1,4-bis(3,4-[2-(β-D-galactopyranosyl)ethyl-1H-[1,2,3]-triazol-4-methoxy-phenyl])-2,3-dimethylbutane | 1266251-53-9

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 木脂素苷
• 英文名称: 1,4-bis(3,4-[2-(β-D-galactopyranosyl)ethyl-1H-[1,2,3]-triazol-4-methoxy-phenyl])-2,3-dimethylbutane
• 英文别名: (2R,3R,4S,5R,6R)-2-[2-[4-[[4-[(2S,3R)-4-[3,4-bis[[1-[2-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]triazol-4-yl]methoxy]phenyl]-2,3-dimethylbutyl]-2-[[1-[2-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]triazol-4-yl]methoxy]phenoxy]methyl]triazol-1-yl]ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1266251-53-9
• 化学式: C₆₂H₉₀N₁₂O₂₈
• 分子量: 1451.46
• InChiKey: XNTKNJTVDQSHCT-RESVVAKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.6
• 重原子数：
  102
• 可旋转键数：
  37
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  557
• 氢给体数：
  16
• 氢受体数：
  36

反应信息

• 作为产物：
  描述：

  2,3-dimethyl-1,4-bis[3,4-(2-propynyloxyphenyl)]butane 、 2'-azidoethyl-O-β-D-galactopyranoside 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以57%的产率得到1,4-bis(3,4-[2-(β-D-galactopyranosyl)ethyl-1H-[1,2,3]-triazol-4-methoxy-phenyl])-2,3-dimethylbutane
  参考文献：
  名称：

  Glycosylated nordihydroguaiaretic acids as anti-cancer agents

  摘要：

  Three perglycosylated nordihydroguaiaretic acids (NDGA) were synthesized through the Huiseng 1,3-dipolar cycloaddition reaction. These sugar-NDGA conjugates containing triazole-linkages possessed good solubility in water. NDGA-(triazol-galactose)(4) (12b) and NDGA-(triazol-glucose)(4) (12c) were found to act as inhibitors against human hepatocellular carcinoma Hep3B cells in culture. (c) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.10.137

文献信息

• Glycosylated nordihydroguaiaretic acids as anti-cancer agents
  作者：Jih Ru Hwu、Chuan-I Hsu、Ming-Hua Hsu、Yu-Chuan Liang、Ru Chih C. Huang、Yuan C. Lee

  DOI：10.1016/j.bmcl.2010.10.137

  日期：2011.1

  Three perglycosylated nordihydroguaiaretic acids (NDGA) were synthesized through the Huiseng 1,3-dipolar cycloaddition reaction. These sugar-NDGA conjugates containing triazole-linkages possessed good solubility in water. NDGA-(triazol-galactose)(4) (12b) and NDGA-(triazol-glucose)(4) (12c) were found to act as inhibitors against human hepatocellular carcinoma Hep3B cells in culture. (c) 2010 Published by Elsevier Ltd.