dichondrin A

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dichondrin A
• 英文别名: (11S)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-4-[(2R,3R)-3-hydroxy-2-methylbutanoyl]oxy-6-methyloxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-4,5-dihydroxy-3-[(2R,3R)-3-hydroxy-2-methylbutanoyl]oxy-6-methyloxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxyhexadecanoic acid
• 化学式: C₅₀H₈₈O₂₅
• 分子量: 1089.23
• InChiKey: OKNJCHDGOSIIEB-YEMRDMEHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  75
• 可旋转键数：
  32
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  386
• 氢给体数：
  12
• 氢受体数：
  25

反应信息

• 作为反应物：
  描述：

  dichondrin A 在 硫酸 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 8.0h， 生成 (11S)-(+)-jalapinolic acid
  参考文献：
  名称：

  Multidrug resistance–reversal effects of resin glycosides from Dichondra repens

  摘要：

  Investigation of hydrophobic extract of Dichondra repens (Convolvulaceae) led to the isolation of three new resin glycosides dichondrins A-C (1-3), and three known resin glycosides cus-1, cus-2, and cuse 3. All the isolated resin glycosides with an acyclic core were evaluated for their multidrug resistance reversal activities, and the combined use of these compounds at a concentration of 25 mu M increased the cytotoxicity of vincristine by 1.03-1.78-fold. (C) 2015 The Authors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.12.083

文献信息

• Multidrug resistance–reversal effects of resin glycosides from Dichondra repens
  作者：Wei-bin Song、Wen-qiong Wang、Shu-wei Zhang、Li-jiang Xuan

  DOI：10.1016/j.bmcl.2014.12.083

  日期：2015.2

  Investigation of hydrophobic extract of Dichondra repens (Convolvulaceae) led to the isolation of three new resin glycosides dichondrins A-C (1-3), and three known resin glycosides cus-1, cus-2, and cuse 3. All the isolated resin glycosides with an acyclic core were evaluated for their multidrug resistance reversal activities, and the combined use of these compounds at a concentration of 25 mu M increased the cytotoxicity of vincristine by 1.03-1.78-fold. (C) 2015 The Authors. Published by Elsevier Ltd.