5-methyl-2-[(E)-2-phenylethenyl]-1,3-benzothiazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 5-methyl-2-[(E)-2-phenylethenyl]-1,3-benzothiazole
• 化学式: C₁₆H₁₃NS
• 分子量: 251.352
• InChiKey: ZWXSLJSVZYUYSQ-CSKARUKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-methyl-2-[(E)-2-phenylethenyl]-1,3-benzothiazole 在 氯磺酸 作用下， 反应 0.08h， 生成
  参考文献：
  名称：

  Identification of novel inhibitors of histone acetyltransferase hMOF through high throughput screening

  摘要：

  The histone acetyltransferases (HATS) in mammals include GCN5 N-acetyltransferases, the MOZ, YBF2, SAS2, and TIP60 proteins, and the orphan HATs. The males absent on the first (MOF) is mainly related to acetylation of histone H4 Lys16 and has influence on downstream genes expression. However, the only inhibitor MG149 presented low activity against MOF. Besides, there was no high throughput screening platform on MOF, which limited the inhibitor discovery and functional study. In our study, we set up a high throughput screening platform based on amplified luminescent proximity homogeneous assay (ALPHA), which led us to a moderate inhibitor DC_M01. By chemical modification, we found DC_M01_7, which was the analog of DC_M01 with an IC50 value of 6 mu M. DC_M01_7 significantly inhibited HCT116 cells proliferation and could also inhibit histone 4 lysine 16 acetylation in HCT116 cells. To sum up, our work will probably assist the further development of more potent MOF inhibitors and the functional study of hMOF. (C) 2018 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2018.08.026
• 作为产物：
  描述：

  2,5-二甲基苯并噻唑 、 苯甲醛 在 sodium amide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-methyl-2-[(E)-2-phenylethenyl]-1,3-benzothiazole
  参考文献：
  名称：

  Identification of novel inhibitors of histone acetyltransferase hMOF through high throughput screening

  摘要：

  The histone acetyltransferases (HATS) in mammals include GCN5 N-acetyltransferases, the MOZ, YBF2, SAS2, and TIP60 proteins, and the orphan HATs. The males absent on the first (MOF) is mainly related to acetylation of histone H4 Lys16 and has influence on downstream genes expression. However, the only inhibitor MG149 presented low activity against MOF. Besides, there was no high throughput screening platform on MOF, which limited the inhibitor discovery and functional study. In our study, we set up a high throughput screening platform based on amplified luminescent proximity homogeneous assay (ALPHA), which led us to a moderate inhibitor DC_M01. By chemical modification, we found DC_M01_7, which was the analog of DC_M01 with an IC50 value of 6 mu M. DC_M01_7 significantly inhibited HCT116 cells proliferation and could also inhibit histone 4 lysine 16 acetylation in HCT116 cells. To sum up, our work will probably assist the further development of more potent MOF inhibitors and the functional study of hMOF. (C) 2018 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2018.08.026

文献信息

• Identification of novel inhibitors of histone acetyltransferase hMOF through high throughput screening
  作者：Rukang Zhang、Jiang Wang、Liang Zhao、Shien Liu、Daohai Du、Hong Ding、Shijie Chen、Liyan Yue、Yu-Chih Liu、Chenhua Zhang、Hong Liu、Cheng Luo

  DOI：10.1016/j.ejmech.2018.08.026

  日期：2018.9

  The histone acetyltransferases (HATS) in mammals include GCN5 N-acetyltransferases, the MOZ, YBF2, SAS2, and TIP60 proteins, and the orphan HATs. The males absent on the first (MOF) is mainly related to acetylation of histone H4 Lys16 and has influence on downstream genes expression. However, the only inhibitor MG149 presented low activity against MOF. Besides, there was no high throughput screening platform on MOF, which limited the inhibitor discovery and functional study. In our study, we set up a high throughput screening platform based on amplified luminescent proximity homogeneous assay (ALPHA), which led us to a moderate inhibitor DC_M01. By chemical modification, we found DC_M01_7, which was the analog of DC_M01 with an IC50 value of 6 mu M. DC_M01_7 significantly inhibited HCT116 cells proliferation and could also inhibit histone 4 lysine 16 acetylation in HCT116 cells. To sum up, our work will probably assist the further development of more potent MOF inhibitors and the functional study of hMOF. (C) 2018 Published by Elsevier Masson SAS.