4-hexoxy-2,3,6-trimethylphenyl α-D-galactopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-hexoxy-2,3,6-trimethylphenyl α-D-galactopyranoside
• 英文别名: (2R,3R,4S,5R,6R)-2-(4-hexoxy-2,3,6-trimethylphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₂₁H₃₄O₇
• 分子量: 398.497
• InChiKey: BUNYWFFPZZKCNF-WVXKDWSHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  109
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-己氧基-2,3,6-三甲基苯酚 在 sodium methylate 、 四氯化锡 作用下， 以 苯 为溶剂， 生成 4-hexoxy-2,3,6-trimethylphenyl α-D-galactopyranoside
  参考文献：
  名称：

  Inhibitory Effects of (4-Alkoxy-2,3,6-trimethylphenyl)glycopyranosides on Histamine Release Induced by Antigen-Antibody Reaction.

  摘要：

  检测了新合成的4-烷氧基-2,3,6-三甲基苯基D-吡喃糖苷对由抗原-抗体反应引起的组胺释放的抑制作用。在测试的化合物中,4-己氧基-2,3,6-三甲基苯基α-D-甘露糖吡喃糖苷表现出最强的抑制作用。此外,4-己氧基-2,3,6-三甲基苯基α-D-吡喃葡糖苷和α-D-吡喃半乳糖苷显著抑制抗原诱导的组胺释放,且它们的活性强于相应的β-异构体。这些结果表明这些化合物可能具有优秀的抗过敏活性。

  DOI：

  10.1248/cpb.42.1002

文献信息

• Inhibitory Effects of (4-Alkoxy-2,3,6-trimethylphenyl)glycopyranosides on Histamine Release Induced by Antigen-Antibody Reaction.
  作者：Tzer Chuan WANG、Hisao KAKEGAWA、Shigeru NAKAISHI、Hitoshi MATSUMOTO、Toshio SATOH

  DOI：10.1248/cpb.42.1002

  日期：——

  The inhibitory effects of newely synthesized 4-alkoxy-2, 3, 6-trimethylphenyl D-glycopyranosides on histamine release induced by antigen-antibody reaction were examined. Among the compounds tested, 4-hexoxy-2, 3, 6-trimethylphenyl α-D-mannopyranoside exhibited the strongest inhibitory effect. Furthermore, 4-hexoxy-2, 3, 6-trimethylphenyl α-D-glucopyranoside and α-D-galactopyranoside markedly inhibited antigen-induced histamine release, and their activities were more potent than those of the corresponding β-anomers. These results suggest that these compounds may possess excellent anti-allergic activities.

  检测了新合成的4-烷氧基-2,3,6-三甲基苯基D-吡喃糖苷对由抗原-抗体反应引起的组胺释放的抑制作用。在测试的化合物中,4-己氧基-2,3,6-三甲基苯基α-D-甘露糖吡喃糖苷表现出最强的抑制作用。此外,4-己氧基-2,3,6-三甲基苯基α-D-吡喃葡糖苷和α-D-吡喃半乳糖苷显著抑制抗原诱导的组胺释放,且它们的活性强于相应的β-异构体。这些结果表明这些化合物可能具有优秀的抗过敏活性。