methyl 5-[(N-decyl)-2-hydroxyethylamino]-5-deoxy-α-D-arabinofuranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 5-[(N-decyl)-2-hydroxyethylamino]-5-deoxy-α-D-arabinofuranoside
• 英文别名: (2R,3S,4S,5S)-2-[[decyl(2-hydroxyethyl)amino]methyl]-5-methoxyoxolane-3,4-diol
• 化学式: C₁₈H₃₇NO₅
• 分子量: 347.495
• InChiKey: VAKUXDLVAPASJL-BDXSIMOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  82.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  阿拉伯糖 在 吡啶 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 methyl 5-[(N-decyl)-2-hydroxyethylamino]-5-deoxy-α-D-arabinofuranoside
  参考文献：
  名称：

  Preparation of Amino Alcohols Condensed with Carbohydrates: Evaluation of Cytotoxicity and Inhibitory Effect on NO Production

  摘要：

  This work reports the preparation of several amino alcohols condensed with d‐arabinose, d‐glucose, and d‐galactose derivatives. These compounds were evaluated in vitro for their cytotoxicity and ability to decrease nitric oxide production in J774A.1 cells. Arabinofuranoside derivatives 5a, 5b and 5c showed a significant inhibition of nitric oxide production (>80% at 5 μg/mL), while the galactopyranoside derivative 8d showed a notable nitric oxide inhibitory activity (126% at 0.5 μg/mL).

  DOI：

  10.1111/j.1747-0285.2010.01026.x

文献信息

• Preparation of Amino Alcohols Condensed with Carbohydrates: Evaluation of Cytotoxicity and Inhibitory Effect on NO Production
  作者：Taís A. Corrêa、Elaine F. C. Reis、Lívia L. Alves、Caio C. S. Alves、Sandra B. R. Castro、Alyria T. Dias、Aline F. Taveira、Mireille Le Hyaric、Mara R. C. Couri、Ana P. Ferreira、Mauro V. De Almeida

  DOI：10.1111/j.1747-0285.2010.01026.x

  日期：2010.11

  This work reports the preparation of several amino alcohols condensed with d‐arabinose, d‐glucose, and d‐galactose derivatives. These compounds were evaluated in vitro for their cytotoxicity and ability to decrease nitric oxide production in J774A.1 cells. Arabinofuranoside derivatives 5a, 5b and 5c showed a significant inhibition of nitric oxide production (>80% at 5 μg/mL), while the galactopyranoside derivative 8d showed a notable nitric oxide inhibitory activity (126% at 0.5 μg/mL).