天然产物研究与开发 ›› 2016, Vol. 28 ›› Issue (11): 1806-1809.doi: 10.16333/j.1001-6880.2016.11.022

• 开发研究 • 上一篇    下一篇

硫酸酯化剂和溶剂对海参岩藻聚糖硫酸酯化修饰的影响

王瑞芳*,吴光斌,谢远红,陈素艳   

  1. 集美大学食品与生物工程学院 福建省食品微生物与酶工程重点实验室,厦门 361021
  • 出版日期:2016-11-30 发布日期:2017-03-30

Effects of Sulfuric Acid Esterification Agents and Solvents on Sulfation of Acaudina Fucoidan

WANG Rui-fang*,WU Guang-bin,XIE Yuan-hong,CHEN Su-yan   

  1. College of Bio-engineering,Jimei University,Fujian Provincial Key Laboratory of Food Microbiology and Enzyme Engineering,Xiamen 361021,China
  • Online:2016-11-30 Published:2017-03-30

摘要: 比较了以N,N-二甲基甲酰胺(DMF)和吡啶(Py)两种溶剂,氯磺酸吡啶(CA-Py)和三氧化硫吡啶(SO3-Py)两种硫酸酯化剂对海参岩藻聚糖硫酸酯化的影响。结果表明:以CA-Py为酯化剂可使硫酸基的含量高达50%以上,以SO3-Py为酯化剂,硫酸基的含量仅达到20%左右;DMF为溶剂时可低温反应,Py为溶剂时反应温度必须90 ℃以上,但产品得率较高。红外光谱分析显示:硫酸酯化后,四种产品硫酸酯的特征吸收峰均显著增强。抗氧化活性实验结果表明:四种硫酸酯化产品对1,1-二苯基-苦肼基自由基的清除效果最好,对羟基自由基的清除效果次之,对超氧阴离子自由基的清除效果最小;以SO3-Py为酯化剂所得产品的抗氧化活性优于CA-Py为酯化剂的产品,DMF为溶剂的产品优于Py为溶剂的产品。因此,操作简便的SO3-Py法更适于海参岩藻聚糖的硫酸酯化。

关键词: 海参岩藻聚糖, 硫酸酯化, 抗氧化活性

Abstract: The effects of reagents and solvents on the sulfation of Acaudina-fucoidan (AFuc) were investigated and AFuc was chemically modified by chlorosulfonic acid-pyridine (CA-Py) and sulfur trioxide-pyridine (SO3-Py) in two solvents including N,N-dimethyl formamide (DMF) and pyridine (Py).The results indicated that the sulfur content of sulfated Acaudina fucoidan (S-AFuc) reached more than 50% with CA-Py as the reagent,and only reach about 20% with SO3-Py as the reagent.The reaction temperature can be low with DMF as solvent and Py must be 90 ℃ or more with higher yield.FT-IR analysis suggested that the characteristic absorption peak of sulfate significantly enhanced.Anti-oxidation analysis revealed the ability of S-AFuc on scavenging DPPH· radical was highest,then hydroxyl radical second and superoxide anion radical least.The antioxidatnt activity of S-AFuc with SO3-Py as the reagent was higher than that of CA-Py,DMF as solvent better than Py.Hence,SO3-Py in DMF for sulfation of AFuc was comparatively simple and feasible.

Key words: Acaudina fucoidan, sulfation, antioxidant activity

中图分类号: 

q539