College of Life Science, Northwest Normal University, Lanzhou 730070, People's Republic of China; Bioactive Products Engineering Research Center For Gansu Distinctive Plants, Northwest Normal University, Lanzhou 730070, People's Republic of China.
College of Life Science, Northwest Normal University, Lanzhou 730070, People's Republic of China; Bioactive Products Engineering Research Center For Gansu Distinctive Plants, Northwest Normal University, Lanzhou 730070, People's Republic of China.
Carbohydr Polym. 2016 Jan 20;136:527-36. doi: 10.1016/j.carbpol.2015.09.073. Epub 2015 Sep 28.
Regioselective modification is an effective approach to synthesize polysaccharides with different structure features and improved properties. In this study, regioselective sulfation of Artemisia sphaerocephala polysaccharide (SRSASP) was prepared by using triphenylchloromethane (TrCl) as protecting precursor. The decrease in fractal dimension (df) values (1.56-2.04) of SRSASP was observed in size-exclusion chromatography combined with multi angle laser light scattering (SEC-MALLS) analysis. Compared to sample substituted at C-6, SRSASP showed a more expanded conformation of random coil, which was attributed to the breakup of hydrogen bonds and elastic contributions. Circular dichroism (CD), methylene blue (MB) and congo red (CR) spectrophotometric method and atomic force microscopy (AFM) results confirmed the conformational transition and stiffness of the chains after sulfation. SRSASP exhibited enhanced antioxidant activities in the DPPH, superoxide and hydroxyl radical scavenging assay. Sulfation at C-2 or C-3 was favorable for the chelation which might prevent the generation of hydroxyl radicals. It concluded that the degree of substitution and substitution position were the factors influencing biological activities of sulfated polysaccharides.
区域选择性修饰是合成具有不同结构特征和改善性能的多糖的有效方法。在这项研究中,采用三苯基氯甲烷(TrCl)作为保护前体,对青蒿多糖(SRSASP)进行区域选择性硫酸化。尺寸排阻色谱结合多角度激光光散射(SEC-MALLS)分析表明,SRSASP 的分形维数(df)值(1.56-2.04)降低。与在 C-6 位取代的样品相比,SRSASP 呈现出更扩展的无规卷曲构象,这归因于氢键的断裂和弹性贡献。圆二色性(CD)、亚甲蓝(MB)和刚果红(CR)分光光度法和原子力显微镜(AFM)结果证实了硫酸化后链的构象转变和刚性。SRSASP 在 DPPH、超氧阴离子和羟基自由基清除测定中表现出增强的抗氧化活性。C-2 或 C-3 的硫酸化有利于螯合,这可能防止羟基自由基的生成。这表明取代度和取代位置是影响硫酸化多糖生物活性的因素。