月腺大戟的化学成分及其乳腺癌细胞毒活性研究
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摘要
目的研究大戟科植物月腺大戟的化学成分及其对乳腺癌细胞毒活性。方法采用多种色谱技术对化合物进行分离纯化,根据化合物的理化性质和光谱数据分析鉴定化合物的结构。采用噻唑蓝(MTT)比色法研究化合物对6种乳腺癌细胞的抑制活性。结果月腺大戟植物中分离得到10个化合物,分别鉴定为:2,4-二羟基-6-甲氧基-3-甲酰基苯乙酮(1);2,4-二羟基-6-甲氧基-3-甲基苯乙酮(2);月腺大戟素A(3);3,3′-乙酰基-4,4′-二甲氧基-2,2′,6,6′-四羟基二苯基甲烷(4);岩大戟内酯B(5);岩大戟内酯A(6);亚油酸(7);fischeria A(8);β-香树脂醇乙酸酯(9);单十九酸甘油酯(10)。乳腺癌细胞毒活性研究显示:化合物3对乳腺癌细胞MDA-MB-231、Sum149、MCF7、ZR-75-1、SKBr3、BT474的IC_(50)值分别为6.69、5.50、5.50、7.08、8.64、5.42μmol/L。结论化合物6、7、8、10为首次从该植物中分离得到;化合物3对乳腺癌细胞具有显著的抑制活性。
Objective To investigate the chemical constituents and cytotoxic activities of breast cancer in the roots of Euphorbia ebracteolata.Methods The chemical constituents were isolated and purified by various chromatographic techniques.The in vitro cytotoxic activities of breast cancer of the isolated compounds were studied by MTT method.Their structures were identified on the basis of spectroscopic analyses and physiochemical properties.Results Ten compounds were isolated from the roots of Euphorbia ebracteolata,and elucidated as 2,4-dihydroxy-6-methoxy-3-form yl-1-acetophenon(1),2,4-dihydroxy-6-methoxy-3-methyl-1-acetophenon(2),ebracteolatain A(3),3,3′-diacetyl-4,4′-dimethoxy-2,2′,6,6′-tetrahydroxy diphenylmethan(4),jolkinolide B(5),jolkinolide A(6),linoleic acid(7),fischeria A(8),β-amyrin acetate(9),nonadecanoic acid monoglyceride(10).Compound 3 showed cytotoxicity against MDA-MB-231 cell、Sum149 cell、MCF7 cell、ZR-75-1 cell、SKBr3 cell、BT474 cell with IC_(50)values of(6.69±0.128),(5.50±0.126),(5.50±0.126),(7.08±0.111),(8.64±0.197),(5.42±0.113)μmol/L,respectively.Compound 4 had no cytotoxicity on the above cancer cells.Conclusion Compounds 6,7,8,10 were firstly isolated from Euphorbia ebracteolata.Compound 3 showed significant cytotoxicity on breast cancer cells.
Objective To investigate the chemical constituents and cytotoxic activities of breast cancer in the roots of Euphorbia ebracteolata.Methods The chemical constituents were isolated and purified by various chromatographic techniques.The in vitro cytotoxic activities of breast cancer of the isolated compounds were studied by MTT method.Their structures were identified on the basis of spectroscopic analyses and physiochemical properties.Results Ten compounds were isolated from the roots of Euphorbia ebracteolata,and elucidated as 2,4-dihydroxy-6-methoxy-3-form yl-1-acetophenon(1),2,4-dihydroxy-6-methoxy-3-methyl-1-acetophenon(2),ebracteolatain A(3),3,3′-diacetyl-4,4′-dimethoxy-2,2′,6,6′-tetrahydroxy diphenylmethan(4),jolkinolide B(5),jolkinolide A(6),linoleic acid(7),fischeria A(8),β-amyrin acetate(9),nonadecanoic acid monoglyceride(10).Compound 3 showed cytotoxicity against MDA-MB-231 cell、Sum149 cell、MCF7 cell、ZR-75-1 cell、SKBr3 cell、BT474 cell with IC_(50)values of(6.69±0.128),(5.50±0.126),(5.50±0.126),(7.08±0.111),(8.64±0.197),(5.42±0.113)μmol/L,respectively.Compound 4 had no cytotoxicity on the above cancer cells.Conclusion Compounds 6,7,8,10 were firstly isolated from Euphorbia ebracteolata.Compound 3 showed significant cytotoxicity on breast cancer cells.
引文
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[18] 刘文洁.苍耳根化学成分及其药理活性的研究[D].海口:海南师范大学,2013.
[2] 刘志国,李占林,李达翃,等.月腺大戟的化学成分及其抗炎活性研究[C]// 全国中药和天然药物学术研讨会.2014.
[3] 夏青,徐柯心,张文婷,等.中药狼毒化学成分与药理作用概述[J].环球中医药,2017,10(8):927-932.
[4] 徐娇,易立涛,翁连进,等.月腺大戟乙醇提取物的抗痛风活性研究[J].中药材,2014,37(2):315-317.
[5] 居学海,崔晞,陈鸣岳,等.月腺大戟水提物对小鼠的毒性作用[J].山东大学学报(医学版),2007,45(1):62-64.
[6] 熊爽.月腺大戟化学成分的研究[D].吉林大学,2009.
[7] 徐晨耕,谈光新,施旭东,等.月腺大戟治疗传染性肺结核的临床研究[C]// 中国防痨协会全国学术会议大会学术报告.2001.
[8] 颜秉强,张永清.月腺大戟研究进展[J].山东中医药大学学报,2008(5):432-435.
[9] WANG X Y,LIU L P,KANG T G,et al.Chemical constituents of Euphorbia fischeriana[J].Chin J Nat Med,2012,10(4):299-302.
[10] DENG B,MU S Z,HAO X J.Chemical constituents from uphorbia ebracteolata[J].Chin J Nat Med,2010,8(3):18-185.
[11] 王晓阳,刘丽萍,康廷国,等.狼毒大戟的化学成分[J].中国天然药物,2012,10(4):299-302.
[12] 董云发,丁云梅.月腺大戟根中乙酰基间苯三酚衍生物[J].植物资源与环境学报,1992(2):1-3.
[13] 邓彬,穆淑珍,黄烈军,等.月腺大戟中二萜类化学成分的研究[J].中国中药杂志,2009,34(6):789-791.
[14] 潘勤,施敏锋,闵知大.狼毒大戟中4种Jolkinolide型二萜的二维核磁共振研究[J].中国药科大学学报,2004,35(1):16-19.
[15] 杨阳,蔡飞,杨琦,等.头花蓼化学成分的研究(Ⅰ)[J].第二军医大学学报,2009,30(8):937-940.
[16] PEI Y,KOIKE K,HAN B,et al.Fischeria A,a novel norditerpene lactone from Euphorbia fischeriana[J].Tetrahedron Lett,1999,40(5):951-952.
[17] 浮光苗,余伯阳,朱丹妮.月腺大戟化学成分的研究[J].中国药科大学学报,2003,34(4):377-379.
[18] 刘文洁.苍耳根化学成分及其药理活性的研究[D].海口:海南师范大学,2013.