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富马酸海藻糖甲酯的合成及抑菌活性研究
引用本文:张庆,滕俊江,周如金,麦丽明.富马酸海藻糖甲酯的合成及抑菌活性研究[J].湖北大学学报(自然科学版),2009,31(1):68-70.
作者姓名:张庆  滕俊江  周如金  麦丽明
作者单位:茂名学院,化学与生命科学学院,广东,茂名,525000  
基金项目:广东省科技计划项目,广东省自然科学基金,茂名学院科学研究基金 
摘    要:富马酸海藻糖甲酯的合成分3步完成:第一步,以摩尔比为1:1的甲醇和马来酸酐为原料,以3%的无水AlCl3和3%的硫酸氢钠为异构化催化剂,在60℃下酯化反应0.5h,再升温至80℃异构化反应2h,得到富马酸单甲酯(MMF);第二步,以摩尔比为1:2.5的MMF和亚硫酰氯为原料,在90℃下反应1h,得到富马酸单甲酯单酰氯(MMFC);第三步,将MMFC和海藻糖按摩尔比4:1混合,以二氯甲烷为分散剂,在10%无水K2CO3和10%TBAB(w%MMFC)相转移催化下,40℃水浴反应3h,得到富马酸海藻糖甲酯(TMF),收率69.24%.抑菌活性试验结果表明:TMF对混合菌群的生长具有良好的抑制作用,其抑菌能力优于MMF,与苯甲酸相当.

关 键 词:防腐剂  富马酸单甲酯  富马酸海藻糖甲酯  合成  抑菌活性

Synthsis of trehalosyl methyl fumarate and its inhibiting activity
ZHANG Qing,TENG Jun-jiang,ZHOU Ru-jin,MAI Li-ming.Synthsis of trehalosyl methyl fumarate and its inhibiting activity[J].Journal of Hubei University(Natural Science Edition),2009,31(1):68-70.
Authors:ZHANG Qing  TENG Jun-jiang  ZHOU Ru-jin  MAI Li-ming
Institution:School of Chemistry and Life Science;Maoming College;Maoming 525000;China
Abstract:Trehalosyl methyl fumarate (TMF) was synthesized in three steps: 1) Take methanol and maleic anhydride (mole ratio 1 : 1) as raw material, 3% anhydrous AlCl3 and 4% sodium bisulfate as isomerization catalyst for esterification reaction at 60 ℃ for 0. 5 h, followed by isomerization at 80 ℃ for 2 h. The end product of this step is monomethyl fumarate (MMF). 2) Take MMF and thionyl chloride (mole ratio 1.0 : 2. 5) as raw material for reaction at 90 ℃ for 1 h. This step produces monomethyl fumarate chloride(MMFC). 3) MMFC and trehalose is mixed with mole ratio 4. 0 : 1.0 and reaction at 40 ℃ for 3 h, with methylene chloride as dispersing agent, 10% anhydrous potassium carbonate and 10% Bu4NBr(w%MMFC) as phase transfer catalyst. End product TMF is obtained in this step with 69.24% receiving rate. The results of inhibiting activity test indicate that TMF has very good inhibiting activity for hybrid fungus. Its inhibiting activity is better than MMF and comparable to that of benzoic acid.
Keywords:preservative  monomethyl fumarate  trehalosyl methyl fumarate  synthesis  inhibiting activity  
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