牛蒡子中一个新木脂素类化合物

A new neolignan from the fruits of Arctium lappa L.

本文对牛蒡子中的化学成分进行了研究。采用多种柱色谱方法并结合制备型HPLC的方法分离纯化牛蒡子中的化学成分,进一步利用IR、UV、CD、MS、HR-ESI-MS、1D和2D NMR等技术对分离得到的化合物进行结构分析和鉴定。从牛蒡子80%乙醇提取物中分离鉴定了10个化合物,分别为:(7R,8R)-4,7,9,9'-tetrahydroxy-3,3'-dimethoxy-8-4'-oxyneolign-7'-ene-9'-O-β-D-glucopyranoside(1)、(7R,8R)-4,7,9,9'-tetrahydroxy-3,3'-dimethoxy-8-O-4'-neolignan-9'-O-β-D-glucopyranoside(2)、(7R,8R)-4,7,9,9'-tertahydroxy-3,3'-dimethoxy-8-4'-oxyneolignan(3)、(7S,8R)-dihydrodehydrodiconiferylalcohol-4-O-β-D-glucopyranoside(4)、(7S,8R,7'R,8'R)-pinoresinol-4,4'-di-O-β-D-glucopyranoside(5)、(8S,7'S,8'R)-4,4',9'-trihydroxy-3,3'-dimethoxy-7',9-epoxylignan-7-oxo-4'-O-β-D-glucopyranoside(6)、1-O-β-D-xylopyranosyl-(1→6)-O-β-D-glucopyranoside-2-methoxy-4-hydroxyphenol(7)、1-O-β-D-xylopyranosyl-(1→6)-O-β-Dglucopyranoside-3-methoxy-4-hydroxyphenol(8)、4-O-β-D-xylopyranosyl-(1→6)-O-β-D-glucopyranoside-4-hydroxy-3-methoxybenzylalcohol(9)和2-phenethylβ-primeveroside(10)。其中化合物1为一个新的8-O-4'型木脂素,化合物2~10均为首次从牛蒡子中分离得到。

In our study of the chemical constituents of the dried mature fruits of Arctium lappa L., ten compounds were isolated by various chromatography methods and preparative HPLC. Their structures were elucidated as （7R,8R）-4,7,9,9＇-tetrahydroxy-3,3＇-dimethoxy-8-4＇-oxyneolign-7＇-ene-9＇-O-β-D-glucopyranoside （1）, （7R,8R）-4,7,9,9＇-tetrahydroxy-3,3＇-dimethoxy-8-O-4＇-neOlignan-9＇-O-β-D-glucpyranoside （2）, （7R,8R）- 4,7,9,9＇-tertahydroxy-3,3＇-dimethoxy-8-4＇-oxyneolignan （3）, （7S,8R）-dihydrodehydrodiconiferylalcohol-4-O-β- D-glucopyranoside （4）, （7S,8R,7＇R,8＇R）-pinoresinol-4,4＇-di-O-β-D-glucopyranoside （5）, （8S,7＇S,8＇R）-4,4＇,9＇- trihydroxy-3,3＇-dimethoxy-7＇,9-epoxylignan-7-oxo-4＇-O-β-D-glucopyranoside （6）, 2-methoxy-4-hydroxyphenol- 1-O-β-D-xylopyranosyl-（1-＊6）-O-β-D-glucopyranoside （7）, 3-methoxy-4-hydroxyphenol- 1-O-β-D-xylopyranosyl- （1→6）-O-β-D-glucopyranoside （8）, 4-hydroxy-3-methoxybenzylalcohol-4-O-β-D-xylopyranosyl-（1→6）-O-β-D-glucopyranoside （9） and 2-phenethyl fl-primeveroside （10） by their spectroscopic data （IR, UV, CD, MS, HR-ESI-MS, and 1D and 2D NMR） and comparison to literature data. Compound 1 is a new 8-O-4＇-neolignan. Compounds 2-10 were isolated from the dried mature fruits ofArctium lappa L. for the first time.