(20S,25S)-1-O-[2-O-(α-L-rhamnopyranosyl)-α-L-arabinopyranosyl]-26-O-(β-D-glucopyranosyl)furost-5,22(23)-dien-1β,3β,20,26-tetraol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (20S,25S)-1-O-[2-O-(α-L-rhamnopyranosyl)-α-L-arabinopyranosyl]-26-O-(β-D-glucopyranosyl)furost-5,22(23)-dien-1β,3β,20,26-tetraol
• 英文别名: ceparocide G
• 化学式: C₄₄H₇₀O₁₈
• 分子量: 887.029
• InChiKey: FIBJMUOEZNOQIW-WYRWROLQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  62.0
• 可旋转键数：
  10.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  287.14
• 氢给体数：
  11.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  (20S,25S)-1-O-[2-O-(α-L-rhamnopyranosyl)-α-L-arabinopyranosyl]-26-O-(β-D-glucopyranosyl)furost-5,22(23)-dien-1β,3β,20,26-tetraol 在 盐酸 、 水 作用下， 反应 4.0h， 生成 a-无水葡萄糖酯 、 L-rhamnopyranose 、 L-(+)-arabinose
  参考文献：
  名称：

  Furostanol saponins from the seeds of Allium cepa L.

  摘要：

  Allium cepa L. is one of the most widely cultivated and used plants. In addition to its bulb (onion), which is used as food in many cultures, the seeds of A. cepa L. are used as a traditional herbal medicine by the Uygur nationality in China to treat diarrhea and promote blood flow. In a bioactivity-screening, the ethanol extract of seeds of A. cepa L. showed inhibitory effects on protein tyrosine phosphatase 1B (PTP1B) enzyme, with 81.1% inhibition. Phytochemical investigation of the ethanol extract of red onion (Allium cepa L.) seeds led to the isolation of eight new furostanol saponins, named ceparosides E-L (1-8). Their structures were established using 1D and 2D NMR spectroscopy, mass spectrometry and chemical methods. Compounds 1-8 were screened for inhibitory effects on the PTP1B enzyme and cytotoxic activity against five human cells, including HCT-8, Bel-7402, BGC-823, A549 and A2780, but all were found to be inactive. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.fitote.2014.08.022

文献信息

• Furostanol saponins from the seeds of Allium cepa L.
  作者：Chuang-Jun Li、Ling Yuan、Teng-Fei Ji、Jian-Bo Yang、Ai-Guo Wang、Ya-Lun Su

  DOI：10.1016/j.fitote.2014.08.022

  日期：2014.12

  Allium cepa L. is one of the most widely cultivated and used plants. In addition to its bulb (onion), which is used as food in many cultures, the seeds of A. cepa L. are used as a traditional herbal medicine by the Uygur nationality in China to treat diarrhea and promote blood flow. In a bioactivity-screening, the ethanol extract of seeds of A. cepa L. showed inhibitory effects on protein tyrosine phosphatase 1B (PTP1B) enzyme, with 81.1% inhibition. Phytochemical investigation of the ethanol extract of red onion (Allium cepa L.) seeds led to the isolation of eight new furostanol saponins, named ceparosides E-L (1-8). Their structures were established using 1D and 2D NMR spectroscopy, mass spectrometry and chemical methods. Compounds 1-8 were screened for inhibitory effects on the PTP1B enzyme and cytotoxic activity against five human cells, including HCT-8, Bel-7402, BGC-823, A549 and A2780, but all were found to be inactive. (C) 2014 Elsevier B.V. All rights reserved.