Streptovitacin A

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: Streptovitacin A
• 英文别名: 4-[(2R)-2-hydroxy-2-[(1S,3S,5R)-5-hydroxy-3,5-dimethyl-2-oxocyclohexyl]ethyl]piperidine-2,6-dione
• 化学式: C₁₅H₂₃NO₅
• 分子量: 297.351
• InChiKey: NFDQYBUVHVRNNY-VATFKXGISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  硫酸 、 Streptovitacin A 生成 4-(2-羟基-3,5-二甲基-苯乙基)-哌啶-2,6-二酮
  参考文献：
  名称：

  Herr, Antibiotics Annual, p. 560,563

  摘要：

  DOI：
• 作为产物：
  描述：

  放线菌酮 在 White-Chen catalyst 、 双氧水 、 溶剂黄146 作用下， 以 水 、 乙腈 为溶剂， 反应 0.6h， 生成 Streptovitacin A
  参考文献：
  名称：

  Remote Oxidation of Aliphatic C–H Bonds in Nitrogen-Containing Molecules

  摘要：

  Nitrogen heterocycles are ubiquitous in natural products and pharmaceuticals. Herein, we disclose a nitrogen complexation strategy that employs a strong Bronsted acid (HBF4) or an azaphilic Lewis acid (BF3) to enable remote, non-directed C(sp(3))-H oxidations of tertiary, secondary, and primary amine- and pyridine-containing molecules with tunable iron catalysts. Imides resist oxidation and promote remote functionalization.

  DOI：

  10.1021/jacs.5b10299

文献信息

• Versatile Synthetic Route to Cycloheximide and Analogues That Potently Inhibit Translation Elongation
  作者：Yongho Park、Yumi Koga、Cindy Su、Amanda L. Waterbury、Christopher L. Johnny、Brian B. Liau

  DOI：10.1002/anie.201901386

  日期：2019.4.8

  in the study of protein synthesis. Despite its ubiquity, few studies have been directed towards accessing synthetic CHX derivatives, even though such efforts may lead to protein synthesis inhibitors with improved or alternate properties. Described here is the total synthesis of CHX and analogues, and the establishment of structure–activity relationships (SAR) responsible for translation inhibition.

  环己酰亚胺（CHX）是真核翻译延伸的抑制剂，在蛋白质合成的研究中起着至关重要的作用。尽管其普遍存在，但很少有研究针对获得合成的CHX衍生物，即使这种努力可能导致具有改进或替代性质的蛋白质合成抑制剂。这里描述的是CHX和类似物的总合成，以及负责翻译抑制的构效关系（SAR）的建立。SAR研究有助于设计更有效的化合物，其中之一不可逆转地阻止了核糖体的延伸，保留了多核糖体的特征，并且可能是研究蛋白质合成的广泛有用的工具。
• CHEMICAL ENTITIES AND THERAPEUTIC USES THEREOF
  申请人：The Regents of the University of Colorado, a body corporate

  公开号：US20150343016A1

  公开（公告）日：2015-12-03

  The present invention describes the use of translation inhibitors for the treatment of cancer and other disorders. Described herein are translation-inhibiting compounds, and methods of using those compounds for the treatment of cancer and other disorders. In some aspects the compounds inhibit translation elongation at the ribosome. In some aspects the compounds are used alone or in combination with known therapies.

  本发明描述了使用翻译抑制剂治疗癌症和其他疾病的方法。在此所描述的是翻译抑制化合物，以及使用这些化合物治疗癌症和其他疾病的方法。在某些方面，这些化合物抑制核糖体上的翻译延伸。在某些方面，这些化合物单独或与已知的治疗方法联合使用。
• [EN] CHEMICAL ENTITIES AND THERAPEUTIC USES THEREOF<br/>[FR] ENTITÉS CHIMIQUES ET LEURS UTILISATIONS THÉRAPEUTIQUES
  申请人：UNIV COLORADO REGENTS

  公开号：WO2012075472A2

  公开（公告）日：2012-06-07

  The present invention describes the use of translation inhibitors for the treatment of cancer and other disorders. Described herein are translation-inhibiting compounds, and methods of using those compounds for the treatment of cancer and other disorders. In some aspects the compounds inhibit translation elongation at the ribosome. In some aspects the compounds are used alone or in combination with known therapies.
• Remote Oxidation of Aliphatic C–H Bonds in Nitrogen-Containing Molecules
  作者：Jennifer M. Howell、Kaibo Feng、Joseph R. Clark、Louis J. Trzepkowski、M. Christina White

  DOI：10.1021/jacs.5b10299

  日期：2015.11.25

  Nitrogen heterocycles are ubiquitous in natural products and pharmaceuticals. Herein, we disclose a nitrogen complexation strategy that employs a strong Bronsted acid (HBF4) or an azaphilic Lewis acid (BF3) to enable remote, non-directed C(sp(3))-H oxidations of tertiary, secondary, and primary amine- and pyridine-containing molecules with tunable iron catalysts. Imides resist oxidation and promote remote functionalization.
• Herr, Antibiotics Annual, p. 560,563
  作者：Herr

  DOI：——

  日期：——