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昆明山海棠对肿瘤细胞具有毒性的松香烷型二萜类成分 |
周堂1,林芷淇1,王吉1,胡炜彦2,张荣平1,唐然3,陈兴龙1*
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1. 云南中医药大学 中药学院暨云南省南药可持续利用研究重点实验室,昆明 650500;2. 昆明医科大学 药学院暨云南省天然药物药理重点实验室,昆明 650500;3.云南农业大学 热带作物学院,云南 普洱 665099
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摘要: |
为探究昆明山海棠(Tripterygium hypoglaucum)中具有细胞毒性的松香烷型二萜类成分,该文采用硅胶、小孔树脂及半制备液相色谱等色谱分离技术对昆明山海棠乙酸乙酯萃取物进行分离纯化,运用核磁及质谱等技术鉴定其结构;并通过CCK-8法评价化合物对SH-SY5Y人神经母细胞瘤细胞、SW1990人胰腺癌细胞、4T1小鼠乳腺癌细胞的细胞毒性。结果表明:(1)从昆明山海棠中分离得到10个松香烷型二萜类化合物,分别鉴定为雷酚内酯 (1)、异雷酚新内酯 (2)、triptobenzene I (3)、triptotin A (4)、triptotin B (5)、triptobenzene N (6)、triptobenzene M (7)、雷公藤酚F (8)、triptobenzene A (9)、对醌21 (10)。其中,化合物4、5、6、7为首次从昆明山海棠中分离获得。(2)化合物1对SH-SY5Y人神经母细胞瘤细胞表现出细胞毒作用,其IC50值为(1.10±0.03) μmol?L-1;化合物1、7、8对SW 1990人胰腺癌细胞具有细胞毒性,其IC50值分别为(0.47±0.02) μmol?L-1、(9.26±1.39)μmol?L-1和(4.81±0.77) μmol?L-1;化合物7、8、9对4T1小鼠乳腺癌细胞具有细胞毒性,其IC50值分别为(3.98±0.73) μmol?L-1、(0.79±0.05) μmol?L-1、(2.12±0.08) μmol?L-1。该研究结果丰富了昆明山海棠的化学成分,为昆明山海棠抗肿瘤活性研究奠定了基础。 |
关键词: 昆明山海棠,雷公藤属,化学成分,松香烷型二萜,细胞毒性 |
DOI:10.11931/guihaia.gxzw202410005 |
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Abietane diterpenoids with cytotoxicities from Tripterygium hypoglaucum |
ZHOU Tang1, LIN Zhiqi1, WANG Ji1, HU Weiyan2, ZHANG Rongping1, TANG Ran3, CHEN Xinglong1*
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1. 云南中医药大学 中药学院暨云南省南药可持续利用研究重点实验室,昆明 650500;2. 昆明医科大学 药学院暨云南省天然药物药理重点实验室,昆明 650500;3.云南农业大学 热带作物学院,云南 普洱 665099
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Abstract: |
To study the abietane diterpenoids with cytotoxicities from Tripterygium hypoglaucum, the ethyl acetate extract of T. hypoglaucum was purified by various chromatographic separation methods such as silica gel, MCI, and semi-preparative high-performance liquid chromatography (HPLC). The structures of the isolated compounds were identified by nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry (MS). Cytotoxicities of the compounds were performed on SH-SY5Y human neuroblastoma cells, SW1990 human pancreatic cancer cells, and 4T1 mouse breast cancer cells using CCK-8 assay. The results were as follows: (1) Ten abietane diterpenoids were isolated from T. hypoglaucum and were identified as: isoneotriptophenolide (1), triptophenolide (2), triptobenzene I (3), triptotin (4), triptotin B (5), triptobenzene N (6), triptobenzene M (7), wilforol F (8), triptobenzene A (9), and quinone 21 (10). Compounds 4, 5, 6 and 7 were isolated from T. hypoglaucum at the first time. (2) Compound 1 showed cytotoxicity against the SH-SY5Y cells with the IC50 value of (1.10±0.03) μmol?L-1. Compounds 1, 7 and 8 showed cytotoxicity on SW1990 cells with the IC50 values of (0.47±0.02) μmol?L-1, (9.26±1.39) μmol?L-1 and (4.81±0.77) μmol?L-1, respectively. Compounds 7, 8 and 9 showed inhibitory against the 4T1 cells with the IC50 values of (3.98±0.73) μmol?L-1, (0.79±0.05) μmol?L-1, and (2.12±0.08) μmol?L-1. The results of this study enriched the chemical constituents of T. hypoglaucum and provided a basis for the development of anti-tumor activity. |
Key words: Tripterygium hypoglaucum, Tripterygium, chemical constituents, abietane diterpenoids, cytotoxicity |