Kinetics and mechanism for the substitution reactions of monoaquamonochloro-(piperazine) palladium (II) complex with L-methionine and thiourea in aqueous solution

Shoukry, Azza A.

doi:10.1007/s12039-013-0414-x

Cited by 3 publications

(2 citation statements)

References 32 publications

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“…From these observations, it can be concluded that the second step is due to the displacement of the dipyridylamine ligand due to strong trans‐effect of sulfur on coordination of TU to the Pt(II) center. These results are in accordance to the previous work reported on Pt(II) complexes of the type [L 2 PtX 2 ] where X = anionic leaving group; L = ammonia, amine, pyridine Also studies on mononuclear dipyridylamine bidentate Pt(II) complexes appended to the alkyl flexible backbone recently reported by our group [41d] show similar behavior of this ligand head group to undergo dechelation process.…”

Section: Resultssupporting

confidence: 92%

The Role of an Alkyl-Phenyl Spacer on the Reactivity of Novel Platinum(II) Complexes with Thiourea Nucleophiles

Asman

Jaganyi

2017

Int. J. Chem. Kinet.

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The presented work, submitted as a paper, deals with the substitution reactions of mononuclear and dinuclear platinum(II) complexes of di‐2‐pyridylaminodiaquaplatinum(II), (Pt1); di‐2‐pyridylaminomethylbenzenediaquaplatinum(II), (Pt2); 1,2‐bis(di‐2‐pyridylaminomethyl)benzenetetraquaplatinum(II), (Pt3); 1,3‐bis(di‐2‐pyridylamino‐methyl)benzenetetraquaplatinum(II), (Pt4); and 1,4‐bis(di‐2‐pyridylaminomethyl)‐benzenetetraquaplatinum(II), (Pt5). These reactions were carried out on aqua complexes by three nucleophiles, viz., thiourea, N,N′‐dimethylthiourea, and N,N,N′N′‐tetramethylthiourea under pseudo–first‐order conditions as a function of nucleophile concentration and temperature by stopped‐flow and UV–visible spectrophotometric techniques. In addition, some DFT calculation was performed. The activation parameters support an associative substitution mechanism.

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Section: Resultssupporting

confidence: 92%

The Role of an Alkyl-Phenyl Spacer on the Reactivity of Novel Platinum(II) Complexes with Thiourea Nucleophiles

Asman

Jaganyi

2017

Int. J. Chem. Kinet.

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“…versus l -Met concentration for the first step of the Ru–Pt complexes are shown in ESI Figure S2, and the rate data for both steps ( k 2 1st and k 1 2nd values) at 35 °C are summarized in Table while the other temperatures are given in ESI Tables S1 and S2. The ring closure of l -Met when substituting at the Pt(II) center and hence the observed independence of the rate on its concentration has been reported previously for similar reactions , (refer to Scheme for the reaction pathway). At pH (= 7.2) of the reactions, l -Met (p K – COOH = 2.13 and p K NH 3 = 9.2) occurs as a neutral species in its zwitterionic form and thus interacts with the complex via its S, N/O donor atoms .…”

Section: Resultsmentioning

confidence: 99%

Heterodinuclear Ru–Pt Complexes Bridged with 2,3-Bis(pyridyl)pyrazinyl Ligands: Studies on Kinetics, Deoxyribonucleic Acid/Bovine Serum Albumin Binding and Cleavage, In Vitro Cytotoxicity, and In Vivo Toxicity on Zebrafish Embryo Activities

2022

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Di- and poly-homo/heteronuclear complexes have great potential as anticancer drugs. Here, we report their reactivity, deoxyribonucleic acid (DNA)/bovine serum albumin (BSA) binding and cleavage interactions, in vitro cytotoxicity, and in vivo zebrafish embryo toxicity of [(phen) 2 Ru(μ- L )PtCl 2 ] 2+ (phen = 1,10-phenanthroline and L = 2,3-bis(2-pyridyl)pyrazine, bpp, C 1 ; 2,3-bis(2-pyridyl)quinoxaline, bpq, C 2ial ; 2,3-bis(2-pyridyl)benzo[ g ]quinoxaline, bbq, C 3 ) anticancer prodrugs. The substitution reactivity increases from C 1 to C 3 owing to an increase in the π-conjugation on the bridging chelate which facilitates π-back bonding. As a result, the electrophilicity index on the C 3 complex increases than that on the complex C 2 followed by C 1 which leads to higher rates of substitution and thus the reactivity order follows C 1 < C 2 < C 3 . The coordination of Ru at one end of each of the complexes enhances water solubility. Moreover, the charge addition of the two metal ions increases their reactivity toward substitution in addition to ensuring electrostatic interactions at target sites such as the DNA/BSA. Spectroscopic (UV–vis absorption and fluorescence quenching) titration and viscosity measurement results of the interactions of C 1/2/3 with CT-DNA established the formation of stable, nonconvent C 1/2/3 -DNA adducts with DNA most likely via the intercalative binding mode. Furthermore, studies with BSA showed a good binding affinity of these complexes owing to hydrophobic interactions with the coordinated ligands. The interactions of these complexes with DNA/BSA are in line with the reactivity trend, and all these experimental findings were further supported by molecular docking analysis. In vitro MTT cytotoxic activities on human breast cancer cell line MCF-7 revealed that all the complexes have high cytotoxicity activity (IC 50 > 9 μM); furthermore, the selectivity index and SI values were higher (>3). Complex C 3 showed the highest cytotoxicity with IC 50 = 3.1 μM and SI value (5.55) against MCF7 cell lines and these values were comparable to those of the cisplatin (IC 50 and SI values are 5.0 μM and 4.02, respectively). In vivo toxicological assessments on zebrafish embryos revealed that all the Ru–Pt complexes ( C I/2/3 ...

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The effect of alkyl chain tethers on the kinetics and mechanistic behaviour of bifunctional dinuclear platinum(ii) complexes bearing N,N′-dipyridylamine ligands

Wangoli

Kinunda

2018

New J. Chem.

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Kinetics and mechanism for the substitution reactions of monoaquamonochloro-(piperazine) palladium (II) complex with L-methionine and thiourea in aqueous solution

Cited by 3 publications

References 32 publications

The Role of an Alkyl-Phenyl Spacer on the Reactivity of Novel Platinum(II) Complexes with Thiourea Nucleophiles

The Role of an Alkyl-Phenyl Spacer on the Reactivity of Novel Platinum(II) Complexes with Thiourea Nucleophiles

Heterodinuclear Ru–Pt Complexes Bridged with 2,3-Bis(pyridyl)pyrazinyl Ligands: Studies on Kinetics, Deoxyribonucleic Acid/Bovine Serum Albumin Binding and Cleavage, In Vitro Cytotoxicity, and In Vivo Toxicity on Zebrafish Embryo Activities

The effect of alkyl chain tethers on the kinetics and mechanistic behaviour of bifunctional dinuclear platinum(ii) complexes bearing N,N′-dipyridylamine ligands

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