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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LEADER 00000 am a22000003u 4500
001 doaj_d5afcf3f93f14d4fbc47c4a2a3b1bf9d
042 |a dc 
100 1 0 |a Moacir Fernandes Queiroz  |e author 
700 1 0 |a Diego Araujo Sabry  |e author 
700 1 0 |a Guilherme Lanzi Sassaki  |e author 
700 1 0 |a Hugo Alexandre Oliveira Rocha  |e author 
700 1 0 |a Leandro Silva Costa  |e author 
245 0 0 |a Gallic Acid-Dextran Conjugate: Green Synthesis of a Novel Antioxidant Molecule 
260 |b MDPI AG,   |c 2019-10-01T00:00:00Z. 
500 |a 2076-3921 
500 |a 10.3390/antiox8100478 
520 |a 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. 
546 |a EN 
690 |a gallic acid-grafted dextran 
690 |a <i>leuconostoc</i> dextran 
690 |a antioxidant polysaccharide 
690 |a Therapeutics. Pharmacology 
690 |a RM1-950 
655 7 |a article  |2 local 
786 0 |n Antioxidants, Vol 8, Iss 10, p 478 (2019) 
787 0 |n https://www.mdpi.com/2076-3921/8/10/478 
787 0 |n https://doaj.org/toc/2076-3921 
856 4 1 |u https://doaj.org/article/d5afcf3f93f14d4fbc47c4a2a3b1bf9d  |z Connect to this object online.