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        酚酸結構對酚酸-g-聚甘露糖醛酸抗氧化性能的影響
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        湘潭大學 化工學院,湖南 湘潭 411105

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        Effect of phenolic acid structure on antioxidant activity of phenolic acid-g-polymanturonic acid
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        School of Chemical Engineering, Xiangtan University, Xiangtan 411105, Hunan, China

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          摘要:

          海藻酸鈉水解產物聚甘露糖醛酸(PM)的羧基與乙二胺(EDA)的一個氨基反應制得了中間體 PM-EDA, PM-EDA 分別與 8 種酚酸(PA)接枝共聚,制得了 8 種接枝共聚物酚酸-g-聚甘露糖醛酸(PA-g-PM)。對 PM-EDA 的制備條件進行了優化,探究了 PA 結構對 PA-g-PM 抗氧化活性的影響。結果表明,在 n(PM)∶n(EDA)=1∶1.5, n(PM)∶n(碳二亞胺)∶n(N-羥基琥珀酰亞胺)=1∶2∶1,pH 8.0 條件下反應 24 h,獲得最高取代度(17.27%) 的 PM-EDA。8 種 PA-g-PM 的接枝率在(4.171±0.16)~(8.880±0.32) mg 沒食子酸/g 之間。UV-Vis、FTIR、 XRD 表征證實酚酸已成功接枝到 PM 上。相比于 PM,8 種 PA-g-PM 對 1,1-二苯基-2-三硝基苯肼(DPPH)自由 基的清除率和對鐵的還原力均顯著提升。PA-g-PM 的抗氧化性能與其中的酚羥基個數呈正相關關系,含有對位 酚羥基的 PA-g-PM 的抗氧化性能優于含有鄰位酚羥基的 PA-g-PM 的抗氧化性能,PA-g-PM 中的酚羥基被甲氧基 取代后抗氧化性能減弱。

          Abstract:

          Eight kinds of graft copolymers phenolic acid-g-polymanturonic acid (PA-g-PM) were prepared by graft copolymerization of eight phenolic acids (PA) and intermediate PM-EDA, which was synthesized from the reaction between the carboxy group of polymanuronic acid (PM), a hydrolysate of sodium alginate, and the amino group of ethylenediamine (EDA). The preparation conditions of PM-EDA were optimized, and the influence of PA structure on the antioxidant activities of PA-g-PM were investigated. The results showed that under the conditions of n(PM) ∶ n(EDA) =1 ∶ 1.5, n(PM) ∶ n(carbodiimide) ∶ n(N-hydroxysuccinimide)= 1∶2∶1, pH 8.0, and reaction time of 24 h, PM-EDA with the highest substitution degree of 17.27% was obtained. Data from UV-Vis, FTIR and XRD analyses showed that phenolic acids were successfully graft onto PM, with grafting rates ranging from (4.171±0.16) to (8.880±0.32) mg gallic acid/g for the eight copolymers. Compared with PM, all eight PA-g-PM copolymers exhibited significantly enhanced 1,1-diphenyl-2-picrylhydrazyl (DPPH) scavenging rate and iron reducing power. The antioxidant performance of PA-g-PM was positively correlated with the number of phenolic hydroxyl groups contained, with that of PA-g-PM possessing para-phenolic hydroxyl group superior to that of possessing ortho-phenolic hydroxyl group. Meanwhile, PA-g-PM with methoxy group in replacement of phenolic hydroxyl group showed weakened antioxidant activity.

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        唐裕芳,艾世杰,嚴玥,李玉芹,周蓉,王唯.酚酸結構對酚酸-g-聚甘露糖醛酸抗氧化性能的影響[J].精細化工,2023,40(6):

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        • 收稿日期:2022-09-04
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        • 在線發布日期: 2023-06-28
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