连翘的化学成分研究  

Study on chemical constituents from Forsythia suspensa

作　　者：聂承冬 沙冬梅 何晓勇 何斌 田玉寒 刘圆 李莹 张绍山 冯景秋 李娟 阎新佳 温静[2,5] NIE Cheng-dong;SHA Dong-mei;HE Xiao-yong;HE Bin;TIAN Yu-han;LIU Yuan;LI Ying;ZHANG Shao-shan;FENG Jing-qiu;LI Juan;YAN Xin-jia;WEN Jing(Institute of Qinghai-Tibetan Plateau,Southwest Minzu University,Chengdu 610041,China;College of Pharmacy,Harbin University of Commerce,Harbin 150076,China;Sichuan Provincial Qiang-Yi Medicinal Resources Protection and Utilization Technology Engineering Laboratory,Chengdu 610225,China;Key Laboratory of Protection and Utilization of Ethnic Medicinal Resources in Qinghai-Tibet Plateau,State Ethnic Affairs Commission,Chengdu 610225,China;School of Pharmacy,Sichuan College of Traditional Chinese Medicine,Mianyang 621000,China)

机构地区：[1]西南民族大学青藏高原研究院,四川成都610041 [2]哈尔滨商业大学药学院,黑龙江哈尔滨150076 [3]四川省羌彝药用资源保护与利用技术工程实验室,四川成都610225 [4]青藏高原民族药用资源保护与利用国家民委重点实验室,四川成都610225 [5]四川中医药高等专科学校,四川绵阳621000

出　　处：《中草药》2023年第17期5487-5497,共11页Chinese Traditional and Herbal Drugs

基　　金：国家自然科学基金青年基金项目(81803696);西南民族大学中央高校基本科研业务费专项资金项目资助(ZYN2023068)。

摘　　要：目的研究连翘Forsythia suspensa的化学成分及其体外抗肿瘤活性。方法采用多种色谱技术进行分离纯化,通过理化性质和波谱学手段(NMR和MS)鉴定化合物结构,测试各化合物对HepG-2和MCF-7细胞的细胞毒性。结果从连翘75%乙醇提取物中共分离鉴定出26个化合物,分别为2-(4-羟基苯基)乙基-6-O-[(4-羟基苯基)乙酰基]-β-D-吡喃葡萄糖苷(1)、木通苯乙醇苷B(2)、2-(4-羟基苯基)乙基-6-O-(E)-咖啡酰-β-D-吡喃葡萄糖苷(3)、6'-O-香豆酰-1'-O-[2-(3,4-二羟基苯基)乙基]-β-D-吡喃葡萄糖苷(4)、(+)-松脂素(5)、8-羟基松脂素(6)、松脂素-4-O-β-D-吡喃葡萄糖苷(7)、(+)-表松脂素(8)、(+)-1-羟基-2-表松脂素(9)、连翘脂素(10)、(+)-表松脂素-4'-O-β-D-吡喃葡萄糖苷(11)、(+)-落叶松脂素(12)、(−)-落叶松脂素(13)、rel-(7R,8'R,8S)-forsythialan C(14)、rel-(7R,8'R,8R)-forsythialan C(15)、(7'S,8R,8'R)-异落叶松脂素(16)、罗汉松脂素(17)、罗汉松脂素-4'-O-β-D-吡喃葡萄糖苷(18)、(−)-甘密树皮素B-β-D-吡喃葡萄糖苷(19)、(7R,7'R,8S,8'R)-4,4'-二羟基-3,3'-二甲氧基-7,7'-环氧木脂素-4-O-β-D-吡喃葡萄糖苷(20)、(7R,7'R,8S,8'R)-4,4'-二羟基-3,3'-二甲氧基-7,7'-环氧木脂素-4'-O-β-D-吡喃葡萄糖苷(21)、10-O-β-D-桃金娘烯醇苷(22)、neryl-β-D-glucopyranoside(23)、α-松油醇-8-O-β-D-吡喃葡萄糖苷(24)、连翘环己醇酮(25)和阿魏酸甲酯(26)。结论化合物1、3、4和19~24、26为首次从连翘属植物中分离得到。在40μmol/L浓度下化合物5~18对HepG-2和MCF-7细胞系具有一定的细胞毒性活性。Objective To study the chemical constituents from Lianqiao[Forsythia suspensa(Thunb.)Vahl].Methods The compounds were separated and purified by various chromatographic techniques,and their structures were identified by physical and chemical properties and spectroscopic methods(NMR and MS).The cytotoxicity of each compound on HepG-2 and MCF-7 cells was tested.Results A total of 26 compounds were isolated and identified as 2-(4-hydroxyphenyl)ethyl-6-O-[(4-hydroxyphenyl)acetyl]-β-D-glucopyranoside(1),calceolarioside B(2),2-(4-hydroxyphenyl)ethyl-6-O-(E)-caffeoyl-β-D-glucopyranoside(3),6'-O-coumaroyl-1'-O-[2-(3,4-dihydroxyphenyl)ethyl]-β-D-glucopyranoside(4),(+)-pinoresinol(5),8-hydroxypinoresinol(6),pinoresinol-4-O-β-D-glucopyranoside(7),(+)-epipinoresinol(8),(+)-1-hydroxy-2-epipinoresinol(9),phillygenin(10),(+)-epipinoresinol-4'-O-β-D-glucopyranoside(11),(+)-lariciresinol(12),(−)-lariciresinol(13),rel-(7R,8′R,8S)-forsythialan C(14),rel-(7R,8′R,8R)-forsythialan C(15),(7'S,8R,8'R)-isolariciresinol(16),matairesinol(17),martairesinol-4'-O-β-D-glucopyranoside(18),(−)-nectandrin B-β-D-glucopyranoside(19),(7R,7′R,8S,8′R)-4,4′-dihydroxy-3,3′-dimethoxy-7,7′-epoxylignan-4-O-β-D-glucopyranoside(20),(7R,7′R,8S,8′R)-4,4′-dihydroxy-3,3′-dimethoxy-7,7′-epoxylignan-4′-O-β-D-glucopyranoside(21),myrtenyl-O-β-D-glucopyranoside(22),neryl-β-D-glucopyranoside(23),α-terpineol-8-O-β-Dglucopyranoside(24),rengyolone(25)and methyl ferulate(26).Conclusion Compounds 1,3,4,19—24 and 26 are separated from the genus of Forsythia for the first time.All compounds are evaluated for cytotoxic activities against MCF-7 and HepG-2 cell lines by MTT assay,and the results showed that compounds 5-18 have potential inhibitory activity on MCF-7 and HepG-2 cell lines at 40μmol/L.

关 键 词：连翘 苯乙醇苷 单萜苷 木脂素 抗肿瘤活性 2-(4-羟基苯基)乙基-6-O-(E)-咖啡酰-β-D-吡喃葡萄糖苷 (+)-松脂素 罗汉松脂素-4'-O-β-D-吡喃葡萄糖苷 α-松油醇-8-O-β-D-吡喃葡萄糖苷 

分 类 号：R284.1[医药卫生—中药学]