3,3'-[(5,8-dioxo-5,8-dihydroquinoline-6,7-diyl)disulfanediyl]dipropanoic acid | 918657-88-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3,3'-[(5,8-dioxo-5,8-dihydroquinoline-6,7-diyl)disulfanediyl]dipropanoic acid
• 英文别名: 3-[7-(2-Carboxyethylsulfanyl)-5,8-dioxoquinolin-6-yl]sulfanylpropanoic acid
• CAS: 918657-88-2
• 化学式: C₁₅H₁₃NO₆S₂
• 分子量: 367.403
• InChiKey: PFUFYMORJBXZLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  172
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3-巯基丙酸 、 6,7-Dibrom-5,8-dihydrochinolin-5,8-dion 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以63%的产率得到3,3'-[(5,8-dioxo-5,8-dihydroquinoline-6,7-diyl)disulfanediyl]dipropanoic acid
  参考文献：
  名称：

  Novel naphthoquinone and quinolinedione inhibitors of CDC25 phosphatase activity with antiproliferative properties

  摘要：

  CDC25 phosphatases are considered as attractive targets for anti-cancer therapy. To date, quinone derivatives are among the most potent inhibitors of CDC25 phosphatase activity. We present in this paper the synthesis and the biological evaluation of new quinolinedione and naphthoquinone derivatives, containing carboxylic or malonic acids groups introduced to mimic the role of the phosphate moieties of Cyclin-Dependent Kinase complexes. The most efficient compounds show inhibitory activity against CDC25B with IC(50) values in the 10 mu M range, and are cytotoxic against HeLa cells. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2008.08.009

文献信息

• Novel naphthoquinone and quinolinedione inhibitors of CDC25 phosphatase activity with antiproliferative properties
  作者：Emmanuelle Braud、Mary-Lorène Goddard、Stéphanie Kolb、Marie-Priscille Brun、Odile Mondésert、Muriel Quaranta、Nohad Gresh、Bernard Ducommun、Christiane Garbay

  DOI：10.1016/j.bmc.2008.08.009

  日期：2008.10

  CDC25 phosphatases are considered as attractive targets for anti-cancer therapy. To date, quinone derivatives are among the most potent inhibitors of CDC25 phosphatase activity. We present in this paper the synthesis and the biological evaluation of new quinolinedione and naphthoquinone derivatives, containing carboxylic or malonic acids groups introduced to mimic the role of the phosphate moieties of Cyclin-Dependent Kinase complexes. The most efficient compounds show inhibitory activity against CDC25B with IC(50) values in the 10 mu M range, and are cytotoxic against HeLa cells. (C) 2008 Published by Elsevier Ltd.