2-hydroxycinnamic alcohol 2-O-β-D-apiofuranosyl-(1->6)-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxycinnamic alcohol 2-O-β-D-apiofuranosyl-(1->6)-β-D-glucopyranoside
• 英文别名: cinnacasolide B
• 化学式: C₂₀H₂₈O₁₁
• 分子量: 444.436
• InChiKey: OBAALXPOHKOEEY-ZWVWFTEGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.66
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  178.53
• 氢给体数：
  7.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  2-hydroxycinnamic alcohol 2-O-β-D-apiofuranosyl-(1->6)-β-D-glucopyranoside 在 硫酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成 D-葡萄糖 、 D-apiose
  参考文献：
  名称：

  Xanthine oxidase inhibitory activity of constituents of Cinnamomum cassia twigs

  摘要：

  A methanol extract of the twigs of Cinnamomum cassia was found to inhibit xanthine oxidase. Purification of the methanol extract afforded three new phenolic glycosides, cinnacasolide A-C (11-13), together with 10 known compounds (1-10). The structures of the three new compounds were determined by interpretation of spectroscopic data. Cinnamaldehyde derivatives 1-5 and 7 were significant inhibitors of xanthine oxidase, with IC50 values ranging from 7.8 to 36.3 mu g/mL. The results indicate that the acyl group of these cinnamaldehyde derivatives plays an important role in the inhibition of xanthine oxidase. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.051

文献信息

• Xanthine oxidase inhibitory activity of constituents of Cinnamomum cassia twigs
  作者：Tran Minh Ngoc、Nguyen Minh Khoi、Do Thi Ha、Nguyen Xuan Nhiem、Bui Huu Tai、Dao Van Don、Hoang Van Luong、Doan Cao Son、KiHwan Bae

  DOI：10.1016/j.bmcl.2012.05.051

  日期：2012.7

  A methanol extract of the twigs of Cinnamomum cassia was found to inhibit xanthine oxidase. Purification of the methanol extract afforded three new phenolic glycosides, cinnacasolide A-C (11-13), together with 10 known compounds (1-10). The structures of the three new compounds were determined by interpretation of spectroscopic data. Cinnamaldehyde derivatives 1-5 and 7 were significant inhibitors of xanthine oxidase, with IC50 values ranging from 7.8 to 36.3 mu g/mL. The results indicate that the acyl group of these cinnamaldehyde derivatives plays an important role in the inhibition of xanthine oxidase. (C) 2012 Elsevier Ltd. All rights reserved.