7,9-二溴-N-[5-[(7,9-二溴-6-羟基-8-甲氧基1-氧杂-2-氮杂螺[4.5]癸-2,7,9-三烯-3-羰基)氨基]戊基]-6-羟基-8-甲氧基-1-氧杂-2-氮杂螺[4.5]癸-2,7,9-三烯-3-甲酰胺 | 34232-66-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 中文名称: 7,9-二溴-N-[5-[(7,9-二溴-6-羟基-8-甲氧基1-氧杂-2-氮杂螺[4.5]癸-2,7,9-三烯-3-羰基)氨基]戊基]-6-羟基-8-甲氧基-1-氧杂-2-氮杂螺[4.5]癸-2,7,9-三烯-3-甲酰胺
• 英文名称: Homoaerothionin
• 英文别名: (5S,6R)-7,9-dibromo-N-[5-[[(5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carbonyl]amino]pentyl]-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide
• CAS: 34232-66-1
• 化学式: C₂₅H₂₈Br₄N₄O₈
• 分子量: 832.135
• InChiKey: UXPNMQCEVMBCIR-KXTAGPOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  160
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  7,9-二溴-N-[5-[(7,9-二溴-6-羟基-8-甲氧基1-氧杂-2-氮杂螺[4.5]癸-2,7,9-三烯-3-羰基)氨基]戊基]-6-羟基-8-甲氧基-1-氧杂-2-氮杂螺[4.5]癸-2,7,9-三烯-3-甲酰胺 在 三氟乙酸 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以9 mg的产率得到aplysinone A
  参考文献：
  名称：

  来自海绵Aplysina gerardogreeni的细胞毒性二溴酪氨酸衍生代谢产物。

  摘要：

  对在加利福尼亚湾收集的海绵Aplysina gerardogreeni的化学研究导致分离出四种新的由二溴酪氨酸衍生的代谢物，aplysinones AD，其结构是通过光谱分析和化学方法确定的。在这项研究中制备的新化合物和四种半合成类似物已显示出对人肿瘤细胞系的细胞毒活性。

  DOI：

  10.1016/j.bmc.2007.05.014

文献信息

• Marine Compounds with Calcium Channel Blocking Properties for the Treatment of Cognitive or Neurodegenerative Diseases
  申请人：Gil Ana Martinez

  公开号：US20080039513A1

  公开（公告）日：2008-02-14

  The invention provides compounds having a spiro heterocyclic unit connected through a linker of a certain length to another spiro cycle, an imidazole ring or an amide group. Some of these compounds have been obtained from Aplysinia cavernicola and a mixture of Aplysina fulva and Oceanapia . The compounds exhibit VDCC blocker activity; some also show acetylcholinesterase and butyrylcholinesterase inhibition activities. Therefore they are useful in the treatment of cognitive and neurodegenerative disorders, such as brain ischemia, stroke, cognitive disorders as senile dementia, cerebrovascular dementia, mild recognition impairment, attention deficit disorder, and/or neurodegenerative dementing disease with aberrant protein aggregations as specially Alzheimers's disease or condition, or prion disease as Creutzfeld-Jakob disease or Gerstmann-Straussler-Scheinker disease.
• Cytotoxic dibromotyrosine-derived metabolites from the sponge Aplysina gerardogreeni
  作者：Claudia J. Hernández-Guerrero、Eva Zubía、María J. Ortega、J. Luis Carballo

  DOI：10.1016/j.bmc.2007.05.014

  日期：2007.8

  The chemical study of the sponge Aplysina gerardogreeni collected at the Gulf of California has led to the isolation of four new dibromotyrosine-derived metabolites, aplysinones A-D, whose structures were determined by spectroscopic analysis and chemical methods. The new compounds and four semisynthetic analogues prepared in this study have shown cytotoxic activity against human tumor cell lines.

  对在加利福尼亚湾收集的海绵Aplysina gerardogreeni的化学研究导致分离出四种新的由二溴酪氨酸衍生的代谢物，aplysinones AD，其结构是通过光谱分析和化学方法确定的。在这项研究中制备的新化合物和四种半合成类似物已显示出对人肿瘤细胞系的细胞毒活性。