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引用本文:冯树慧, 晏 晨, 张卫青, 梁 伟, 李艳梅, 韦学耐, 饶 青, 马四补.烟管头草的化学成分及其体外抗白血病活性研究[J].广西植物,2023,43(11):2139-2148.[点击复制]
FENG Shuhui, YAN Chen, ZHANG Weiqing, LIANG Wei, LI Yanmei, WEI Xuenai, RAO Qing, MA Sibu.Chemical constituents from Carpesium cernuum and their anti-leukemia activities in vitro[J].Guihaia,2023,43(11):2139-2148.[点击复制]
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烟管头草的化学成分及其体外抗白血病活性研究
冯树慧1,2, 晏 晨1*, 张卫青1, 梁 伟1, 李艳梅3, 韦学耐3, 饶 青3, 马四补2*
1. 安顺市人民医院 药剂科, 贵州 安顺 561000;2. 贵州中医药大学, 贵阳 550025;3. 贵州省中国科学院天然产物化学重点实验室, 贵阳 550014
摘要:
为研究烟管头草的化学成分及其对白血病细胞的体外抑制作用,该文采用硅胶柱层析、凝胶柱层析、大孔吸附树脂等方法对烟管头草(Carpesium cernuum)乙酸乙酯部位进行分离纯化,并运用1H NMR、13C NMR和MS等波谱技术对化合物进行结构鉴定,采用MTT法测定化合物1-10对白血病细胞(K562、HEL)的体外抑制作用。结果表明:(1)从烟管头草乙酸乙酯部位共分离鉴定了11个化合物,分别为2, 9-epoxy-5, 9-dihydroxy-8-angeloyloxy-11-methoxymethyl-4(15)-germacraen-6, 12-olide(1)、cardivin D(2)、cernuumolide I(3)、cernuumolide J(4)、8-hydroxy-9, 10-diisobutyryloxythymol(5)、(2E, 6Z, 10E, 12R)-7-[(acetyloxy)methyl]-3, 11, 15-trimethylhexadeca-2, 6, 10, 14-tetraene-1, 12-diol(6)、9, 10-dihydroxyoctadecanoate(7)、1, 6-dihydroxy-8-hydroxymethyl-anthraquinone(8)、emodin(9)、4-megastigmen-3, 9-dione(10)、β-谷甾醇(11)。其中化合物1为新化合物,化合物5、7-10均为首次从天名精属中分离得到,化合物2、5-10均为首次从烟管头草中分离得到。(2)活性测试结果表明化合物cardivin D(2)、cernuumolide I(3)和cernuumolide J(4)对白血病细胞具有较好的体外抑制作用,其中对K562细胞的IC50值分别为(2.27±0.46)、(5.53±0.41)、(3.90±0.80)μmol·L-1,对HEL细胞的IC50值分别为(1.84±0.14)、(2.36±0.90)、(2.31±1.17)μmol·L-1。该研究结果丰富了烟管头草的化学成分,为抗白血病药物的研发提供了物质基础。
关键词:  烟管头草, 化学成分, 分离纯化, 结构鉴定, 白血病细胞, 抑制作用
DOI:10.11931/guihaia.gxzw202206039
分类号:Q946.91
文章编号:1000-3142(2023)11-2139-10
基金项目:贵州省自然科学基金(黔科合平台人才 [2020]5008, 黔科合支撑 [2020]4Y203号, 黔科合基础-ZK [2021]一般569,黔科合基础-ZK [2022]一般293); 安顺市科技计划项目(安市科社 [2021]19号); 贵州省卫生健康委员会科学技术基金(gzwkj2021-446); 贵州省科技计划项目(黔科合支撑 [2022]一般189)。
Chemical constituents from Carpesium cernuum and their anti-leukemia activities in vitro
FENG Shuhui1,2, YAN Chen1*, ZHANG Weiqing1, LIANG Wei1, LI Yanmei3, WEI Xuenai3, RAO Qing3, MA Sibu2*
1. Department of Pharmacy, People's Hospital of Anshun City, Anshun 561000, Guizhou, China;2. Guizhou University of Traditional Chinese Medicine, Guiyang 550025, China;3. The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550014, China 1. Department of Pharmacy, People's Hospital of Anshun City, Anshun 561000, Guizhou, China; 2. Guizhou University of Traditional Chinese Medicine, Guiyang 550025, China; 3. The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550014, China
Abstract:
In order to study the chemical constituents from Carpesium cernuum and their inhibitory effects on leukemia cells in vitro. The chemical constituents from ethyl acetate fraction of C. cernuum were isolated and purified by silica gel column chromatography, Sephadex LH-20 column chromatography and macroporous adsorption resin, and their structures were identified by means of various spectroscopic techniques such as 1H NMR, 13C NMR and MS. The inhibitory effects of compounds 1-10 on leukemia cells(K562, HEL)in vitro were determined by MTT assay. The results were as follows:(1)Eleven compounds were isolated and identified as 2, 9-epoxy-5, 9-dihydroxy-8-angeloyloxy-11-methoxymethyl-4(15)-germacraen-6, 12-olide(1), cardivin D(2), cernuumolide I(3), cernuumolide J(4), 8-hydroxy-9, 10-diisobutyryloxythymol(5),(2E, 6Z, 10E, 12R)-7-[(acetyloxy)methyl]-3, 11, 15-trimethylhexadeca-2, 6, 10, 14-tetraene-1, 12-diol(6), 9, 10-dihydroxyoctadecanoate(7), 1, 6-dihydroxy-8-hydroxymethyl-anthraquinone(8), emodin(9), 4-megastigmen-3, 9-dione(10), β-sitosterol(11). Among them, Compound 1 was identified as a new compound, compounds 5, 7-10 were isolated from the Carpesium for the first time, compounds 2, 5-10 were isolated from C. cernuum for the first time.(2)The results of activity test showed that cardivin D(2), cernuumolide I(3)and cernuumolide J(4)had good inhibitory effects on leukemia cells in vitro. The IC50 of compounds 2-4 against K562 cells and HEL cells were(2.27 ± 0.46),(5.53 ± 0.41),(3.90 ± 0.80)μmol·L-1 and(1.84 ± 0.14),(2.36 ± 0.90),(2.31 ± 1.17)μmol·L-1, respectively. Thus, the study enriches the chemical constituents of C. cernuum, and provides a material basis for the development of anti-leukemia drugs.
Key words:  Carpesium cernuum, chemical constituents, isolation and purification, structure identification, leukemia cells, inhibition effect
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