tris((9H-fluoren-9-yl)methyl) (((((((methanetriyltris(benzene-4,1-diyl))tris(azanediyl))tris(3-oxopropane-3,1-diyl))tris(oxy))tris(ethane-2,1-diyl))tris(oxy))tris(ethane-2,1-diyl))tricarbamate | 1239678-32-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: tris((9H-fluoren-9-yl)methyl) (((((((methanetriyltris(benzene-4,1-diyl))tris(azanediyl))tris(3-oxopropane-3,1-diyl))tris(oxy))tris(ethane-2,1-diyl))tris(oxy))tris(ethane-2,1-diyl))tricarbamate
• CAS: 1239678-32-0
• 化学式: C₈₅H₈₈N₆O₁₅
• 分子量: 1433.66
• InChiKey: LKQQSEPYZIORTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.57
• 重原子数：
  106.0
• 可旋转键数：
  39.0
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  257.67
• 氢给体数：
  6.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  tris((9H-fluoren-9-yl)methyl) (((((((methanetriyltris(benzene-4,1-diyl))tris(azanediyl))tris(3-oxopropane-3,1-diyl))tris(oxy))tris(ethane-2,1-diyl))tris(oxy))tris(ethane-2,1-diyl))tricarbamate 在 哌啶 作用下， 以 氯仿 、 乙腈 为溶剂， 以60%的产率得到
  参考文献：
  名称：

  Novel trivalent anti-influenza reagent

  摘要：

  We designed and synthesized novel trivalent anti-influenza reagents. Sialyllactose was located at the terminal of each valence which aimed to block each receptor-binding site of the hemagglutinin (HA) trimer on the surface of the virus. Structural analyses were carried out with a model which was constructed with a computer simulation. A previously reported cyclic glycopeptide blocker [Ohta, T.; Miura, N.; Fujitani, N.; Nakajima, F.; Niikura, K.; Sadamoto, R.; Guo, C.-T.; Suzuki, T.; Suzuki, Y.; Monde, K.; Nishimura, S.-I. Angew. Chem. Int. Ed., 2003, 42, 5186] bound to the HA in the model. The analyses suggest that the glutamine residue in the cyclic peptide bearing Neu5A alpha 2,3Gal beta 1,4Glc trisaccharide via a linker interacts with the Gln189 in HA through hydrogen bonding. The present anti-influenza reagents likely interact with a glutamine residue included in the vicinity of Gln189. A plague reduction assay of the influenza virus, A/PR/8/1934 (H1N1),was performed in MDCK cells to evaluate for the synthesized compounds to inhibit viral replication. One of the compounds showed approximately 85% inhibition at the concentration of 400 mu M at 4 degrees C. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.060
• 作为产物：
  描述：

  ALPHA-(2-羧基乙基)-OMEGA-[2-[[(9H-芴-9-基甲氧基)羰基]氨基]乙氧基]-聚环氧乙烷 、 4,4’,4"-三氨基三苯甲烷 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以83%的产率得到tris((9H-fluoren-9-yl)methyl) (((((((methanetriyltris(benzene-4,1-diyl))tris(azanediyl))tris(3-oxopropane-3,1-diyl))tris(oxy))tris(ethane-2,1-diyl))tris(oxy))tris(ethane-2,1-diyl))tricarbamate
  参考文献：
  名称：

  Novel trivalent anti-influenza reagent

  摘要：

  We designed and synthesized novel trivalent anti-influenza reagents. Sialyllactose was located at the terminal of each valence which aimed to block each receptor-binding site of the hemagglutinin (HA) trimer on the surface of the virus. Structural analyses were carried out with a model which was constructed with a computer simulation. A previously reported cyclic glycopeptide blocker [Ohta, T.; Miura, N.; Fujitani, N.; Nakajima, F.; Niikura, K.; Sadamoto, R.; Guo, C.-T.; Suzuki, T.; Suzuki, Y.; Monde, K.; Nishimura, S.-I. Angew. Chem. Int. Ed., 2003, 42, 5186] bound to the HA in the model. The analyses suggest that the glutamine residue in the cyclic peptide bearing Neu5A alpha 2,3Gal beta 1,4Glc trisaccharide via a linker interacts with the Gln189 in HA through hydrogen bonding. The present anti-influenza reagents likely interact with a glutamine residue included in the vicinity of Gln189. A plague reduction assay of the influenza virus, A/PR/8/1934 (H1N1),was performed in MDCK cells to evaluate for the synthesized compounds to inhibit viral replication. One of the compounds showed approximately 85% inhibition at the concentration of 400 mu M at 4 degrees C. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.060