月腺大戟化学成分的研究

张亚瑶, 阎雨, 赫军, 杨婷, 李昕昕, 张维库, 续洁琨

中国药学杂志 ›› 2023, Vol. 58 ›› Issue (8) : 668-674.

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中国药学杂志 ›› 2023, Vol. 58 ›› Issue (8) : 668-674. DOI: 10.11669/cpj.2023.08.003
论著

月腺大戟化学成分的研究

  • 张亚瑶1,2, 阎雨2, 赫军2, 杨婷1,2, 李昕昕1,2, 张维库2*, 续洁琨1*
作者信息 +

Study on the Chemical Constituents of Roots from Euphorbia ebracteolata Hayata

  • ZHANG Ya-yao1,2, YAN Yu2, HE Jun2, YANG Ting1,2, LI Xin-xin1,2, ZHANG Wei-ku2*, XU Jie-kun1*
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文章历史 +

摘要

目的 对月腺大戟(Euphorbia ebracteolata Hayata)根的体积分数95%乙醇提取物中的化学成分进行分离鉴定,并初步评价其抗肿瘤活性。方法 运用硅胶、Sephadex LH-20、反相十八烷基硅烷键合硅胶(ODS)等柱色谱以及反相高效液相色谱方法对月腺大戟化学成分进行分离和纯化,并利用高分辨率质谱(HR-ESI-MS)、核磁共振(NMR)等波谱技术对分离得到的化合物进行结构鉴定;采用CCK-8法测试化合物对人肝癌HepG2细胞,人乳腺癌MCF-7细胞和人肺癌A549细胞的抗肿瘤活性。结果 从月腺大戟根的体积分数95%乙醇提取物中共分离得到12个化合物,分别鉴定为portulacanone A(1)、甘草素(2)、异甘草素(3)、芒柄花素(4)、24-亚甲基环木菠萝烷醇(5)、3β-羟基-9(11), 12-齐墩果二烯(6)、橙皮油醇(7)、(+)-水合橙皮内酯(8)、2, 2′-氧代双(1,4-二叔丁苯)(9)、反-4-羟基-2-壬烯酸(10)、(E)阿魏酸二十六烷酯(11)和1,9-壬二酸(12),并对化合物1~8进行了抗肿瘤活性研究。结果表明,化合物5(24-亚甲基环木菠萝烷醇)对人肺癌细胞A549具有显著的抑制作用,其半数抑制浓度(median inhibition concentration,IC50)为26.03 μmol·L-1结论 化合物1,7~10为首次从大戟属植物中分离得到,化合物1~4和6~12为首次从月腺大戟中分离得到。

Abstract

OBJECTIVE To isolate and identify the chemical constituents in the 95% ethanol extract of roots from Euphorbia ebracteolata Hayata and evaluate their antitumor activity.METHODS The compounds were systematically iaolated and purified by various chromatographic iaolation and analysis techniques including macroporous resins, silica gel, Sephadex LH-20 and ODS column chromatographies, as well as reversed phase high-performance liquid chromatography.The structures of the compounds were mainly identified by HR-ESI-MS and NMR spectral techniques. The antitumor activities of the compounds against human liver cancer HepG2 cells, human breast cancer MCF-7 cells and human lung cancer A549 cells were tested by CCK-8 assay.RESULTS A total of twelve compounds were isolated from the 95% ethanol extract of E. ebracteolata root and identified as portulacanone A(1), liquiritigenin(2), isoliquiritigenin(3), formononet(4), 24-methylenecycloar-tanol(5), 3β-hydroxyoleana-9(11), 12-diene(6), auraptenol(7),(+)-meranzin hydrate(8), 2, 2′-oxybis(1, 4-di-tert-butylbenzene)(9), trans-4-hydroxy-2-nonenoic acid(10), hexacosyl(E)-ferulate(11), and 1,9-azelaic acid(12). The antitumor activity of compounds 1-8 was studied, and the results showed that compound 5 can effectively inhibit the growth of A549 cells, and its median inhibitory concentration(IC50) was 26.03 μmol·L-1. CONCLUSION Compounds 1, 7-10 are found in the genus Euphorbia Linn. for the first time. In addition, compounds 1-4, 6-12 are isolated from E.ebracteolata for the first time.

关键词

月腺大戟 / 24-亚甲基环木菠萝烷醇 / 结构鉴定 / 细胞毒活性

Key words

Euphorbia ebracteolata Hayata / 24-methylenecycloar-tanol / structural identification / cytotoxicity

引用本文

导出引用
张亚瑶, 阎雨, 赫军, 杨婷, 李昕昕, 张维库, 续洁琨. 月腺大戟化学成分的研究[J]. 中国药学杂志, 2023, 58(8): 668-674 https://doi.org/10.11669/cpj.2023.08.003
ZHANG Ya-yao, YAN Yu, HE Jun, YANG Ting, LI Xin-xin, ZHANG Wei-ku, XU Jie-kun. Study on the Chemical Constituents of Roots from Euphorbia ebracteolata Hayata[J]. Chinese Pharmaceutical Journal, 2023, 58(8): 668-674 https://doi.org/10.11669/cpj.2023.08.003
中图分类号: R282   

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基金

国家自然科学基金项目资助(82104483, 81960633, 81872761);中央高水平医院临床科研业务费—中日友好医院“菁英计划”人才培育工程资助(ZRJY2021-BJ06,ZRJY2021-TD06);中国药学会—以岭生物医药创新基金资助(CPA-B04-ZC-2021-005)
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