药学学报, 2017, 52(5): 779-784
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.
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.

牛蒡子中一个新木脂素类化合物
杨桠楠1, 黄小英1, 王尉2, 杜宁2, 张经华2, 冯子明1, 姜建双1, 张培成1
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. 北京市理化分析测试中心, 北京100089
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。
关键词:    菊科      牛蒡子      化学成分      提取      分离      木脂素     
A new neolignan from the fruits of Arctium lappa L.
YANG Ya-nan1, HUANG Xiao-ying1, WANG Wei2, DU Ning2, ZHANG Jing-hua2, FENG Zi-ming1, JIANG Jian-shuang1, ZHANG Pei-cheng1
1. State 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;
2. Beijing Centre for Physical and Chemical Analysis, Beijing 100089, China
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.
Key words:    Asteraceae    Arctii Fructus    chemical constituent    extraction    isolation    lignan   
收稿日期: 2017-02-17
DOI: 10.16438/j.0513-4870.2017-0139
基金项目: 中国医学科学院医学与健康科技创新工程经费资助(2016-I2M-1-007).
通讯作者: 张培成,Tel:86-10-63165231,E-mail:pczhang@imm.ac.cn
Email: pczhang@imm.ac.cn
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