interaction of hydrated forms of several potential anticancer agents (PtCl2(diaminocyclohexane), trans-[PtCl2(NH3)(thiazole)], cis-[PtCl2(NH3)(piperidine)], and cis-PtCl2(NH3)(cyclohexylamine) complexes) with guanine are explored and compared with an analogous interaction of cisplatin. Basic electro...

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Bibliographic Details
Published in:Journal of inorganic biochemistry Vol. 172; pp. 100 - 109
Main Authors: Šebesta, Filip, Burda, Jaroslav V.
Format: Journal Article
Language:English
Published: United States Elsevier Inc 01.07.2017
Subjects:
Antineoplastic Agents - chemistry
Electromagnetic Phenomena
Guanine - chemistry
Kinetics
Organoplatinum Compounds - chemistry
Platinum - chemistry
Thermodynamics
ISSN:0162-0134, 1873-3344, 1873-3344
Online Access:Get full text
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Summary:Interaction of hydrated forms of several potential anticancer agents (PtCl2(diaminocyclohexane), trans-[PtCl2(NH3)(thiazole)], cis-[PtCl2(NH3)(piperidine)], and cis-PtCl2(NH3)(cyclohexylamine) complexes) with guanine are explored and compared with an analogous interaction of cisplatin. Basic electronic properties, binding and stabilization energies are determined and energy profiles for the aquation reaction are estimated at the B3LYP/6-311++G(2df,2pd) level of theory. It is found that the substitution reaction is an exothermic and exergonic process with ΔG slightly less negative than −20kcal/mol. The largest energy release occurs for PtCl(H2O)(diaminocyclohexane) complex. The rate constants for the Pt(II) complexes in the chloro- and hydroxo-form are compared and an impact of the ligand in the trans position to water is discussed. A substitution reaction of aqua-ligand replacement by guanine in a set of five cisplatin analogues is compared from the thermodynamic and kinetic point of view. Practically all derivatives interact faster and with higher Gibbs free energy release than cisplatin itself. [Display omitted] •Substitution reaction of aqua-ligand replacement by guanine.•Thermodynamic and kinetic description of the reaction including Wertz corrections.•Exploration of complexes with possible anticancer activity.•Density functional theory supplemented by modern analyses for deeper insight to reaction.
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ISSN:0162-0134
1873-3344
1873-3344
DOI:10.1016/j.jinorgbio.2017.04.006