Ligand substitution reaction on a platinum(<scp>ii</scp>) complex with bio-relevant thiols: kinetics, mechanism and bioactivity in aqueous medium

Samanta, Avradeep; Ghosh, Goutam Kr.; Mitra, Ishani; Mukherjee, Subhajit; K, Jagadeesh C. Bose; Mukhopadhyay, Sudit S.; Linert, Wolfgang; Moi, Sankar Ch.

doi:10.1039/c4ra06137c

Cited by 19 publications

(19 citation statements)

References 46 publications

(31 reference statements)

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“…S12). Literature reports [61][62][63][64][65][66] indicate that more negative (large) values of DS -is characteristic of an associative substitution mechanism for Pd II and Pt II complexes [67]. The enthalpy of activation (DH -) for both the steps were in fair agreement with those found for related Pd II complexes with subsequent diimine ligands.…”

Section: Kinetic Studysupporting

confidence: 72%

PdII–PdII bonding interaction in dinuclear PdII complex with non-macrocyclic (O&N) chelates: Characterization, kinetics and DFT study

et al. 2015

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Section: Kinetic Studysupporting

confidence: 72%

PdII–PdII bonding interaction in dinuclear PdII complex with non-macrocyclic (O&N) chelates: Characterization, kinetics and DFT study

et al. 2015

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“…Moreover, Pt-sulfur adduct can act as a drug reservoir, which is also influenced by the architecture of planned Pt(II) complexes with a suitable carrier ligand. We have already reported a few Pt(II) complexes with σ-donor and π-acceptor carrier ligands, [15][16][17] which exhibit a significant anticancer activity. Herein, we report the detailed synthesis of Pt(II) complexes incorporating TEEDA as a carrier ligand, having different extend of σ-donor capability of 2 and 3 amines of ligand and their bioactivity.…”

Section: Introductionmentioning

confidence: 99%

Anticancer activity and biomolecular interaction of Pt(II) complexes: Their synthesis, characterisation and DFT study

Mandal

Reddy

Mitra

et al. 2021

Applied Organom Chemis

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Cis-[Pt (TEEDA)Cl 2 ]; 1 (where TEEDA = N,N,N 0 -triethylethylenediamine) was synthesised, and its SCXRD structure was determined. Complex 1 crystallises in the monoclinic space group I2/a; (z = 8) and unit cell parameters are a = 15.1919(4) Å; b = 9.6049(3) Å; c = 16.7825 Å; α = 90.00 ; β = 94.784(3) and γ = 90.00 . Complex 1 was hydrolysed to diaqua species cis-[Pt (TEEDA)(H 2 O) 2 ] 2+ ; 2 L-cysteine (L-cys) and N-acetyl-L-cysteine (N-ac-L-cys) chelated complex cis-[Pt (TEEDA)(L-cys)] + 3 and cis-[Pt (TEEDA)(N-ac-L-cys)] 4 were synthesised and characterised by spectroscopic methods. Kinetic study of substitution reactions of Complex 2 to Complexes 3 and 4 have been explored with the thiols L-cys and N-ac-L-cys, respectively. The theoretical study with density functional theory (DFT) has been considered to optimise the structures of Complexes 1-4 for HOMO-LUMO energy calculation, TD-DFT simulation and natural bond orbital (NBO) analysis to support structural characterisation of the complexes. Various electronic properties, known as DFT-based descriptors, have been calculated from frontier molecular orbital energies to correlate with the adduct formation aptitude of the complexes with DNA and BSA. The binding aptitude and binding mode of the complexes with DNA and BSA have been performed by UV-Vis and spectrofluorometric titration methods. To observe the interaction of the complexes with CT-DNA, gel electrophoresis experiment has been carried out. A molecular docking study of the complexes was performed with DNA and BSA. The anticancer activity and ROS generation of the complexes were investigated on different cancer cell lines and fibroblast cells with DCF-DA using FITC filter. K E Y W O R D S anticancer activity, DNA and BSA binding, kinetics and mechanism, MTT assay and DFT study, Pt(II) complex Saikat Mandal and Venkata P. Reddy B. contributed equally to this research work.

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“…Entropies of activations are all highly negative, which support that all steps follow associative mechanisms. The d 8 Au(III) complexes are expected to show similar behavior as do square planar Pt(II) complexes .…”

Section: Resultsmentioning

confidence: 99%

Spectroscopic and Electrochemical Studies of the Interaction of Some Gold(III) Complexes with Biologically Relevant Thiones

Sulaiman

Omer

Kawde

et al. 2018

Int J of Chemical Kinetics

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The interaction of gold(III) complexes, [Au(cis‐DACH)Cl2]Cl and [Au(cis‐DACH)2]Cl3 complexes (DACH = cis‐1,2‐diaminocyclohexane), with 13C, 15N‐enriched thiourea (Tu) and 1,3‐diazinane‐2‐thione ligands was investigated. The progress of these reactions was monitored by NMR (1H, 13C, and 15N) and UV–vis spectroscopy as well as square wave stripping voltammetry. The kinetic studies of the substitution reactions between the above‐mentioned complexes with thiones in aqueous solutions containing 30 mM KCl, which is used to suppress the hydrolysis of the chloride complexes, were conducted. These reactions were followed under pseudo–first‐order conditions as functions of ligand concentration, pH, and temperature. The activation parameters (ΔH#, ΔS#) were calculated from Eyring plots, and the negative values of ΔS≠ lend support for an associative mechanism. The kinetic data also indicated a relatively higher reactivity of [Au(cis‐DACH)Cl2]Cl than that of [Au(cis‐DACH)2]Cl3 toward the thiones.

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Ligand substitution reaction on a platinum(ii) complex with bio-relevant thiols: kinetics, mechanism and bioactivity in aqueous medium

Abstract: Kinetics of the interaction between [Pt(pic)(H2O)2](ClO4)2and selected thiols has been studied in aqueous medium as a function of [complex], [thiol], pH and temperature at constant ionic strength.

Cited by 19 publications

References 46 publications

PdII–PdII bonding interaction in dinuclear PdII complex with non-macrocyclic (O&N) chelates: Characterization, kinetics and DFT study

PdII–PdII bonding interaction in dinuclear PdII complex with non-macrocyclic (O&N) chelates: Characterization, kinetics and DFT study

Anticancer activity and biomolecular interaction of Pt(II) complexes: Their synthesis, characterisation and DFT study

Spectroscopic and Electrochemical Studies of the Interaction of Some Gold(III) Complexes with Biologically Relevant Thiones

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