杨桠楠, 黄小英, 王尉, 杜宁, 张经华, 冯子明, 姜建双, 张培成. 牛蒡子中一个新木脂素类化合物J. 药学学报, 2017,52(5): 779-784. doi: 10.16438/j.0513-4870.2017-0139
引用本文: 杨桠楠, 黄小英, 王尉, 杜宁, 张经华, 冯子明, 姜建双, 张培成. 牛蒡子中一个新木脂素类化合物J. 药学学报, 2017,52(5): 779-784. doi: 10.16438/j.0513-4870.2017-0139
YANG Ya-nan, HUANG Xiao-ying, WANG Wei, DU Ning, ZHANG Jing-hua, FENG Zi-ming, JIANG Jian-shuang, ZHANG Pei-cheng. A new neolignan from the fruits of Arctium lappa L.J. Acta Pharmaceutica Sinica, 2017,52(5): 779-784. doi: 10.16438/j.0513-4870.2017-0139
Citation: YANG Ya-nan, HUANG Xiao-ying, WANG Wei, DU Ning, ZHANG Jing-hua, FENG Zi-ming, JIANG Jian-shuang, ZHANG Pei-cheng. A new neolignan from the fruits of Arctium lappa L.J. Acta Pharmaceutica Sinica, 2017,52(5): 779-784. doi: 10.16438/j.0513-4870.2017-0139

牛蒡子中一个新木脂素类化合物

A new neolignan from the fruits of Arctium lappa L.

  • 摘要: 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2DNMR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-glucopyrano-side(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-D-glucopyranoside-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。

     

    Abstract: 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-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), 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 β-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 of Arctium lappa L. for the first time.

     

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