Z-L-Am7(Ac)-QA

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Z-L-Am7(Ac)-QA
• 英文别名: Z-L-Am7(Ac)-QA (1)；S-[(6S)-7-oxo-6-(phenylmethoxycarbonylamino)-7-(quinolin-8-ylamino)heptyl] ethanethioate
• 化学式: C₂₆H₂₉N₃O₄S
• 分子量: 479.6
• InChiKey: UJKGYYPNUCRQFO-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Z-L-Am7(Ac)-QA 在 碘 、 甲胺 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 (Z-L-Am7(S)-QA)₂
  参考文献：
  名称：

  An efficient synthesis of SK-658 and its analogs as potent histone deacetylase inhibitors

  摘要：

  SK-658 is a potent histone deacetylase (HDAC) inhibitor that showed higher activity than SAHA due to the presence of extended hydrophobic group. We designed and synthesized thioester and SS-hybrid bearing SK-658 analogs as HDAC inhibitors. All the compounds were active in nano molar range and showed higher inhibitory activity than SAHA and SK-658. Among these, disulfide compounds showed the highest activity. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2015.02.009
• 作为产物：
  描述：

  (S)-2-amino-7-bromoheptanoic acid 在 N,N'-二环己基碳二亚胺 、 sodium hydroxide 、 potassium thioacetate 作用下， 以 乙醚 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 31.0h， 生成 Z-L-Am7(Ac)-QA
  参考文献：
  名称：

  An efficient synthesis of SK-658 and its analogs as potent histone deacetylase inhibitors

  摘要：

  SK-658 is a potent histone deacetylase (HDAC) inhibitor that showed higher activity than SAHA due to the presence of extended hydrophobic group. We designed and synthesized thioester and SS-hybrid bearing SK-658 analogs as HDAC inhibitors. All the compounds were active in nano molar range and showed higher inhibitory activity than SAHA and SK-658. Among these, disulfide compounds showed the highest activity. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2015.02.009

文献信息

• An efficient synthesis of SK-658 and its analogs as potent histone deacetylase inhibitors
  作者：Md. Shahidul Islam、Md. Nurul Islam、Md. Ashraful Hoque、Norikazu Nishino、Tamaki Kato、Hyun-Jung Kim、Akihiro Ito、Minoru Yoshida

  DOI：10.1016/j.bioorg.2015.02.009

  日期：2015.4

  SK-658 is a potent histone deacetylase (HDAC) inhibitor that showed higher activity than SAHA due to the presence of extended hydrophobic group. We designed and synthesized thioester and SS-hybrid bearing SK-658 analogs as HDAC inhibitors. All the compounds were active in nano molar range and showed higher inhibitory activity than SAHA and SK-658. Among these, disulfide compounds showed the highest activity. (C) 2015 Elsevier Inc. All rights reserved.