3β-[(O-β-D-glucopyranosyl-(1->4)-β-D-digitoxopyranosyl)oxy]-5β,14β-dihydroxy-7β,8-epoxy-card-20(22)-enolide | 1372104-21-6

• 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: 3β-[(O-β-D-glucopyranosyl-(1->4)-β-D-digitoxopyranosyl)oxy]-5β,14β-dihydroxy-7β,8-epoxy-card-20(22)-enolide
• 英文别名: periforoside F；3-[(1R,3S,5R,7S,10R,11R,14R,15R,18R)-5,18-dihydroxy-7-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,14-dimethyl-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadecan-15-yl]-2H-furan-5-one
• CAS: 1372104-21-6
• 化学式: C₃₅H₅₂O₁₄
• 分子量: 696.789
• InChiKey: KWUOTYSVEDLHFH-PKCVKDJVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  49
• 可旋转键数：
  6
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  217
• 氢给体数：
  7
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  3β-[(O-β-D-glucopyranosyl-(1->4)-β-D-digitoxopyranosyl)oxy]-5β,14β-dihydroxy-7β,8-epoxy-card-20(22)-enolide 在 硫酸 、 水 作用下， 以 吡啶 、 甲醇 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  Cytotoxic cardenolides from the stems of Periploca forrestii

  摘要：

  Six new cardenolides, periforosides D-E (1-2), periforgenin C (3) and periforosides F-H (4-6), as well as 10 previously identified cardenolides (7-16) were isolated from the ethanol extract of the stems of Periploca forrestii. The structures of the new compounds were determined using extensive spectroscopic analyses including HRESI-MS, 1D and 20 NMR data. Evaluation of the cytotoxic activity of all the isolated compounds in five different human cancer cell lines indicated that compounds 2-6, 8, 9 and 12-16 have potent activity. (C) 2011 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2011.12.013

文献信息

• Cytotoxic cardenolides from the stems of Periploca forrestii
  作者：Yong Li、Yun-Bao Liu、Shi-Shan Yu、Xiao-Guang Chen、Xian-Fu Wu、Shuang-Gang Ma、Jing Qu、You-Cai Hu、Jing Liu、Hai-Ning Lv

  DOI：10.1016/j.steroids.2011.12.013

  日期：2012.4

  Six new cardenolides, periforosides D-E (1-2), periforgenin C (3) and periforosides F-H (4-6), as well as 10 previously identified cardenolides (7-16) were isolated from the ethanol extract of the stems of Periploca forrestii. The structures of the new compounds were determined using extensive spectroscopic analyses including HRESI-MS, 1D and 20 NMR data. Evaluation of the cytotoxic activity of all the isolated compounds in five different human cancer cell lines indicated that compounds 2-6, 8, 9 and 12-16 have potent activity. (C) 2011 Elsevier Inc. All rights reserved.