生物抗氧化剂麦角硫因的合成

论文编号:HG088  论文字数:9310,页数:25

 摘 要： 麦角硫因是自然界中一种稀有天然氨基酸，国外研究表明其具有较强的抗氧化作用，在机体内具有重要的生理活性。本文利用国外专利合成路线，以L-组氨酸甲酯二盐酸盐为初始原料，苯甲酰氯、浓盐酸等作辅料，在四氢呋喃、甲醇等多种溶剂中，采用多步反应法，希望逐步制得目标产物麦角硫因。试验旨在研究合成过程中不同反应条件对反应的影响，主要利用红外光谱仪及核磁共振波谱仪对各步反应产物进行定性测定。对一系列不同反应条件下的产物的分析数据表明：温度是合成过程中一个较大的影响因素，温度过高，容易发生副反应；温度过低，反应不完全。得到的产物均含有较多的杂质。此外，当几种辅料同步加入反应时，其加入比例对反应也有明显影响，比例不适时原料溶解不好，使反应难以进行。

关键词：麦角硫因；L-组氨酸甲酯二盐酸盐；红外光谱

The synthetic biology antioxidants ergothioneine

 Abstract: Ergothioneine (EGT) is a rare amino acid in the nature, studies have demonstrated that EGT can act as a natural antioxidant, it is an important active substance found in fungi and various animal tissues. The article used the foreign patents synthetic route which used L-histidine methyl ester dihydrochloride as the initial materials, added benzoyl chloride、concentrated hydrochloric acid etc, by in THF and methanol as the solvents, used multi-step reaction, in order to obtained target ergothioneine. We tried to study effect that different condition in the experiment，and reaction product of each step as well as qualitative measurement by Infrared spectrometer and NMR spectrometer. The analysis of product by series different conditions showed that: the temperature was a big factor in the experiment. Neither the high temperature nor the low temperature the product was impure. On the other hand, the scale when we added the auxiliary material was a factor also, the wrong scale made materials dissolved unsuccessful, it made the reaction couldn’t succeed.

Keywords：ergothioneine; L-histidine methyl ester dihydrochloride; IR.

目  录
生物抗氧化剂麦角硫因的合成 I
The synthetic biology antioxidants ergothioneine II
目  录 III
1  绪论 1
1.1  麦角硫因的理化性质及分布 1
1.2  麦角硫因的生物学功能 2
1.3  麦角硫因的新陈代谢 4
1.4  麦角硫因的合成发展和应用前景 5
2  实验部分 7
2.1  主要实验试剂与仪器 7
2.2 麦角硫因的合成 7
2.3  麦角硫因各步反应产物的测定 10
3  结果与分析 11
3.1 麦角硫因合成过程中反应条件的选择 11
3.2  麦角硫因中间体的图谱分析 13
4 总结与展望 17
致  谢 18
参考文献 19