methyl 3-hydoxybenzoyl-3-O-β-D-apiofuranosyl-(1->6)-β-D-glucopyranoside | 1393363-31-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3-hydoxybenzoyl-3-O-β-D-apiofuranosyl-(1->6)-β-D-glucopyranoside
• 英文别名: cinnacasolide A；methyl 3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxybenzoate
• CAS: 1393363-31-9
• 化学式: C₁₉H₂₆O₁₂
• 分子量: 446.408
• InChiKey: WKYIZIWATBNICO-XLBSEFGXSA-N

物化性质

• 沸点：
  725.2±60.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  185
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  methyl 3-hydoxybenzoyl-3-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.