毛华菊中1个新的愈创木内酯类化合物  

One new guaianolide from Chrysanthemum vestitum

作　　者：张洪权[1,2,3] 王艳丽 董馨语 向涛 周巧巧 朱世明[1,2] 熊校勤 张蕾[1,2] 郑平 刘杰 ZHANG Hong-quan;WANG Yan-li;DONG Xin-yu;XIANG Tao;ZHOU Qiao-qiao;ZHU Shi-ming;XIONG Xiao-qin;ZHANG Lei;ZHENG Ping;LIU Jie(Department of Chemistry and Life Science,Hubei University of Education,Wuhan 430205,China;Hubei Key Laboratory of Purification and Application of Plant Anti-cancer Active Ingredients,Wuhan 430205,China;Research Center for Development and Utilization of Medicinal Plants in Eastern Hubei Province,Wuhan 430205,China;Wuhan HengHeDa Bio-Pharmaceutical Co.,Led.,Wuhan 430056,China)

机构地区：[1]湖北第二师范学院化学与生命科学学院,湖北武汉430205 [2]植物抗癌活性物质提纯与应用湖北省重点实验室,湖北武汉430205 [3]鄂东药用植物资源开发与利用研究中心,湖北武汉430205 [4]武汉恒和达生物医药有限公司,湖北武汉430056

出　　处：《中草药》2022年第15期4611-4616,共6页Chinese Traditional and Herbal Drugs

基　　金：国家自然科学基金项目(81903115);湖北省教育厅科学技术研究项目(B2017202,B2019183);湖北省大学生创新创业训练计划项目(S202114099008);湖北第二师范学院横向科研项目(ESHX20210195);湖北第二师范学院教学研究项目(X2021003)。

摘　　要：目的 研究毛华菊Chrysanthemum vestitum的化学成分及体外肿瘤细胞毒活性。方法 采用溶剂提取法、Diaion HP-20柱色谱、SephadexLH-20葡聚糖凝胶柱色谱、硅胶柱色谱及制备高效液相色谱等色谱方法,对毛华菊氯仿部位的化学成分进行分离纯化,并利用现代波谱技术对已分离得到的化合物进行结构鉴定。MTT法测定各化合物体外对人肝癌HepG2细胞增殖的抑制活性。结果 从毛华菊的氯仿部位分离得到3个化合物,分别鉴定为(1S,5R,6R,7R,8S,10S)-8-乙酰氧基-愈创木-3,11(13)-二烯-2-酮-12,6-内酯(1)、(1S,5R,6R,7R,8S,10S,11S)-8-乙酰氧基-愈创木-3-烯-2-酮-12,6-内酯(2)和2α-(2′,4′-hexadiynoyl)-1,6-dioxaspiro[4,5]-deca-3-ene(3)。结论 化合物2为1个新的愈创木内酯,命名为毛华菊内酯A,其对HepG2细胞增殖没有明显的抑制作用;化合物1的氢谱全谱、碳谱以及绝对构型为首次报道,它对Hep G2细胞具有较强的体外抑制作用,半数抑制浓度(median inhibition concentration,IC)值为(5.95±0.19)μmol/L;化合物3为首次从毛华菊中分离得到。Objective To investigate the chemical constituents from Chrysanthemum vestitum and their anti-tumor activities.Methods The chemical constituents from C.vestitum were isolated and purified by solvent extraction,Diaion HP-20,Sephadex LH-20,Silica gel and preparative high performance liquid chromatography.Their structures were elucidated based on their spectroscopic data.The antitumor activities of the isolated compounds were evaluated by using MTT assay.Results Three compounds were isolated from chloroform extract of C.vestitum and identified as(1S,5R,6R,7R,8S,10S)-2-oxo-8-acetoxy-guaia-3,11(13)-dien-12,6-olide(1),(1S,5R,6R,7R,8S,10S,11S)-2-oxo-8-acetoxy-guaia-3-en-12,6-olide(2)and 2α-(2′,4′-hexadiynoyl)-1,6-dioxaspiro[4,5]-deca-3-ene(3).Conclusion Compound 2 is a new guaianolide named as vestitlactone A which had no significant inhibitory effect on the HepG2 cell proliferation;compound 1 exhibited inhibitory activity against HepG2 cell line with IC_(50) value of(5.95±0.19)μmol/L and compound 3 was isolated from this plant for the first time.

关 键 词：毛华菊 愈创木内酯 肿瘤细胞毒活性 (1S 5R 6R 7R 8S 10S)-8-乙酰氧基-愈创木-3 11(13)-二烯-2-酮-12 6-内酯 毛华菊内酯A 

分 类 号：R284.1[医药卫生—中药学]