Evaluation of Solubility and Complexation Ability of Vanillic, Syringic and Gallic Acids Towards Aluminum Cation

Chelation therapy is currently successfully applied to reduce the aluminum burden and its neurodegenerative consequences. In view of a possible application to aluminum chelation therapy, here we have studied the complexation of hydroxybenzoic acids, namely, vanillic, syringic and gallic acids, towar...

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Main Authors: Donatella Aiello, Tiziana Marino, Anna Napoli, Emilia Furia, Pierluigi Plastina
Format: Article
Language:English
Published: MDPI AG 2024-12-01
Series:Inorganics
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Online Access:https://www.mdpi.com/2304-6740/13/1/2
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author Donatella Aiello
Tiziana Marino
Anna Napoli
Emilia Furia
Pierluigi Plastina
author_facet Donatella Aiello
Tiziana Marino
Anna Napoli
Emilia Furia
Pierluigi Plastina
author_sort Donatella Aiello
collection DOAJ
description Chelation therapy is currently successfully applied to reduce the aluminum burden and its neurodegenerative consequences. In view of a possible application to aluminum chelation therapy, here we have studied the complexation of hydroxybenzoic acids, namely, vanillic, syringic and gallic acids, towards aluminum ion at physiologically relevant conditions as regards temperature (37 °C) and ionic strength (i.e., 0.16 M NaCl). The solubility values and the protonation constants of the hydroxybenzoic acids were primarily assessed to estimate the competition of these acids towards aluminum and H<sup>+</sup> ions. Then, potentiometric titrations were carried out, and the speciation analysis indicated a pH-dependent complexation occurring at a 1:1 hydroxybenzoic acid-to-aluminum ratio for vanillic and syringic, and 1:1, 2:1 and 3:1 ligand-to-Al(III) ratios for gallic. Gallic acid forms more stable complexes with Al(III) ion than vanillic and syringic acids and could therefore represent a good candidate for being used as sequestering agents for Al(III) ion.
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publishDate 2024-12-01
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spelling doaj-art-84cc4e2e3ab94440a0dcbdc8293b1d492025-01-24T13:35:27ZengMDPI AGInorganics2304-67402024-12-01131210.3390/inorganics13010002Evaluation of Solubility and Complexation Ability of Vanillic, Syringic and Gallic Acids Towards Aluminum CationDonatella Aiello0Tiziana Marino1Anna Napoli2Emilia Furia3Pierluigi Plastina4Department of Chemistry and Chemical Technologies, University of Calabria, 87036 Arcavacata di Rende, CS, ItalyDepartment of Chemistry and Chemical Technologies, University of Calabria, 87036 Arcavacata di Rende, CS, ItalyDepartment of Chemistry and Chemical Technologies, University of Calabria, 87036 Arcavacata di Rende, CS, ItalyDepartment of Chemistry and Chemical Technologies, University of Calabria, 87036 Arcavacata di Rende, CS, ItalyDepartment of Pharmacy and Health and Nutritional Sciences, University of Calabria, 87036 Arcavacata di Rende, CS, ItalyChelation therapy is currently successfully applied to reduce the aluminum burden and its neurodegenerative consequences. In view of a possible application to aluminum chelation therapy, here we have studied the complexation of hydroxybenzoic acids, namely, vanillic, syringic and gallic acids, towards aluminum ion at physiologically relevant conditions as regards temperature (37 °C) and ionic strength (i.e., 0.16 M NaCl). The solubility values and the protonation constants of the hydroxybenzoic acids were primarily assessed to estimate the competition of these acids towards aluminum and H<sup>+</sup> ions. Then, potentiometric titrations were carried out, and the speciation analysis indicated a pH-dependent complexation occurring at a 1:1 hydroxybenzoic acid-to-aluminum ratio for vanillic and syringic, and 1:1, 2:1 and 3:1 ligand-to-Al(III) ratios for gallic. Gallic acid forms more stable complexes with Al(III) ion than vanillic and syringic acids and could therefore represent a good candidate for being used as sequestering agents for Al(III) ion.https://www.mdpi.com/2304-6740/13/1/2aluminum cationhydroxybenzoic acidspH-dependent complexationpotentiometry
spellingShingle Donatella Aiello
Tiziana Marino
Anna Napoli
Emilia Furia
Pierluigi Plastina
Evaluation of Solubility and Complexation Ability of Vanillic, Syringic and Gallic Acids Towards Aluminum Cation
Inorganics
aluminum cation
hydroxybenzoic acids
pH-dependent complexation
potentiometry
title Evaluation of Solubility and Complexation Ability of Vanillic, Syringic and Gallic Acids Towards Aluminum Cation
title_full Evaluation of Solubility and Complexation Ability of Vanillic, Syringic and Gallic Acids Towards Aluminum Cation
title_fullStr Evaluation of Solubility and Complexation Ability of Vanillic, Syringic and Gallic Acids Towards Aluminum Cation
title_full_unstemmed Evaluation of Solubility and Complexation Ability of Vanillic, Syringic and Gallic Acids Towards Aluminum Cation
title_short Evaluation of Solubility and Complexation Ability of Vanillic, Syringic and Gallic Acids Towards Aluminum Cation
title_sort evaluation of solubility and complexation ability of vanillic syringic and gallic acids towards aluminum cation
topic aluminum cation
hydroxybenzoic acids
pH-dependent complexation
potentiometry
url https://www.mdpi.com/2304-6740/13/1/2
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AT tizianamarino evaluationofsolubilityandcomplexationabilityofvanillicsyringicandgallicacidstowardsaluminumcation
AT annanapoli evaluationofsolubilityandcomplexationabilityofvanillicsyringicandgallicacidstowardsaluminumcation
AT emiliafuria evaluationofsolubilityandcomplexationabilityofvanillicsyringicandgallicacidstowardsaluminumcation
AT pierluigiplastina evaluationofsolubilityandcomplexationabilityofvanillicsyringicandgallicacidstowardsaluminumcation