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; Key Laboratory of Eco-Environment-Related Polymer Materials Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, People's Republic of China.
Carbohydr Polym. 2015 Nov 20;133:320-7. doi: 10.1016/j.carbpol.2015.07.030. Epub 2015 Jul 15.
The biological activities of sulfated polysaccharides are related to the substitution positions of functional groups. In this study, regioselective sulfation of Artemisia sphaerocephala polysaccharides (SRSASP) was prepared by using triphenylchloromethane (TrCl) as protecting precursor. FT-IR spectra and X-ray photoelectron spectroscopy (XPS) showed that SO(3-) group (S(6+), high binding energy of 168.7eV) was widely present in sulfated polysaccharides. (13)C NMR spectroscopy showed that C-2 and C-3 substitution was occurred but not fully sulfation. Meanwhile, C-6 substituted signals near 65ppm were not observed. The degree of substitution varied from 0.44 to 0.63 in SRSASP which could be attributed to the low reactivity at secondary hydroxyl. Monosaccharide composition result showed a decrease in the ratio of mannose/glucose, indicating the change of chemical composition in sulfated polysaccharides. In size-exclusion chromatograph analysis, a decrease in molecular weight and broadening of molecular weight distribution of sulfated polysaccharides was also observed. It could be attributed to the hydrolysis of polysaccharide in the sulfated reaction.
硫酸化多糖的生物活性与其功能基团的取代位置有关。本研究以三苯基氯甲烷（TrCl）为保护前体，通过定位磺化法制备了青蒿多糖的硫酸酯（SRSASP）。傅里叶变换红外光谱（FT-IR）和 X 射线光电子能谱（XPS）表明，SO3-（S（6+），高结合能 168.7eV）广泛存在于硫酸化多糖中。13C NMR 光谱表明发生了 C-2 和 C-3 取代，但未完全硫酸化。同时，在 65ppm 附近未观察到 C-6 取代信号。SRSASP 的取代度在 0.44 到 0.63 之间变化，这归因于仲羟基的低反应性。单糖组成结果表明甘露糖/葡萄糖的比例降低，表明硫酸化多糖的化学成分发生了变化。在尺寸排阻色谱分析中，也观察到硫酸化多糖的分子量降低和分子量分布变宽。这可能归因于磺化反应中多糖的水解。
