紫锥菊中酚酸类化合物的合成  

Synthesis of phenolic acids in Echinacea purpurea

作　　者：杜妍[1] 甘春丽[1] 曾庆轩[1] 王立波[1] 韩维娜[1] 杨春娟[2] 吴延丽[3] 

机构地区：[1]哈尔滨医科大学药学院药物化学与天然药物化学教研室,黑龙江哈尔滨150081 [2]哈尔滨医科大学药学院药物分析与分析化学教研室,黑龙江哈尔滨150081 [3]哈尔滨医科大学药学院有机化学教研室,黑龙江哈尔滨150081

出　　处：《哈尔滨医科大学学报》2017年第3期200-205,共6页Journal of Harbin Medical University

基　　金：国家自然科学基金青年科学基金项目(81403072);黑龙江省青年科学基金项目(QC2013C080);黑龙江省博士后资助经费(LBH-Z15143);黑龙江省卫生厅科研课题(2013143);哈尔滨医科大学学术学位研究生创新科研项目(YJSCX2016-9HYD)

摘　　要：目的化学合成制备紫锥菊中酚酸类化合物,优化已有的合成路线,为大量制备提供基础。方法以香草醛、丙二酸、L-酒石酸二乙酯、D-奎宁酸和苯乙醇等为原料,采用直接催化法(DDC/Py、DCC/DMAP、EDCI/DMAP等成酯缩合系统)或酰氯法,通过对活性羟基或羧基的保护、脱保护,制备酚酸类化合物。通过理化性质测定,结合1H-NMR、13C-NMR及MS等波谱手段确证化合物结构。结果通过化学合成11个酚酸类化合物,分别为:原儿茶醛、咖啡酸、阿魏酸、咖啡酸苯乙酯、咖啡酸甲酯、咖啡酸乙酯、3,4-二乙酰咖啡酸、二乙酰菊苣酸酯、L-菊苣酸、3-O-咖啡酰奎宁酸和1,5-二咖啡酰奎宁酸。结论该合成路线原料易得、操作简单,可作为天然酚酸类化合物富集的方法。Objective To prepare phenolic acid compounds of Echinacea purpurea by chemical synthesis method, to optimize existing synthetic routes and to establish a basis for a large num- ber of preparation. Methods Applying vanillin, malonic acid, （＋） -diethyl L-tartrate, D- quinie acid and phenethyl alcohol as raw materials, phenolic acid compounds were synthesized by direct catalytic method （DDC/Py, DCC/DMAP, EDCI/DMAP and other ester condensation system） or acyl chloride method, then protected and deprotected active hydroxyl or carboxyl groups. The structures were confirmed by physicochemical characters, 1H-NMR, 13C_NMR and MS spectra. Results Eleven compounds were synthesized, they were benzaldehyde, caffeic acid, ferulic acid, caffeie acid phenethyl ester, methyl caffeate, ethyl eaffeate, 3,4-diaeetyl caffeic acid, diacetyl chicory acid ester, L-cichorie acid, 3-O-eaffeoylquinie acid and 1,5-di- caffeoylquinic acid. Conclusion The chemical synthesis routes are simple and it can be used for gathering phenolic acid compounds.

关 键 词：紫锥菊 酚酸类化合物 化学合成 

分 类 号：R284.1[医药卫生—中药学]