钱启超, 董俊芳, 史路利, 乔温皓, 李世香, 胡炜彦, 张荣平, 陈兴龙. 加拿大一枝黄花中一个新的六取代异戊酰基蔗糖衍生物J. 药学学报, 2025, 60(4): 1052-1058. DOI: 10.16438/j.0513-4870.2024-1032
引用本文: 钱启超, 董俊芳, 史路利, 乔温皓, 李世香, 胡炜彦, 张荣平, 陈兴龙. 加拿大一枝黄花中一个新的六取代异戊酰基蔗糖衍生物J. 药学学报, 2025, 60(4): 1052-1058. DOI: 10.16438/j.0513-4870.2024-1032
QIAN Qi-chao, DONG Jun-fang, SHI Lu-li, QIAO Wen-hao, LI Shi-xiang, HU Wei-yan, ZHANG Rong-ping, CHEN Xing-long. A new hexa-substituted isovaleryl sucrose derivative from Solidago canadensis Lour.J. Acta Pharmaceutica Sinica, 2025, 60(4): 1052-1058. DOI: 10.16438/j.0513-4870.2024-1032
Citation: QIAN Qi-chao, DONG Jun-fang, SHI Lu-li, QIAO Wen-hao, LI Shi-xiang, HU Wei-yan, ZHANG Rong-ping, CHEN Xing-long. A new hexa-substituted isovaleryl sucrose derivative from Solidago canadensis Lour.J. Acta Pharmaceutica Sinica, 2025, 60(4): 1052-1058. DOI: 10.16438/j.0513-4870.2024-1032

加拿大一枝黄花中一个新的六取代异戊酰基蔗糖衍生物

A new hexa-substituted isovaleryl sucrose derivative from Solidago canadensis Lour.

  • 摘要: 本文对加拿大一枝黄花的化学成分进行研究, 运用硅胶、微孔树脂、Rp-18、Sephadex LH-20柱色谱等技术, 从加拿大一枝黄花的甲醇提取物中分离得到一个新的蔗糖衍生物。利用一维、二维核磁共振波谱、高分辨质谱和酸水解等方法将其鉴定为2, 4, 6, 1′, 3′, 6′-O-六异戊酰基蔗糖(2, 4, 6, 1′, 3′, 6′-O-hexaisovaleryl sucrose)。并运用高分辨质谱对其质谱裂解行为进行解析, 发现化合物1容易断裂糖苷键, 产生分子量为m/z 415的碎片离子。碎片离子m/z 415继续以中性或者非中性的形式丢失异戊酰基碎片, 产生一系列子离子。化合物1在5、10和20 μmol·L-1浓度下能够抑制脂多糖(lipopolysaccharide, LPS) 诱导的小胶质细胞(BV2) 炎症损伤模型的NO生成, 表现出神经保护作用, 测得其NO半数抑制率(IC50) 为13.96 ± 0.78 μmol·L-1

     

    Abstract: It aimed to research the chemical constituents of Solidago canadensis Lour. A new sucrose derivative was isolated from the the methanol extract of Solidago canadensis Lour. with the technologies of silica gel, microporous resin, Rp-18, and Sephadex LH-20 column chromatography. It was identified as 2, 4, 6, 1′, 3′, 6′-O-hexaisovaleryl sucrose by 1D NMR, 2D NMR, high-resolution mass spectrometry, and acid hydrolysis method. Its mass spectrometry fragmentation behaviors were analyzed using high-resolution mass spectrometry and found that compound 1 was easy to break the glycosidic bond to produce the fragment at m/z 415. The ion at m/z 415 continued to eliminate the isovaleryl group as neutral or non-neutral form to generate a series of daughter ions. Compound 1 could inhibit NO production on LPS-induced neuroinflammatory responses in BV2 microglial cells at the concentrations of 5, 10, and 20 μmol·L-1 to exhibit neuroprotective effect. Its half maximal inhibition rate of NO was measured to be 13.96 ± 0.78 μmol·L-1.

     

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