New Insights into pH-dependent Complex Formation between Lignosulfonates and Anthocyanins: Impact on Color and Oxidative Stability

Anthocyanins have limited application as natural colorants and antioxidants due to their color loss and instability under certain conditions. This research explores the formation of a complex between lignosulfonates (LS) and cyanidin-3-<i>O</i>-glucoside (C3G) using a multitechnique approach as well as the effect on C3<i>G</i>'s red color, oxidative stability, and antioxidant activity in acidic mediums. All data revealed pH-dependent LS-C3G interactions. The thermodynamic parameters showed weak noncovalent interactions, mainly electrostatic interactions, hydrogen bonds, and hydrophobic effect, with a higher association constant determined at pH 3. Fourier-transform infrared spectroscopy and Zeta-potential experiments further corroborate evidence of these LS-C3G interactions. Fluorescence quenching and lifetime experiments revealed static and dynamic quenching at pH 1 and 3, respectively. UV-visible spectroscopy demonstrated a bathochromic shift upon complex formation and a hyperchromic effect at pH 3 and 4, as a consequence of the improved red color of C3G. Electrochemical results suggested that at pH 3 the LS enhances C3G stability by protecting its oxidizable moieties over time, as well as improving the antioxidant activity of the anthocyanin in the complex.

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Publication Details

Journal
Journal of Agricultural and Food Chemistry
Published
2024-11-21
DOI
https://doi.org/10.1021/acs.jafc.4c05842
Citations
4
Primary Topic
Phytochemicals and Antioxidant Activities
Type
article
Field-Weighted Citation Impact
0.89

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article

New Insights into pH-dependent Complex Formation between Lignosulfonates and Anthocyanins: Impact on Color and Oxidative Stability

Nuno Mateus, Ana Rita Pereira, Carina Andreia Esteves da Costa, Rui Miguel Ramos et al.
4 citations
Journal of Agricultural and Food Chemistry
Phytochemicals and Antioxidant Activities
0.89
article

New Insights into pH-dependent Complex Formation between Lignosulfonates and Anthocyanins: Impact on Color and Oxidative Stability

Nuno Mateus, Ana Rita Pereira, Carina Andreia Esteves da Costa, Rui Miguel Ramos, Víctor de Freitas, Alírio E. Rodrigues‬, Susana Soares, Carlo Bravo, Joana Oliveira, Ricardo Dias
article en
4 citations

Abstract

Anthocyanins have limited application as natural colorants and antioxidants due to their color loss and instability under certain conditions. This research explores the formation of a complex between lignosulfonates (LS) and cyanidin-3-<i>O</i>-glucoside (C3G) using a multitechnique approach as well as the effect on C3<i>G</i>'s red color, oxidative stability, and antioxidant activity in acidic mediums. All data revealed pH-dependent LS-C3G interactions. The thermodynamic parameters showed weak noncovalent interactions, mainly electrostatic interactions, hydrogen bonds, and hydrophobic effect, with a higher association constant determined at pH 3. Fourier-transform infrared spectroscopy and Zeta-potential experiments further corroborate evidence of these LS-C3G interactions. Fluorescence quenching and lifetime experiments revealed static and dynamic quenching at pH 1 and 3, respectively. UV-visible spectroscopy demonstrated a bathochromic shift upon complex formation and a hyperchromic effect at pH 3 and 4, as a consequence of the improved red color of C3G. Electrochemical results suggested that at pH 3 the LS enhances C3G stability by protecting its oxidizable moieties over time, as well as improving the antioxidant activity of the anthocyanin in the complex.

Journal of Agricultural and Food ChemistryVol. 72(48)
Universidade do Porto (PT), Rede de Química e Tecnologia (PT)
Ministério da Ciência, Tecnologia e Ensino Superior, Laboratório Associado para a Química Verde, Fundação para a Ciência e a Tecnologia, European Regional Development Fund
Openalex Percentile: Top 30%
Phytochemicals and Antioxidant Activities
0.89
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