(3S,9S,12R)-3-[(2S)-butan-2-yl]-6,6-dimethyl-9-[5-(pyridin-2-yldisulfanyl)pentyl]-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,5,8,11-tetrone | 1009637-37-9

• 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: (3S,9S,12R)-3-[(2S)-butan-2-yl]-6,6-dimethyl-9-[5-(pyridin-2-yldisulfanyl)pentyl]-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,5,8,11-tetrone
• CAS: 1009637-37-9
• 化学式: C₂₇H₄₁N₅O₄S₂
• 分子量: 563.786
• InChiKey: AAWQZDISLGHBGI-KEZQHZCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  171
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,2'-二硫二吡啶 、 在 甲胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以40 mg的产率得到(3S,9S,12R)-3-[(2S)-butan-2-yl]-6,6-dimethyl-9-[5-(pyridin-2-yldisulfanyl)pentyl]-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,5,8,11-tetrone
  参考文献：
  名称：

  Interaction of aliphatic cap group in inhibition of histone deacetylases by cyclic tetrapeptides

  摘要：

  Inhibitors of histone deacetylases (HDACs) are a promising class of anticancer agents that effect gene regulation. To know the interaction of aliphatic cap groups with HDACs, cyclic tetrapeptide and bicyclic peptide disulfide hybrids were synthesized without aromatic ring in their macrocyclic framework. Benzene ring Of L-Phe in chlamydocin was replaced with several aliphatic amino acids and also a fused bicyclic tetrapeptide was synthesized by ring closing metathesis using Grubb's first generation catalyst. The inhibitory activities of the cyclic peptides against historic deacetylase enzymes were evaluated, which demonstrated most of them are interesting candidates as anticancer agents. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.09.021

文献信息

• Interaction of aliphatic cap group in inhibition of histone deacetylases by cyclic tetrapeptides
  作者：Norikazu Nishino、Gururaj M. Shivashimpi、Preeti B. Soni、Mohammed P.I. Bhuiyan、Tamaki Kato、Satoko Maeda、Tomonori G. Nishino、Minoru Yoshida

  DOI：10.1016/j.bmc.2007.09.021

  日期：2008.1

  Inhibitors of histone deacetylases (HDACs) are a promising class of anticancer agents that effect gene regulation. To know the interaction of aliphatic cap groups with HDACs, cyclic tetrapeptide and bicyclic peptide disulfide hybrids were synthesized without aromatic ring in their macrocyclic framework. Benzene ring Of L-Phe in chlamydocin was replaced with several aliphatic amino acids and also a fused bicyclic tetrapeptide was synthesized by ring closing metathesis using Grubb's first generation catalyst. The inhibitory activities of the cyclic peptides against historic deacetylase enzymes were evaluated, which demonstrated most of them are interesting candidates as anticancer agents. (c) 2007 Elsevier Ltd. All rights reserved.