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紫锥菊中酚酸类化合物的合成
Synthesis of phenolic acids in Echinacea purpurea
【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。
【Abstract】 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 number of preparation. Methods Applying vanillin,malonic acid,(+)-diethyl L-tartrate,Dquinic 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,caffeic acid phenethyl ester,methyl caffeate,ethyl caffeate,3,4-diacetyl caffeic acid,diacetyl chicory acid ester,L-cichoric acid,3-O-caffeoylquinic acid and 1,5-dicaffeoylquinic acid. Conclusion The chemical synthesis routes are simple and it can be used for gathering phenolic acid compounds.
【Key words】 Echinacea purpurea; phenolic acid compounds; chemical synthesis;
- 【文献出处】 哈尔滨医科大学学报 ,Journal of Harbin Medical University , 编辑部邮箱 ,2017年03期
- 【分类号】R284.1
- 【被引频次】9
- 【下载频次】301