1,3,5-tri(2,5,8-trioxa-11-selenadodecan-12-yl)benzene | 1389317-58-1

• 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: 1,3,5-tri(2,5,8-trioxa-11-selenadodecan-12-yl)benzene
• 英文别名: 1,3,5-Tris[2-[2-(2-methoxyethoxy)ethoxy]ethylselanylmethyl]benzene；1,3,5-tris[2-[2-(2-methoxyethoxy)ethoxy]ethylselanylmethyl]benzene
• CAS: 1389317-58-1
• 化学式: C₃₀H₅₄O₉Se₃
• 分子量: 795.633
• InChiKey: GFRSZZNBGKMVJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.59
• 重原子数：
  42
• 可旋转键数：
  33
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  83.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,3,5-tri(2,5,8-trioxa-11-selenadodecan-12-yl)benzene 在 双氧水 作用下， 以 水 为溶剂， 生成 1,3,5-tris(((2-(2-(2-methoxyethoxy)ethoxy)ethyl)seleninyl)methyl)benzene
  参考文献：
  名称：

  Redox-responsive thermal sensitivity based on a selenium-containing small molecule

  摘要：

  由一种含硒小分子形成的热致伸缩球形集合体在水溶液中表现出较低的临界溶液温度（LCST），并可通过温和的氧化还原处理进行可逆转换。

  DOI：

  10.1039/c3cc49753d
• 作为产物：
  描述：

  对甲苯磺酸三缩乙二醇单甲醚酯 在 selenium 、 sodium tetrahydroborate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 10.0h， 生成 1,3,5-tri(2,5,8-trioxa-11-selenadodecan-12-yl)benzene
  参考文献：
  名称：

  Fabrication of well-defined crystalline azacalixarene nanosheets assisted by Se⋯N non-covalent interactions

  摘要：

  我们使用了一种含硒的两亲化合物来帮助形成结构明确的氮杂杯芳烃纳米片，其中硒-氮的非共价相互作用起着重要作用。

  DOI：

  10.1039/c2cc33760f

文献信息

• Nanomedicine Assembled by Coordinated Selenium–Platinum Complexes Can Selectively Induce Cytotoxicity in Cancer Cells by Targeting the Glutathione Antioxidant Defense System
  作者：Feng Li、Tianyu Li、Xuexiang Han、Hao Zhuang、Guangjun Nie、Huaping Xu

  DOI：10.1021/acsbiomaterials.7b00362

  日期：2018.6.11

  Selenium is a unique, essential trace element that plays an important role in the antioxidant defense and redox regulation of biological processes. We have reported that novel selenium-containing platinum-based anticancer molecules (EG-Se/Pt) had selective cytotoxicity toward cancer cells. Herein, we found the underlying mechanism of selective cytotoxicity to be closely related to the glutathione antioxidant defense system. Elevated reactive oxygen species (ROS) make cancer cells more vulnerable to further elevation of ROS. EGSe/Pt can induce abnormal increases in ROS by depletion of glutathione. Consequently, the mitochondrial membrane potential collapses and cytochrome c is released, resulting in cell apoptosis. However, EG-Se/Pt analogues, such as EGSe/Cu and EG-Se/Ni, did not exhibit glutathione depletion capacity or selective killing activity in our investigation, although they can effectively kill cancer cells. These results suggest that the glutathione antioxidant system is an effective target to enable therapeutic selectivity. The amphiphilic property of the selenium-platinum coordination molecules facilitates their assembly into nanoparticles and prolongs the circulation time of the drug in the bloodstream, which is important for in vivo drug delivery. Our in vivo anticancer study demonstrated that the tumor growth inhibition rate of EG-Se/Pt can reach 69% (p < 0.05). What is more encouraging is that EG-Se/Pt exhibited minimal side effects compared to cisplatin. This work also provides new opportunities for the development of therapeutic strategies against cancer.
• Fabrication of well-defined crystalline azacalixarene nanosheets assisted by Se⋯N non-covalent interactions
  作者：Yu Yi、Shixin Fa、Wei Cao、Lingwu Zeng、Meixiang Wang、Huaping Xu、Xi Zhang

  DOI：10.1039/c2cc33760f

  日期：——

  We have employed a selenium containing amphiphile to assist the formation of well-defined azacalixarene nanosheets, in which the Se⋯N non-covalent interaction plays an important role.

  我们使用了一种含硒的两亲化合物来帮助形成结构明确的氮杂杯芳烃纳米片，其中硒-氮的非共价相互作用起着重要作用。
• Redox-responsive thermal sensitivity based on a selenium-containing small molecule
  作者：Yan Ding、Yu Yi、Huaping Xu、Zhiqiang Wang、Xi Zhang

  DOI：10.1039/c3cc49753d

  日期：——

  Thermoresponsive spherical assemblies formed by a selenium-containing small molecule exhibit lower critical solution temperature (LCST) behavior in aqueous solution, which can be reversibly switched by mild redox treatment.

  由一种含硒小分子形成的热致伸缩球形集合体在水溶液中表现出较低的临界溶液温度（LCST），并可通过温和的氧化还原处理进行可逆转换。