张勇, 阿吉艾克拜尔·艾萨, 朱维良. 谷精草中1个新的黄酮苷类化合物J. 药学学报, 2022,57(7): 2139-2145. doi: 10.16438/j.0513-4870.2022-0133
引用本文: 张勇, 阿吉艾克拜尔·艾萨, 朱维良. 谷精草中1个新的黄酮苷类化合物J. 药学学报, 2022,57(7): 2139-2145. doi: 10.16438/j.0513-4870.2022-0133
ZHANG Yong, HAJI Akber Aisa, ZHU Wei-liang. A new flavone glycoside from Eriocaulon buergerianumJ. Acta Pharmaceutica Sinica, 2022,57(7): 2139-2145. doi: 10.16438/j.0513-4870.2022-0133
Citation: ZHANG Yong, HAJI Akber Aisa, ZHU Wei-liang. A new flavone glycoside from Eriocaulon buergerianumJ. Acta Pharmaceutica Sinica, 2022,57(7): 2139-2145. doi: 10.16438/j.0513-4870.2022-0133

谷精草中1个新的黄酮苷类化合物

A new flavone glycoside from Eriocaulon buergerianum

  • 摘要: 采用大孔吸附树脂、反相硅胶、葡聚糖凝胶及微孔树脂等多种色谱技术,从谷精草水提取中分离得到10个化合物。通过NMR、ESI-MS、HR-ESI-MS、UV、IR等波谱技术并结合化学方法对其进行了结构鉴定,分别为6-methoxyquercetin-3-O-(2'''-vanilloyl)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside (1)、丁香脂素-4'-O-β-D-葡萄糖苷(2)、芦丁(3)、1-O-feruloylglycerol (4)、邻苯二酚(5)、吐叶醇(6)、β-D-(6-O-trans-feruloyl) fructofuranosyl-α-D-O-glucopyranosied (7)、二氢阿魏酸(8)、鸟嘌呤核苷(9)和槲皮素-3-O-β-D-龙胆二糖苷(10),化合物1为新化合物,化合物2410为首次从谷精草属植物中分离得到,化合物3为首次从该植物中分离得到。分子对接结果显示化合物1具有潜在的肿瘤坏死因子-α(TNF-α)转换酶抑制活性。体外抗炎活性实验证实,化合物1在1、10和100 μmol·L-1能显著抑制脂多糖(LPS)诱导的RAW264.7细胞中TNF-α的升高,具有较好的体外抗炎活性。

     

    Abstract: Ten compounds were isolated from the water extract of Eriocaulon buergerianum by HP20, ODS, Sephadex LH-20 and MCI Gel CHP-20 column chromatographic methods. Their structures were identified by spectroscopic and chemical approaches as 6-methoxyquercetin-3-O-(2'''-vanilloyl)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside (1), syringaresinol-4'-O-β-D-glucopyranoside (2), rutin (3), 1-O-feruloylglycerol (4), 1,2-benzenediol (5), vomifoliol (6), β-D-(6-O-trans-feruloyl) fructofuranosyl-α-D-O-glucopyranosied (7), dihydroferulic acid (8), guanosine (9) and quercetin-3-O-β-gentiobioside (10). The compound 1 is a new compound, the compounds 2 and 4-10 were obtained from Eriocaulon genus for the first time, and the compound 3 was isolated from this plant for the first time. Molecular docking study showed that 1 is a potential inhibitor of TNF-α. The compound 1 was evaluated for their anti-inflammatory activities in vitro, and 1 showed significant inhibitory activity against TNF-α production in lipopolysaccharide (LPS)-induced RAW264.7 macrophage cells at the concentrations of 1, 10 and 100 μmol·L-1.

     

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