(3E)-3-[(1-benzyl-2-chloroindol-3-yl)methylidene]-1H-indol-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (3E)-3-[(1-benzyl-2-chloroindol-3-yl)methylidene]-1H-indol-2-one
• 化学式: C₂₄H₁₇ClN₂O
• 分子量: 384.865
• InChiKey: BPYIGHVTPGGTOR-XSFVSMFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  34
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-吲哚酮 、 1-苄基-2-氯吲哚-3-甲醛 在 哌啶 作用下， 以 甲醇 为溶剂， 以60%的产率得到(3E)-3-[(1-benzyl-2-chloroindol-3-yl)methylidene]-1H-indol-2-one
  参考文献：
  名称：

  Substituted E-3-(3-indolylmethylene)1,3-dihydroindol-2-ones with antiproliferative activity. Study of the effects on HL-60 leukemia cells

  摘要：

  The synthesis of new substituted E-3-(3-indolylmethylene)1,3-dihydroindol-2-ones is reported. The antiproliferative activity was evaluated according to protocols available at the National Cancer Institute (NCI), Bethesda, MD. The action of the most active compound 10 was further investigated in HL-60 leukemia cells. Results obtained show that it causes a block in cell cycle progression, with cell arrest in the G2/M phase, associated with activation of apoptosis accompanied with increased oxidative stress and deregulation of the homeostasis of divalent cations, with significant increase in the cellular concentrations of free Ca2+ and Mg2+. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.04.004

文献信息

• Substituted E-3-(3-indolylmethylene)1,3-dihydroindol-2-ones with antiproliferative activity. Study of the effects on HL-60 leukemia cells
  作者：Alberto Leoni、Alessandra Locatelli、Rita Morigi、Mirella Rambaldi、Concettina Cappadone、Giovanna Farruggia、Stefano Iotti、Lucia Merolle、Maddalena Zini、Claudio Stefanelli

  DOI：10.1016/j.ejmech.2014.04.004

  日期：2014.5

  The synthesis of new substituted E-3-(3-indolylmethylene)1,3-dihydroindol-2-ones is reported. The antiproliferative activity was evaluated according to protocols available at the National Cancer Institute (NCI), Bethesda, MD. The action of the most active compound 10 was further investigated in HL-60 leukemia cells. Results obtained show that it causes a block in cell cycle progression, with cell arrest in the G2/M phase, associated with activation of apoptosis accompanied with increased oxidative stress and deregulation of the homeostasis of divalent cations, with significant increase in the cellular concentrations of free Ca2+ and Mg2+. (C) 2014 Elsevier Masson SAS. All rights reserved.