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毛草龙化学成分及其细胞毒活性研究 |
曾雨娴, 廖广凤, 李金玲, 李 敏, 李 兵, 朱小勇, 卢汝梅*
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广西中医药大学 药学院, 南宁 530200
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摘要: |
为探究毛草龙(Ludwigia octovalvis)中的活性成分,该研究采用硅胶、Sephadex LH-20、C18中低压和半制备液相等色谱方法对毛草龙的80%乙醇提取物进行分离纯化,根据理化性质及波谱数据鉴定化合物结构,并通过MTS法检测单体化合物对5种肿瘤细胞增殖的抑制活性。结果表明:(1)从毛草龙中分离得到20个化合物,分别鉴定为(-)-南烛木树脂酚(1)、8, 8'-bisdihydrosiringenin(2)、5-甲氧基-(-)-异落叶松脂素(3)、(-)-isolariciresinol(4)、3,4'-二甲氧基鞣花酸(5)、3,3',4'-三甲氧基鞣花酸(6)、1,3,6-tri-O-galloyl-β-glucospyranose(7)、柯里拉京(8)、没食子酸甲酯(9)、没食子酸乙酯(10)、terminaliate A(11)、丁香酸(12)、3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone(13)、木犀草素(14)、山柰酚(15)、5,8-dihydroxy-7-methoxyflavone(16)、川陈皮素(17)、桔皮素(18)、α-托可醌(19)、5-O-(E)-p-coumaroyl quinic acid ethyl ester(20)。其中,化合物1-5、7、8、11、13、16-20为首次从该属植物中分离得到,化合物6、9、10、12、15为首次从该植物中分离得到。(2)化合物19对白血病HL-60细胞显示细胞毒活性,IC50为10.31 μmol·L-1; 化合物6-8、19对非小细胞肺癌细胞A549显示细胞毒活性,IC50分别为25.82、42.05、36.94、17.54 μmol·L-1; 化合物6、7、11、14、19对肝癌SMMC-7721显示细胞毒活性,IC50分别为24.24、26.35、26.51、33.34、20.44 μmol·L-1; 化合物6和化合物19对乳腺癌MDA-MB-231显示细胞毒活性,IC50分别为34.91、21.13 μmol·L-1; 化合物6、7、19对结肠癌SW480显示细胞毒活性,IC50分别为36.03、39.97、5.52 μmol·L-1。该研究结果丰富了毛草龙的化学成分,为毛草龙抗肿瘤活性研究奠定了基础。 |
关键词: 毛草龙, 壮药, 丁香蓼属, α-托可醌, 细胞毒活性 |
DOI:10.11931/guihaia.gxzw202307021 |
分类号: |
文章编号:1000-3142(2024)06-1195-10 |
Fund project:广西自然科学基金面上项目(2020GXNSFAA297172); 广西中医药大学桂派中医药传承创新团队资助项目(2022B005)。 |
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Chemical constituents and cytotoxic activity of Ludwigia octovalvis |
ZENG Yuxian, LIAO Guangfeng, LI Jinling, LI Min,
LI Bing, ZHU Xiaoyong, LU Rumei*
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College of Pharmacy, Guangxi University of Chinese Medicine, Nanning 530200, China
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Abstract: |
To study the chemical constituents of Ludwigia octovalvis, the 80% ethanol extract from L.octovalvis was isolated by silica gel, Sephadex LH-20, Flash C18 and semi-preparative liquid chromatography, and the structures of obtained compounds were identified by physicochemical properties and spectral data. The cytotoxic activity of the isolates were evaluated by MTS method. The results were as follows:(1)Twenty compounds were isolated from L. octovalvis, and their structures were identified as(-)-lyoniresinol(1), 8,8'-bisdihydrosiringenin(2), 5-methoxy-(-)-isolariciresinol(3),(-)-isolariciresinol(4), 3,4'-di-O-methylellagic acid(5), 3,3',4'-tri-O-methylellagic acid(6), 1,3,6-tri-O-galloyl-β-glucospyranose(7), corilagin(8), methyl gallate(9), ethyl gallate(10), terminaliate A(11), syringic acid(12), 3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone(13), luteolin(14), kaempferol(15), 5,8-dihydroxy-7-methoxyflavone(16), nobiletin(17), tangeretin(18), α-tocopherolquinone(19), 5-O-(E)-p-coumaroyl quinic acid ethyl ester(20). Compounds 1-5, 7, 8, 11, 13, 16-20 were isolated from Ludwigia for the first time. Compounds 6, 9, 10, 12, 15 were isolated from this plant for the first time.(2)Compound 19 showed inhibitory activity against the leukemia HL-60 with the IC50 value of 10.31 μmol·L-1. Compounds 6-8, 19 showed inhibitory activity against the lung cancer cells A549 with the IC50 values of 25.82, 42.05, 36.94, 17.54 μmol·L-1, respectively. Compounds 6, 7, 11, 14, 19 showed inhibitory activity against the liver cancer SMMC-7721 with the IC50 values of 24.24, 26.35, 26.51, 33.34, 20.44 μmol·L-1, respectively. Compounds 6, 19 showed inhibitory activity against the breast cancer MDA-MB-231 with the IC50 values of 34.91, 21.13 μmol·L-1, respectively. Compounds 6, 7, 19 showed inhibitory activity against the colon cancer SW480 with the IC50 values of 36.03, 39.97, 5.52 μmol·L-1, respectively. The results of this study enrich the chemical constituents of L. octovalvis and provide a basis for the development of anti-tumor activity. |
Key words: Ludwigia octovalvis, Zhuang Medicine, Ludwigia, α-tocopherolquinone, cytotoxic activity |
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