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Updated: Jun 7, 2025

Author Spotlight: Development and Characterization of Eco-Friendly Lignin-Based Microparticles for Enhanced Delivery of Bioflavonoids
Published on: March 1, 2024
New Insights into pH-dependent Complex Formation between Lignosulfonates and Anthocyanins: Impact on Color and
Ana Rita Pereira1, Carlo Bravo1, Rui Miguel Ramos1
1LAQV - REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, Rua do Campo Alegre, 687, Porto 4169-007, Portugal.
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-O-glucoside (C3G) using a multitechnique approach as well as the effect on C3G'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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