Mixed ligand complexes of cis-dichloromethionineplatinum(II) and cis-dichloromethioninepalladium(II) with substituted pyrimidines

Khan, Badar Taqui; Annapoorna, T.K.; Shamsuddin, S.; Najmuddin, K.

doi:10.1016/s0277-5387(00)83168-x

Cited by 7 publications

(7 citation statements)

References 20 publications

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“…[27] Of the coinage metals, copper [28] and silver [29] coordination complexes have been reported, and work by members of our group has investigated its use in supramolecular networks of gold(I) based on hydrogen and auro-philic bonding. [30] In all these reports, the thionucleobase is bonded through sulfur, in many cases as a monodentate ligand.…”

Section: Resultsmentioning

confidence: 99%

Spectroscopic, Structural and Theoretical Investigation of Alkenyl Ruthenium Complexes Supported by Sulfur–Nitrogen Mixed‐Donor Ligands

et al. 2006

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Section: Resultsmentioning

confidence: 99%

Spectroscopic, Structural and Theoretical Investigation of Alkenyl Ruthenium Complexes Supported by Sulfur–Nitrogen Mixed‐Donor Ligands

et al. 2006

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“…Cytosine, a DNA base, is a member of the base pair in DNA and is responsible for maintaining cytosine ( C ) guanine ( G ) triple hydrogen bonded pairing ( C  G ) during coding information transfer of progeny 1,2. There is a long‐standing interest to explore the interaction of carcinogenic agents and anticancer drugs with DNA 3–12. …”

Section: Introductionmentioning

confidence: 99%

Mechanism of interaction of DNA bases with dichloro‐[1‐alkyl‐2‐(naphthylazo)imidazole]palladium(II) complexes: A cytosine case

Ghosh

Saha

Mahapatra

2009

Int J of Chemical Kinetics

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Interaction of cytosine (C) with dichloro-[1-alkyl-2-(α-naphthylazo)imidazole]palladium(II) [Pd(α-NaiR)Cl 2 , 1] and dichloro-[1-alkyl-2-(β-naphthylazo)imidazole]palladium(II) [Pd(β-NaiR)Cl 2 , 2] complexes {where alkyl R = Me (a), Et (b) or Bz (c)} in acetonitrile (MeCN)-water (50% v/v) medium to yield [{1-alkyl-2-(α-naphthylazo)-imidazole}bis(cytosine)]palladium(II)dichloride (3a, 3b, 3c) and [{1-alkyl-2-(β-naphthylazo)-imidazole}bis(cytosine)]palladium(II)dichloride (4a, 4b, 4c) was studied. The products were characterized by microanalytical data and spectroscopic techniques (FT-IR, UV-vis, and NMR). The reaction kinetics show first-order dependence of the rate on each of the concentration of Pd(II) complex and C. External addition of Cl − ion (LiCl) did not influence this nucleophilic substitution rate process and has proved the cleavage of first Pd Cl bond is the rate-determining step. Thermodynamic parameters standard enthalpy of activation ( ‡ H o ) and standard entropy of activation ( ‡ S o ) were determined from variable temperature kinetic studies. The negative values of ‡ S o indicate that the reaction proceeds through an associative inner sphere mechanism. The magnitude of the second-order rate constant k 2 increases in the following order: Pd(NaiEt)Cl 2 (b) < Pd(NaiMe)Cl 2 (a) < Pd(NaiBz)Cl 2 (c) as well as Pd(α-NaiR)Cl 2 (1) < Pd(β-NaiR)Cl 2 (2), which corroborates with the experimental ‡

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“…There is a long-standing interest to explore the interaction of carcinogenic agents and anticancer drugs with DNA [3][4][5][6][7][8][9][10][11][12].…”

Section: Introductionmentioning

confidence: 99%

“…The anticancer activity of Pt drugs is due to the ability of Pt(II) to form covalent adducts with the base residues in DNA [6,7,8]. There is much evidence that the N7 sites of guanine and adenine and N3 site of cytosine are the most preferred binding targets of Pt(II) [9][10][11].…”

Section: Introductionmentioning

confidence: 99%

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Mechanism of Interaction of DNA Bases with Pd(II)-azoimidazoles: The Cytosine Case

Saha¹,

Majumdar²,

Mahapatra³

2006

BioInorganic Reaction Mechanisms

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The reaction between dichloro{1-alkyl-2-(arylazo)imidazole}palladium (II), Pd(N,N / )Cl 2 [N,N / ≡ 1-alkyl-2-(arylazo)imidazole ≡ R / aaiR ≡ p-R / -C 6 H 4 -N=N-C 3 H 2 N 2 -1-R; where R / = H (a)/Me (b)/Cl (c) and R = Ethyl ≡ Et (1)/ Benzyl ≡ Bz (2)] and cytosine (C) has been studied spectrophotometrically in acetonitrile-water (1:1; v/v) medium at 465 nm. The product has been isolated and characterized as [Pd(N,N / )C 2 ]Cl 2 . The kinetics of the nucleophilic substitution reactions has been studied under pseudo-first-order conditions at 298 K. This reaction follows two-step consecutive path (A→B→C); each step follows first order kinetics with respect to each complex and C and follows the rate laws: Rate -I = k / obs [Pd(N,N / )Cl 2 ]; k / obs = k / 0 + k / 2 [C] 0 and Rate -II = k // obs [[Pd(N,N / )(C)Cl] + ]; k // obs = k // 0 + k // 2 [C] 0 ; with firststep-second-order-rate constant (k / 2 ) greater than second-step-second-order-rate constant (k // 2 ). The rate data supports a nucleophilic association path. External addition of Cl -(LiCl) suppresses the rate. Increase in π-acidity of the ligand (R / aaiR) increases the rate and follows the order: (i) (b) < (a) < (c) and (ii) (1) < (2). The reactions have been studied at different temperatures (298 -313 K) and the activation parameters (∆ ‡ H º and ∆ ‡ S°) of each step of different reactions were calculated using the Eyring plot.

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Mixed ligand complexes of cis-dichloromethionineplatinum(II) and cis-dichloromethioninepalladium(II) with substituted pyrimidines

Cited by 7 publications

References 20 publications

Spectroscopic, Structural and Theoretical Investigation of Alkenyl Ruthenium Complexes Supported by Sulfur–Nitrogen Mixed‐Donor Ligands

Spectroscopic, Structural and Theoretical Investigation of Alkenyl Ruthenium Complexes Supported by Sulfur–Nitrogen Mixed‐Donor Ligands

Mechanism of interaction of DNA bases with dichloro‐[1‐alkyl‐2‐(naphthylazo)imidazole]palladium(II) complexes: A cytosine case

Mechanism of Interaction of DNA Bases with Pd(II)-azoimidazoles: The Cytosine Case

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