Equilibrium constants of the Fe(III)-catechol-dodecyltrimethylammonium ion system

Nardillo, A.M.

doi:10.1016/0022-1902(81)80522-2

Cited by 4 publications

(3 citation statements)

References 14 publications

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“…All of the ligands examined display at least three spectrophotometrically distinguishable species that can be assigned by comparison to the well-defined Fe(III)−catechol system. ,,− For the sake of generality, we will use the FeL x notation without parentheses to ignore the charge state of the complexes, which varies across our series of ligands. In all cases, a red complex corresponding to tris FeL 3 forms under alkaline conditions.…”

Section: Resultsmentioning

confidence: 99%

Fe(III)-Coordination Properties of Neuromelanin Components: 5,6-Dihydroxyindole and 5,6-Dihydroxyindole-2-carboxylic Acid

2006

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The Fe(III)-coordination chemistry of neuromelanin building-block compounds, 5,6-dihydroxyindole (DHI), 5,6-dihydroxyindole-2-carboxylic acid (DHICA), and 5,6-dihydroxy-N-methyl-indole (Me-DHI), and the neurotransmitter dopamine were explored in aqueous solution by anaerobic pH-dependent spectrophotometric titrations. The Fe(III)-binding constants and pH-dependent speciation parallel those of catechol in that mono, bis, and tris FeLx species are present at concentrations dependent on the pH. The bis FeL2 dihydroxyindole species are favorable for L = DHI and DHICA under neutral to mildly acidic conditions. DHI and DHICA are stronger Fe(III) chelates than catechol, dopamine, and Me-DHI at pH values from 3 to 10. Oxidation studies reveal that iron accelerates the air oxidation of DHI and DHICA.

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Section: Resultsmentioning

confidence: 99%

Fe(III)-Coordination Properties of Neuromelanin Components: 5,6-Dihydroxyindole and 5,6-Dihydroxyindole-2-carboxylic Acid

2006

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“…These reactions are favoured by a pH increase or by metal catalysts which allow them to take place at appreciable rates also under acidic conditions [31]. In spite of the fact that the salicylic acid moiety (ortho phenolic and carboxylic groups) is not directly involved in siderophore structures, the complex formation equilibria of various salicylates with Al(III) [32][33][34][35][36][37][38][39][40][41] and Fe(III) [42][43][44][45][46][47][48][49] have been studied by different authors.…”

Section: Introductionmentioning

confidence: 99%

Effect of substituents on complex stability aimed at designing new iron(III) and aluminum(III) chelators

Nurchi

Pivetta

Lachowicz

et al. 2009

Journal of Inorganic Biochemistry

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“…In the titration spectrogram, intense ligand-to-metal charge transfer (LMCT) bands of the Fe III complexes allow the proton-dependent equilibria to be monitored spectrophotometrically. All of the chelator L 1−3 H 2 possess at least three spectrophotometrically distinguishable species that can be assigned by comparison to the well-defined Fe III -catechol system [34][35][36]. For the sake of clarity, we will use the FeL n notation to ignore the charge state of the complexes, which varies across our series of chelator.…”

Section: Solution Thermodynamicsmentioning

confidence: 99%

The mono(catecholamine) derivatives as iron chelators: synthesis, solution thermodynamic stability and antioxidant properties research

et al. 2018

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There is a growing interest in the development of new iron chelators as novel promising therapeutic strategies for neurodegenerative disorders. In this article, a series of mono(catecholamine) derivatives, 2,3-bis(hydroxy)-N-(hydroxyacyl)benzamide, containing a pendant hydroxy, have been synthesized and fully characterized by nuclear magnetic resonance, Fourier transform infrared spectroscopy and mass spectrum. The thermodynamic stability of the chelators with FeIII, MgII and ZnII ions was then investigated. The chelators enable formation of (3 : 1) FeIII complexes with high thermodynamic stability and exhibited improved selectivity to FeIII ion. Meanwhile, the results of 1,1-diphenyl-2-picryl-hydrazyl assays of mono(catecholamine) derivatives indicated that they all possess excellent antioxidant properties. These results support the hypothesis that the mono(catecholamine) derivatives be used as high-affinity chelator for iron overload situations without depleting essential metal ions, such as MgII and ZnII ions.

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Equilibrium constants of the Fe(III)-catechol-dodecyltrimethylammonium ion system

Cited by 4 publications

References 14 publications

Fe(III)-Coordination Properties of Neuromelanin Components: 5,6-Dihydroxyindole and 5,6-Dihydroxyindole-2-carboxylic Acid

Fe(III)-Coordination Properties of Neuromelanin Components: 5,6-Dihydroxyindole and 5,6-Dihydroxyindole-2-carboxylic Acid

Effect of substituents on complex stability aimed at designing new iron(III) and aluminum(III) chelators

The mono(catecholamine) derivatives as iron chelators: synthesis, solution thermodynamic stability and antioxidant properties research

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