天然抗氧化剂麦角硫因的合成工艺研究  

Process Research of Natural Antioxidant Ergothioneine

作　　者：马晓雪 陈旭东 吴志文 杨洋 齐赛男 葛唱 汪绪龙 隋强 MA Xiaoxue;CHEN Xudong;WU Zhiwen;YANG Yang;QI Sainan;GE Chang;WANG Xulong;SUI Qiang(School of Chemistry and Chemical Engineering,Shanghai University of Engineering Science,Shanghai 201620,China;China State Institute of Pharmaceutical Industry,Shanghai 201203,China)

机构地区：[1]上海工程技术大学化学化工学院,上海201620 [2]中国医药工业研究总院,上海201203

出　　处：《合成化学》2022年第9期743-748,共6页Chinese Journal of Synthetic Chemistry

基　　金：“重大新药创制”科技重大专项(2013ZX09301302-X-5)。

摘　　要：采用仿生合成法制备麦角硫因。以L-组氨酸(2)为起始原料,经还原胺化、甲基化得直接生物前体L-组氨酸甜菜碱(4);4与L-半胱氨酸、3-巯基丙酸经“一锅法”合成麦角硫因(1),总收率46.95%,其结构经^(1)H NMR,^(13)C NMR和MS(ESI)谱确证,纯度为99.56%(HPLC法)。该路线步骤简短、原料价廉易得、反应条件温和、操作简便、收率较高,适用于百克级麦角硫因的制备。Ergothioneine was synthsized by bionic synthesis L-histidine(2) was used as the starting material to synthesis the direct biological precursor L-hercynine(4) reduction-amination and methylation.Ergothione(1) was synthesized from L-hercynine with L-cysteine and 3-mercaptopropionic acid in one pot with 47.34% overall yield.The structure was confirmed by ^(1)H NMR,^(13)C NMR and MS(ESI),and its purity was 99.56%(HPLC method).This method is suitable for the preparation of ergothioneine in 100 g grade with simple steps,cheap starting materials,mild conditions,simple operation and high yield.

关 键 词：麦角硫因 仿生合成 L-组氨酸甜菜碱 工艺改进 合成 制药技术 甲基化 

分 类 号：O62[理学—有机化学]