当归头水提取物中的二聚酞类成分  

Dimeric phthalides from an aqueous extract of the Angelica sinensis root head

作　　者：夏召 陈有哲 徐成博 朱承根 雷小强 郭庆兰 石建功 XIA Zhao;CHEN You-zhe;XU Cheng-bo;ZHU Cheng-gen;LEI Xiao-qiang;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)

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

出　　处：《药学学报》2023年第4期975-991,共17页Acta Pharmaceutica Sinica

基　　金：国家自然科学基金资助项目[82293685,82293681(82293680)];中国医学科学院医学与健康科技创新工程项目(2021-I2M-1-028,2022-I2MJB-011)。

摘　　要：通过大孔吸附树脂、MCI树脂、正相硅胶、Sephadex LH-20柱色谱,结合制备薄层色谱及反相高效液相色谱分离技术,从“归头”水煎提取物中分离得到拥有不同聚合方式的10个二聚酞类外消旋体(1~10),经手性HPLC拆分得到(+)-/(-)-1~(+)-/(-)-10。借助波谱数据解析、电子圆二色谱(ECD)和NMR计算综合分析及单晶X-射线衍射确定了它们的结构和绝对构型,均为新结构或新天然产物,分别命名为当归二酞内酯酸A~H(1~8)和当归二酞内酯醇A和B(9和10)。同时,对单内酯和双内酯型3.3′a,8.6′-和3.6′,8.3′a-连接的二聚酞衍生物及其相对构型确定进行了讨论。Ten dimeric phthalide racemates(1-10)were isolated from an aqueous extract of the Angelica sinensis root head(Guitou)by separation techniques of column chromatography over macroporous adsorbent resin,MCI resin,silica gel,and Sephadex LH-20,together with preparative thin-layer chromatography and reversed phase HPLC.The racemates were further separated into(+)-/(-)-1-(+)-/(-)-10 with chiral HPLC.Their structures including absolute configurations were elucidated by comprehensive analysis of spectroscopic data,combined with electronic circular dichroism(ECD)and NMR calculations as well as single crystal X-ray diffractions.Compounds(+)-/(-)-1-(+)-/(-)-10 are either new structure or new natural product,named(+)-/(-)-angelidipthalidic acids A-H[(+)-/(-)-1-(+)-/(-)-8]and(+)-/(-)-angelidipthalidols A and B[(+)-/(-)-9 and(+)-/(-)-10],respectively.Meanwhile,dimeric phthalide mono-and bis-lactone derivatives with 3.3′a,8.6′-and 3.6′,8.3′a-coupling patterns as well as determination of their relative configurations are discussed.

关 键 词：伞形科 当归属 归头 水提取物 二聚酞类 当归二酞内酯酸 当归二酞内酯醇 

分 类 号：R284[医药卫生—中药学]