绿原酸分子修饰产物的制备、表征及量子化学计算  

Preparation,characterization and quantum chemistry calculation for modified chlorogenic acid

作　　者：向智男[1] 战宇[2] 宁正祥[1] 

机构地区：[1]华南理工大学轻工与食品学院,广东广州510640 [2]广州大学生物与化学工程学院,广东广州510091

出　　处：《化工学报》2007年第6期1541-1547,共7页CIESC Journal

基　　金：广东省科技计划项目(2005A20303002);广州市科技局项目(2006J1-C0251)。~~

摘　　要：Chlorogenic acid (CGA) is a natural antioxidant, and nowadays it has been used in medicine, food processing and cosmetic industry.However, to a certain extent its application is restricted because it is only soluble in water but is lipo-insoluble.In this research, liposoluble chlorogenic laurate(CGL) was synthesized by acylation with lauroyl chloride (LC) in the presence of triethylamine (TEA) in non-water phase.It was found that the optimized synthesis conditions were as follows: with dimethylformamide (DMF) as the dissolution agent and thinner, n CGA∶n LC∶n TEA=1∶1∶1.5, temperature(35±1)℃ and reaction time 8 h.Under these conditions a light yellowish powder was obtained and the yield of CGL was 81.24 %.The structure of CGL was characterized by UV-Vis, IR, ESI-MS and 1H NMR. Theoretically, the method of quantum chemistry calculation was used to demonstrate the feasibility and rationality of molecular modification for CGA.Meanwhile, the result of the test of the use of CGL on Guangdong-type sausage showed that 0.05% of CGL could increase the antioxidant ability of the products.Chlorogenic acid （CGA） is a natural antioxidant, and nowadays it has been used in medicine, food processing and cosmetic industry. However, to a certain extent its application is restricted because it is only soluble in water but is lipo-insoluble. In this research, liposoluble chlorogenic laurate （CGL） was synthesized by acylation with lauroyl chloride （LC） in the presence of triethylamine （TEA） in non-water phase. It was found that the optimized synthesis conditions were as follows, with dimethylformamide （DMF） as the dissolution agent and thinner, n CCA ： nLC： nTEA=1： 1： 1. 5, temperature （35±1）℃ and reaction time 8 h. Under these conditions a light yellowish powder was obtained and the yield of CGL was 81.24 %. The structure of CGL was characterized by UV-Vis, IR, ESI-MS and ^1H NMR. Theoretically, the method of quantum chemistry calculation was used to demonstrate the feasibility and rationality of molecular modification for CGA. Meanwhile, the result of the test of the use of CGL on Guangdong-type sausage showed that 0.05 % of CGL could increase the antioxidant ability of the products.

关 键 词：分子修饰 绿原酸月桂酸酯 脂溶性 量子化学计算 

分 类 号：O641[理学—物理化学] TS202.3[理学—化学]