[4',5'-bis[[(4aR,6R,7R,8S,8aR)-7,8-diacetyloxy-2-propyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxymethyl]-6'-benzoyloxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] benzoate | 1344032-80-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: [4',5'-bis[[(4aR,6R,7R,8S,8aR)-7,8-diacetyloxy-2-propyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxymethyl]-6'-benzoyloxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] benzoate
• CAS: 1344032-80-9
• 化学式: C₆₄H₆₄O₂₃
• 分子量: 1201.2
• InChiKey: FDLKMFRNUVBWSB-GHANJKHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  87
• 可旋转键数：
  24
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  267
• 氢给体数：
  0
• 氢受体数：
  23

反应信息

• 作为产物：
  描述：

  1,2,3-tri-O-acetyl-4,6-O-butylidene-β-D-glucopyranose 、 4',5'-bis(hydroxymethyl)fluorescein dibenzoate 在 三氟化硼乙醚 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以61%的产率得到[4',5'-bis[[(4aR,6R,7R,8S,8aR)-7,8-diacetyloxy-2-propyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxymethyl]-6'-benzoyloxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] benzoate
  参考文献：
  名称：

  Studies on the synthesis and the antimicrobial and antioxidant activities of a novel class of fluorescein-based glycosides

  摘要：

  Facile glycosylation of a fluorescein diol derivative with per-O-acetylibenzoyl sugar derivatives using BF3 center dot Et2O catalyst resulted in the formation of the expected glycosides in 54-66% yield. The biological screening of the glycosides against different microbes shows good inhibitory activity. The antioxidant activity of the fluorescein-based glycosides shows remarkable inhibition (IC50 similar to 80%). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.08.005