UTKO5 | 868136-11-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: UTKO5
• 英文别名: 3-[5-(2,6-Dimethylphenyl)-2-hydroxy-3-methylidenepentyl]-2,4-dihydroxy-6-methylbenzaldehyde
• CAS: 868136-11-2
• 化学式: C₂₂H₂₆O₄
• 分子量: 354.446
• InChiKey: UDTFJWUWPLROGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,6-二甲基苯甲醛 在 chromium dichloride 、 盐酸 、 palladium on carbon 、 水 、 氢气 、 双(三甲基硅烷基)氨基钾 、 nickel dichloride 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 UTKO5
  参考文献：
  名称：

  Synthesis and anti-migrative evaluation of moverastin derivatives

  摘要：

  Cell migration of tumor cells is essential for invasion of the extracellular matrix and for cell dissemination. Inhibition of the cell migration involved in the invasion process represents a potential therapeutic approach to the treatment of tumor metastasis; therefore, a novel series of derivatives of moverastins (moverastins A and B), an inhibitor of tumor cell migration, was designed and chemically synthesized. Among these moverastin derivatives, several compounds showed stronger cell migration inhibitory activity than parental moverastins, and UTKO1 was found to have the most potent inhibitory activity against the migration of human esophageal tumor EC17 cells in a chemotaxis cell chamber assay. Interestingly, although moverastins are considered to inhibit tumor cell migration by inhibiting farnesyltransferase (FTase), UTKO1 did not inhibit FTase, indicating that UTKO1 inhibited tumor cell migration by a mechanism other than the inhibition of FTase. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.028

文献信息

• Synthesis and anti-migrative evaluation of moverastin derivatives
  作者：Masato Sawada、Shin-ichiro Kubo、Koji Matsumura、Yasushi Takemoto、Hiroki Kobayashi、Etsu Tashiro、Takeshi Kitahara、Hidenori Watanabe、Masaya Imoto

  DOI：10.1016/j.bmcl.2011.01.028

  日期：2011.3

  Cell migration of tumor cells is essential for invasion of the extracellular matrix and for cell dissemination. Inhibition of the cell migration involved in the invasion process represents a potential therapeutic approach to the treatment of tumor metastasis; therefore, a novel series of derivatives of moverastins (moverastins A and B), an inhibitor of tumor cell migration, was designed and chemically synthesized. Among these moverastin derivatives, several compounds showed stronger cell migration inhibitory activity than parental moverastins, and UTKO1 was found to have the most potent inhibitory activity against the migration of human esophageal tumor EC17 cells in a chemotaxis cell chamber assay. Interestingly, although moverastins are considered to inhibit tumor cell migration by inhibiting farnesyltransferase (FTase), UTKO1 did not inhibit FTase, indicating that UTKO1 inhibited tumor cell migration by a mechanism other than the inhibition of FTase. (C) 2011 Elsevier Ltd. All rights reserved.