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Potentiometric and Blood Plasma Simulation Studies of Nickel(II) Complexes of Poly(amino)amido Pentadentate Ligands: Computer Aided Metal-Based Drug Design.

Odisitse S, Jackson GE - Bioinorg Chem Appl (2014)

Bottom Line: The thermodynamic equilibria of nickel(II) with N,N'-di(aminoethylene)-2,6-pyridinedicarbonylamine (L1), Bis-(N,N-dimethylethyl)-2,6-pyridinedicarboxamide (L2), and N,N'-bis[2(2-pyridyl)-methyl]pyridine-2,6-dicarboxamide (L3) have been studied at 25°C and an ionic strength of 0.15 mol dm(-3) by glass electrode potentiometry.The protonation and formation constants added to blood plasma model predict that Cu(II) competes effectively against Ni(II), Zn(II), and Ca(II) for these ligands in vivo.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, University of Cape Town, Private Bag X3, Rondebosch, Cape Town 7701, South Africa ; Natural Resources and Materials, Botswana Institute for Technology Research and Innovation, Plot 50654 Machel Drive, Private Bag 0082, Gaborone, Botswana.

ABSTRACT
The thermodynamic equilibria of nickel(II) with N,N'-di(aminoethylene)-2,6-pyridinedicarbonylamine (L1), Bis-(N,N-dimethylethyl)-2,6-pyridinedicarboxamide (L2), and N,N'-bis[2(2-pyridyl)-methyl]pyridine-2,6-dicarboxamide (L3) have been studied at 25°C and an ionic strength of 0.15 mol dm(-3) by glass electrode potentiometry. The protonation and formation constants added to blood plasma model predict that Cu(II) competes effectively against Ni(II), Zn(II), and Ca(II) for these ligands in vivo.

No MeSH data available.


Related in: MedlinePlus

Schematic structures of ligands (L) studied.
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fig1: Schematic structures of ligands (L) studied.

Mentions: We have recently investigated the solution chemistry of Cu2+, Zn2+, and Ca2+ with N,N′-di(aminoethylene)-2,6-pyridinedicarbonylamine (L1), Bis-(N,N-dimethylethyl)-2,6-pyridinedicarboxamide (L2), and N,N′-bis[2(2-pyridyl)-methyl]pyridine-2,6-dicarboxamide (L3) (Figure 1) for possible use as copper-based anti-inflammatory drugs in the treatment of rheumatoid arthritis [3, 4]. Zn2+ and Ca2+ were included in the study as they are present in high concentration in vivo and so are potential competitors of Cu2+. The potentiometric results indicated that copper(II) formed stable complexes with all these ligands. Blood plasma simulation studies showed that L3 is better at mobilising Cu2+ than L1 and L2. Biodistribution experiments on mice revealed that the copper(II) complexes of these ligands have much longer biological half-lives than those studied by Jackson et al. [5].


Potentiometric and Blood Plasma Simulation Studies of Nickel(II) Complexes of Poly(amino)amido Pentadentate Ligands: Computer Aided Metal-Based Drug Design.

Odisitse S, Jackson GE - Bioinorg Chem Appl (2014)

Schematic structures of ligands (L) studied.
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4209757&req=5

fig1: Schematic structures of ligands (L) studied.
Mentions: We have recently investigated the solution chemistry of Cu2+, Zn2+, and Ca2+ with N,N′-di(aminoethylene)-2,6-pyridinedicarbonylamine (L1), Bis-(N,N-dimethylethyl)-2,6-pyridinedicarboxamide (L2), and N,N′-bis[2(2-pyridyl)-methyl]pyridine-2,6-dicarboxamide (L3) (Figure 1) for possible use as copper-based anti-inflammatory drugs in the treatment of rheumatoid arthritis [3, 4]. Zn2+ and Ca2+ were included in the study as they are present in high concentration in vivo and so are potential competitors of Cu2+. The potentiometric results indicated that copper(II) formed stable complexes with all these ligands. Blood plasma simulation studies showed that L3 is better at mobilising Cu2+ than L1 and L2. Biodistribution experiments on mice revealed that the copper(II) complexes of these ligands have much longer biological half-lives than those studied by Jackson et al. [5].

Bottom Line: The thermodynamic equilibria of nickel(II) with N,N'-di(aminoethylene)-2,6-pyridinedicarbonylamine (L1), Bis-(N,N-dimethylethyl)-2,6-pyridinedicarboxamide (L2), and N,N'-bis[2(2-pyridyl)-methyl]pyridine-2,6-dicarboxamide (L3) have been studied at 25°C and an ionic strength of 0.15 mol dm(-3) by glass electrode potentiometry.The protonation and formation constants added to blood plasma model predict that Cu(II) competes effectively against Ni(II), Zn(II), and Ca(II) for these ligands in vivo.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, University of Cape Town, Private Bag X3, Rondebosch, Cape Town 7701, South Africa ; Natural Resources and Materials, Botswana Institute for Technology Research and Innovation, Plot 50654 Machel Drive, Private Bag 0082, Gaborone, Botswana.

ABSTRACT
The thermodynamic equilibria of nickel(II) with N,N'-di(aminoethylene)-2,6-pyridinedicarbonylamine (L1), Bis-(N,N-dimethylethyl)-2,6-pyridinedicarboxamide (L2), and N,N'-bis[2(2-pyridyl)-methyl]pyridine-2,6-dicarboxamide (L3) have been studied at 25°C and an ionic strength of 0.15 mol dm(-3) by glass electrode potentiometry. The protonation and formation constants added to blood plasma model predict that Cu(II) competes effectively against Ni(II), Zn(II), and Ca(II) for these ligands in vivo.

No MeSH data available.


Related in: MedlinePlus