茺蔚子中8-O-4′新木脂素类化学成分研究  

8-O-4′Neolignans from the fruits of Leonurus japonicus

作　　者：彭芳 熊亮[1,2] 何育霖 刘菲 彭成 PENG Fang;XIONG Liang;HE Yu-lin;LIU Fei;PENG Cheng(Pharmacy College,Chengdu University of TCM,The Ministry of Education Key Laboratory of Standardization of Chinese Herbal Medicine,State Key Laboratory of Systematic Research,Development and Utilization of Chinese Medicine Resources;Institute of Innovative Medicine Ingredients of Southwest Specialty Medicinal Materials,Chengdu University of Traditional Chinese Medicine,Chengdu 611137,China)

机构地区：[1]成都中医药大学药学院中药材标准化教育部重点实验室中药资源系统研究与开发利用省部共建国家重点实验室 [2]成都中医药大学西南特色药材创新药物成分研究所,成都611137

出　　处：《天然产物研究与开发》2021年第8期1320-1325,共6页Natural Product Research and Development

基　　金：国家自然科学基金(82022072,81872991);国家自然科学基金联合基金重点支持项目(U19A2010);四川省应用基础研究项目(2019YJ0334)。

摘　　要：对茺蔚子(Leonuri Fructus)的化学成分及其抑制肝癌细胞增殖和肝细胞保护活性研究。综合运用D-101型大孔树脂柱色谱、硅胶柱色谱、反相C 18柱色谱以及高效液相色谱等方法进行分离纯化,有机波谱学方法鉴定各化合物的结构。从茺蔚子中分离得到3个8-O-4′新木脂素类化合物,分别为(+)-7 S,8 S,7′E-4,9,9′-三羟基-3,3′,7-三甲氧基-8-O-4′-新木脂素(1)、苏式-甲基4-[2-羟基-2-(4-羟基-3-甲氧苯基-)1-(羟甲基)烷]阿魏酸(2)、赤式-甲基4-[2-羟基-2-(4-羟基-3-甲氧苯基-)1-(羟甲基)烷]阿魏酸(3)。首次确定了化合物1的绝对构型。化合物3是一个新的天然产物,化合物1、2和3均为首次从茺蔚子中分离得到。进一步运用噻唑蓝(MTT)法测试各化合物的活性。3个化合物在给药浓度为50μmol/L时对SMMC-7721人肝癌细胞增殖无明显抑制作用,对对乙酰氨基酚损伤的两株人肝正常细胞Chang、HL-7702也无明显保护作用。To study the compounds from the fruits of Leonurus japonicus and their anti-proliferation of liver cancer cells and hepatocyte protection activities.Macroporous adsorbent resin(D-101)column chromatography,silica gel column chromatography,reversed phase C 18 column chromatography,and high performance liquid chromatography were used for separation and purification of the compounds.The structure of each compound was identified by organic spectroscopy.Three 8-O-4′neolignans were isolated from the fruits of L.japonicus,which are(+)-(7 S,8 S,7′E)-4,9,9′-trihydroxy-3,3′,7-trimethoxy-8-O-4′-neolignan(1),7,8-threo-methyl-4-[2-hydroxy-2-(4-hydroxy-3-methoxyphenyl-)1-(hydroxymethyl)ethyl]ferulate(2),7,8-erythro-methyl-4-[2-hydroxy-2-(4-hydroxy-3-methoxyphenyl-)1-(hydroxymethyl)ethyl]ferulate(3).We first reported the absolute configuration of compound 1.Compound 3 is a new natural product.Both compounds 1,2 and 3 were isolated from the fruits of L.japonicus for the first time.The anti-proliferation of liver cancer cells and hepatocyte protection activities of each compound were investigated by the MTT method.When the three compounds were administered at a concentration of 50μmol/L,they had no obvious inhibitory effect on inhibition proliferation of SMMC-7721 liver cancer cells and no obvious protective effect on acetaminophen-injured Chang and HL-7702 liver cells.

关 键 词：茺蔚子 8-O-4′新木脂素 分离鉴定 绝对构型 

分 类 号：R284.1[医药卫生—中药学]