(E)-4-(2-(benzo[d]thiazol-2-yl)vinyl)-N-benzylbenzenesulfonamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-4-(2-(benzo[d]thiazol-2-yl)vinyl)-N-benzylbenzenesulfonamide
• 英文别名: 4-[(E)-2-(1,3-benzothiazol-2-yl)ethenyl]-N-benzylbenzenesulfonamide
• 化学式: C₂₂H₁₈N₂O₂S₂
• 分子量: 406.529
• InChiKey: AZEUFBSHSSIUMN-NTCAYCPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  95.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-[(E)-styryl]benzothiazole 在 氯磺酸 作用下， 以 丙酮 为溶剂， 反应 8.08h， 生成 (E)-4-(2-(benzo[d]thiazol-2-yl)vinyl)-N-benzylbenzenesulfonamide
  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

• Cremlyn, Richard J.; Graham, Stephen; Saunders, David, Phosphorus, Sulfur and Silicon and the Related Elements, 1994, vol. 92, # 1-4, p. 65 - 76
  作者：Cremlyn, Richard J.、Graham, Stephen、Saunders, David

  DOI：——

  日期：——
• Cremlyn Richard J., Graham Stephen, Saunders David, Phosph., Sulfur and Silicon and Relat. Elem, 92 (1994) N 1-4, S 65-75
  作者：Cremlyn Richard J., Graham Stephen, Saunders David

  DOI：——

  日期：——
• 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.