[(2S,4aR,6S,7R,8R,8aS)-6-[[(2S,4aR,6S,7R,8S,8aS)-7,8-dibenzoyloxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]sulfanyl]-7-hydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl] benzoate | 1093376-87-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2S,4aR,6S,7R,8R,8aS)-6-[[(2S,4aR,6S,7R,8S,8aS)-7,8-dibenzoyloxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]sulfanyl]-7-hydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl] benzoate
• CAS: 1093376-87-4
• 化学式: C₄₇H₄₂O₁₃S
• 分子量: 846.909
• InChiKey: XGNOTABDNLRJRQ-IDWJGALPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  61
• 可旋转键数：
  13
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  180
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  bis-(4,6-O-benzylidene-β-D-galactopyranosyl)sulfane 、 苯甲酰氯 以 吡啶 为溶剂， 反应 2.67h， 以40%的产率得到[(2S,4aR,6S,7R,8R,8aS)-6-[[(2S,4aR,6S,7R,8S,8aS)-7,8-dibenzoyloxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]sulfanyl]-7-hydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl] benzoate
  参考文献：
  名称：

  Galectin-Inhibitory Thiodigalactoside Ester Derivatives Have Antimigratory Effects in Cultured Lung and Prostate Cancer Cells

  摘要：

  Aromatic 3,3'-diesters of thiodigalactoside were synthesized in a rapid three-step sequence from commercially available thiodigalactoside and evaluated as inhibitors of cancer- and immunity-related galectins. For each of galectins-1, -3, -7, and -9N-terminal domain, aromatic 3,3'-diesters of thiodigalactoside were found to have affinities in the low micromolar range, which represents a 7-70 fold enhancement over thiodigalactoside itself. No significant improvement was found for galectin-8 N-terminal domain. Two of the compounds were selected for testing in cell Culture and were shown to have potent antimigratory effects oil human PC-3 prostate and human A549 nonsmall-cell lung cancer cells.

  DOI：

  10.1021/jm801077j