| 958310-17-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 958310-17-3
• 化学式: C₆₃H₇₈Cl₆N₂O₂₀Si
• 分子量: 1424.12
• InChiKey: SAHVAOYCXGCKEI-FUKSJAKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.64
• 重原子数：
  92.0
• 可旋转键数：
  29.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  247.86
• 氢给体数：
  2.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and biological activities of glycosphingolipid analogues from marine sponge Aplysinella rhax

  摘要：

  A novel glycosphingolipid, P-D-GalNAcp(l -> 4)[alpha-D- Fucp(1 -> 3)]-beta-D-GIcNAcp(1 -> 3)Cer(1), isolated from the marine sponge Aplysinella rhax, has a unique structure, with D-fucose and N-acetyl-D-galactosamine attached to a reducing-end N-acetyl-D-glucosamine through an alpha 1 -> 3 and beta 1 -> 4 linkage, respectively. We synthesized glycolipid analogues carrying a 2-branched fatty alkyl residue or a 2-trimethylsilyl ethyl residue in place of ceramide (2 and 3), non-natural type trisaccharide analogue containing an L-fucose residue (4), and other analogues (5 and 6). Among these prepared compounds, 2 showed the most potent nitric oxide (NO) production inhibitory activity against LPS-activated J774.1 cells. In addition, their structure-activity relationships were established. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.108
• 作为产物：
  描述：

  2-(trimethylsilyl)ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranosyl-(1→4)-6-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside 、 phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-fucopyranoside 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到
  参考文献：
  名称：

  Synthesis and biological activities of glycosphingolipid analogues from marine sponge Aplysinella rhax

  摘要：

  A novel glycosphingolipid, P-D-GalNAcp(l -> 4)[alpha-D- Fucp(1 -> 3)]-beta-D-GIcNAcp(1 -> 3)Cer(1), isolated from the marine sponge Aplysinella rhax, has a unique structure, with D-fucose and N-acetyl-D-galactosamine attached to a reducing-end N-acetyl-D-glucosamine through an alpha 1 -> 3 and beta 1 -> 4 linkage, respectively. We synthesized glycolipid analogues carrying a 2-branched fatty alkyl residue or a 2-trimethylsilyl ethyl residue in place of ceramide (2 and 3), non-natural type trisaccharide analogue containing an L-fucose residue (4), and other analogues (5 and 6). Among these prepared compounds, 2 showed the most potent nitric oxide (NO) production inhibitory activity against LPS-activated J774.1 cells. In addition, their structure-activity relationships were established. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.108