端基含SH的叶酸衍生物的合成与表征  

The Synthesis and Characterization of SH-Terminated Folic Acid Derivative

作　　者：孙燕[1] 刘继宪[1] 唐建国[2] 王瑶[1] 黄震[2] 黄林军[2] 武鹏[1] 

机构地区：[1]青岛大学化工学院,青岛266071 [2]青岛大学国家重点实验室培育基地杂化材料研究所,青岛266071

出　　处：《材料导报》2013年第16期74-77,共4页Materials Reports

基　　金：国家自然科学基金(51273096);山东省科技攻关项目(2010GGX10327);青岛市科技计划基础研究项目(12-1-4-2-(5)-jch);青岛市科技计划基础研究项目(12-1-4-2-(8)-jch);青岛市国际合作资助项目(10-1-4-97-hz);国家外专局高端外国专家项目(GDW20123702160)

摘　　要：通过三步反应制备出一种端基含SH的叶酸衍生物。首先采用双氧水作为氧化剂制备一种含羟基的二硫物;然后以二甲基亚砜为溶剂、N,N-二环己基碳二亚胺为脱水剂、4-二甲氨基吡啶为催化剂,使叶酸与二硫物发生酯化反应;最后以二硫苏糖醇作为还原剂断裂S-S键,即得到目标产物。对中间产物以及最终产物分别采用傅里叶变换红外光谱仪、紫外-可见分光光度计和核磁共振仪进行测试表征,验证了该制备过程得到了目标产物。该叶酸衍生物可以直接用于修饰纳米金属粒子,在药物输送以及靶向治疗肿瘤方面具有潜在的应用价值。The SH-terminated folic acid derivative was synthesized by three steps. Firstly, the disulfide contai- ning hydroxyl group was generated with hydrogen peroxide as the oxidant. Then the disulfide was conjugated with fo- lic acid through esterification with dimethyl sulfoxide as the solvent, N, N-dicyclohexyl carbodiimide as the dehydrant and 4-dimethylaminopyridine as the catalyst. Finally, the goal SH-terminated folic acid derivative was prepared through cleavage of the S-S bond with DL-dithiothreitol as reductant. The intermediate and final products were charac- terized by Fourier transform infrared spectroscopy, ultraviolet-visible spectroscopy and nuclear magnetic resonance spectroscopy respectively, which demonstrated the final product was prepared successfully through the strategy. The folic acid derivative could conjugate with metallic nanoparticles, and the functionalized nanoparticles have potential ap- plications in drug delivery and tumor-targeted therapeutics.

关 键 词：叶酸 双氧水 二硫物 酯化反应 二硫苏糖醇 

分 类 号：TQ245[化学工程—有机化工]