食品科学 ›› 2009, Vol. 30 ›› Issue (2 ): 142-145.doi: 10.7506/spkx1002-6630-200902029

• 工艺技术 • 上一篇    下一篇

离子型反丁烯二酸单甲酯的合成及抑菌活性研究

周常义1,2,欧光南1,2,苏国成1,2,*,陈素艳1,2,李丽才1   

  1. 1. 集美大学生物工程学院 2. 厦门食品生物工程技术研究中心
  • 收稿日期:2008-07-08 出版日期:2009-01-15 发布日期:2010-12-29
  • 通讯作者: 苏国成 E-mail:amoluscin@163.com
  • 基金资助:

    厦门市科技计划项目(3502Z20073027);福建省自然科学基金项目(U0650018)

Synthesis and Antimicrobial Activity of Ionic Trans-but-2-enedioic Acid Monomethyl Ester

ZHOU Chang-yi1,2,OU Guang-nan1,2,SU Guo-cheng1,2,*,CHEN Su-yan1,2,LI Li-cai1   

  1. (1.College of Bioengineering, Jimei University, Xiamen 361021, China;
    2. Reasaerch Centre of Xiamen Food and Bioengineering Technology, Xiamen 361021, China)
  • Received:2008-07-08 Online:2009-01-15 Published:2010-12-29
  • Contact: SU Guo-cheng1 E-mail:amoluscin@163.com

摘要:

以顺丁烯二酸酐和甲醇为原料合成了反丁烯二酸单甲酯,通过正交试验考察了催化剂的用量、异构化时间及异构化温度对产率的影响。结果表明,反应原料顺丁烯二酸酐与甲醇物质的量比为1.1:1(摩尔比),在60℃下反应1h 实现单酯化后,加入10.9% 的三氯化铝在80℃下进行转型2h,产率为71.9%。并通过交叉融合法合成了离子型反丁烯二酸单甲酯,用熔点测定法、红外光谱法和NMR 对产品进行了鉴定。同时采用比浊法、平板法测定离子型反丁烯二酸单甲酯对细菌、霉菌、酵母的抑菌效果。结果表明离子型反丁烯二酸单甲酯对它们均有较强的抑菌活性,有望开发成为新型抑菌剂。

关键词: 离子型反丁烯二酸单甲酯, 合成, 抑菌活性

Abstract:

The reaction conditions between maleic anhydride and methanol were optimized for synthesizing trans-but-2- enedioic acid monomethyl ester (MMF). The results showed that the optimal reaction conditions are as follows: after reaction between maleic anhydride and methanol (molar ratio 1.1:1) at 60℃ for 1 hour, adding 10.9% of aluminium chloride into the product and then maintaining the mixture at 80℃ for 2 hours. After 2 hours, 71.9% yield of MMF can be obtained. Ionic transbut- 2-enedioic acid monomethyl ester was prepared through neutralization of imidazolium hydroxide with trans-but-2-enedioic acid monomethyl ester. The product was identified using FTIR and NMR. The antimicrobial activities of ionic MMF against bacteria,mold and yeast were determined by photoelectricity turbidimetric method spread plate method. It was found that ionic MMF has strong antibacterial activity and could be used as bacteriostatic agent.

Key words: ionic trans-but-2-enedioic acid monomethyl ester, synthesis, antimicrobial activity

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