Gallic Acid-Dextran Conjugate: Green Synthesis of a Novel Antioxidant Molecule

A novel derivative of dextran, dextran−gallic acid (Dex−Gal), obtained from simple conjugation with gallic acid, was synthesized by an efficient free radical-mediated method. To verify the synthesis of Dex−Gal, 1H-nuclear magnetic resonance (1H-NMR), Fourier transform i...

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Main Authors: Moacir Fernandes Queiroz (Author), Diego Araujo Sabry (Author), Guilherme Lanzi Sassaki (Author), Hugo Alexandre Oliveira Rocha (Author), Leandro Silva Costa (Author)
Format: Book
Published: MDPI AG, 2019-10-01T00:00:00Z.
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Summary:A novel derivative of dextran, dextran&#8722;gallic acid (Dex&#8722;Gal), obtained from simple conjugation with gallic acid, was synthesized by an efficient free radical-mediated method. To verify the synthesis of Dex&#8722;Gal, 1H-nuclear magnetic resonance (1H-NMR), Fourier transform infrared (FTIR) spectrometry, and high-performance size-exclusion chromatography (HPSEC) were employed. The results revealed the conjugation of gallic acid with the 15.5 kDa dextran from <i>Leuconostoc mesenteroides</i>. Dex&#8722;Gal had a molecular weight of 11.2 kDa, indicating that the conjugation reaction was accompanied by a minor degradation of Dex&#8722;Gal. In addition, Dex&#8722;Gal contained 36.8 &#177; 1.4 mg gallic acid per gram dextran. These molecules were also evaluated as antioxidants using total antioxidant capacity (TAC), reducing power, ferric chelation, and superoxide radical-scavenging assays. Both polysaccharides had no ferric chelation activity. In addition, Dex&#8722;Gal was more efficient as an antioxidant agent in TAC (13 times) and was more efficient than dextran in superoxide radical-scavenging (60 times) and reducing power (90 times) assays. These data demonstrate that Dex&#8722;Gal is a natural-compound-based antioxidant with potential applications in the pharmaceutical, cosmetic, and food industries.
Item Description:2076-3921
10.3390/antiox8100478