当归头水提取物中木脂素类对映体的分离、手性拆分和绝对构型确定  

Isolation,chiral separation and absolute configuration determination of lignanoids from an aqueous extract of the Angelica sinensis root head

作　　者：张潇逸 夏召 雷小强 李卫平 刘荣 郭庆兰 石建功 ZHANG Xiao-yi;XIA Zhao;LEI Xiao-qiang;LI Wei-ping;LIU Rong;GUO Qing-lan;SHI Jian-gong(Key Laboratory of Bioactive Substance and Function of Natural Medicines,Institute of Materia Medica,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100050,China;Gansu Provincial Laboratory of Fine Chemicals,Gansu Chemical Industry Research Institute Co.,Ltd.,Lanzhou 620100,China)

机构地区：[1]中国医学科学院、北京协和医学院药物研究所,天然药物活性物质与功能国家重点实验室,北京100050 [2]甘肃省化工研究院有限责任公司,甘肃省精细化工重点实验室,甘肃兰州620100

出　　处：《药学学报》2024年第7期2077-2086,共10页Acta Pharmaceutica Sinica

基　　金：国家自然科学基金资助项目[82293681和82293685(82293680)];中国医学科学院医学与健康科技创新工程资助项目(2021-I2M-1-028)

摘　　要：通过不同型号树脂、正和反相硅胶及各种凝胶柱色谱,结合反相和手性柱HPLC技术,从“归头”水煎提取物中分离并手性拆分得到9对木脂素类对映体,其中3对新结构对映体[(+)-/(-)-1~(+)-/(-)-3]以及2对首次实现手性拆分的对映体[(+)-/(-)-4和(+)-/(-)-5]。通过波谱数据分析、电子圆二色谱(ECD)理论计算和X-单晶衍射技术,确定了所有对映体的绝对构型。新结构和首次拆分并确定绝对构型的对映体分别命名为(+)-/(-)-当归木脂素Q~T[(+)-/(-)-1~(+)-/(-)-4]和(+)-/(-)-滇瑞香醇[(+)-/(-)-5]。From an aqueous extract of the Angelica sinensis root head(guitou),nine pairs of lignanoid enantiomers[(+)-/(−)-1−(+)-/(−)-9],including three pairs of new structures[(+)-/(−)-1−(+)-/(−)-3]and two pairs of chiral separated enantiomers for the first time[(+)-/(−)-4 and(+)-/(−)-5],were isolated and chirally separated by column chromatography over different types of resin,normal and reversed phase silica gels,together with HPLC techniques using reversed phase and chiral columns.Their structures were determined by spectroscopic data analysis,theoretic calculation of electronic circular dichroism(ECD)spectra,and single-crystal X-ray diffraction.The chiral separated new enantiomers named(+)-/(−)-angelignanins Q-T[(+)-/(−)-1-(+)-/(−)-4]and(+)-/(−)-daphneresinol[(+)-/(−)-5],respectively.

关 键 词：伞形科 当归属 归头 水提取物 木脂素 (+)-/(-)-当归木脂素Q~T 

分 类 号：R284[医药卫生—中药学]