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Synthesis, Characterization, and the Antioxidant Activity of Double Quaternized Chitosan Derivatives

机译:双季铵化壳聚糖衍生物的合成,表征和抗氧化活性

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摘要

With the specialty of improving the water solubility of chitosan, quaternary ammonium salts have broadened the application of this polysaccharide in food, medicine and pesticides. To identify the effect of quaternary ammonium salts' quantity, single quaternized chitosan N-phenmethyl-N,N-dimethyl chitosan (PDCS), double quaternized chitosan N-(1-pyridylmethyl-2-ylmethyl)-N,N-dimethyl chitosan (MP2MDCS), N-(1-pyridylmethyl-3-ylmethyl)-N,N-dimethyl chitosan (MP3MDCS), and N-(1-pyridylmethyl-4-ylmethyl)-N,N-dimethyl chitosan (MP4MDCS) were designed and synthesized successfully through chemical modification of chitosan. Besides, three kinds of antioxidant activities, including hydroxyl radicals, superoxide radicals, and 1,1-Diphenyl-2-picrylhydrazyl (DPPH) radicals were tested in vitro. As shown in this paper, the scavenging ability was ranking in order of MP3MDC > MP4MDCS > MP2MDCS > PDCS > chitosan at 1.6 mg/mL in all assays. All double quaternary ammonium salts were better than chitosan or the single quaternary ammonium salt. In addition, MP3MDCS could scavenge hydroxyl radicals totally at 1.6 mg/mL. MP2MDCS and MP4MDCS with more than 90% scavenging indices both had great scavenging ability on hydroxyl radicals or DPPH radicals. Furthermore, these data demonstrated that the increasing number of the positive charge would improve the antioxidant property of chitosan derivatives, and the N-pyridinium position would influence the scavenging radical ability.
机译:季铵盐具有改善壳聚糖水溶性的特长,从而扩大了该多糖在食品,药品和农药中的应用。为了确定季铵盐量的影响,单季铵化壳聚糖N-苯甲基-N,N-二甲基壳聚糖(PDCS),双季铵化壳聚糖N-(1-吡啶基甲基-2-基甲基)-N,N-二甲基壳聚糖(设计了MP2MDCS),N-(1-吡啶基甲基-3-基甲基)-N,N-二甲基壳聚糖(MP3MDCS)和N-(1-吡啶基甲基-4-基甲基)-N,N-二甲基壳聚糖(MP4MDCS),通过壳聚糖的化学修饰成功合成。此外,体外测试了三种抗氧化活性,包括羟基自由基,超氧化物自由基和1,1-二苯基-2-吡啶并肼基(DPPH)自由基。如本文所示,在所有测定中,其清除能力按MP3MDC> MP4MDCS> MP2MDCS> PDCS>壳聚糖的顺序排列(1.6 mg / mL)。所有双季铵盐均优于壳聚糖或单季铵盐。此外,MP3MDCS可以清除1.6 mg / mL的羟基自由基。清除指数超过90%的MP2MDCS和MP4MDCS都具有对羟基自由基或DPPH自由基的强大清除能力。此外,这些数据表明,增加正电荷的数量将改善壳聚糖衍生物的抗氧化性能,并且N-吡啶位置将影响清除自由基的能力。

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