3-hydroxy-4-(2,3,7-trichloro-13-oxo-10-phosphoryl-1,13-dihydrobenzo[g]dipyrrolo[2,1-b:3′,2′-d][1,3]oxazocine-5-carbonyl)phosphonic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-hydroxy-4-(2,3,7-trichloro-13-oxo-10-phosphoryl-1,13-dihydrobenzo[g]dipyrrolo[2,1-b:3′,2′-d][1,3]oxazocine-5-carbonyl)phosphonic acid
• 英文别名: 3-hydroxy-4-(2,3,7-trichloro-13-oxo-10-phosphonyl-1,13-dihydrobenzo[g]dipyrrolo[2,1-b:3',2'-d][1,3]oxazocine-5-carbonyl)phosphonic acid
• 化学式: C₂₂H₁₃Cl₃N₂O₁₀P₂
• 分子量: 633.659
• InChiKey: VHICEUVVUKKXNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  39.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  199.38
• 氢给体数：
  6.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  (4,4′,5,5′-tetrachloro-1′H-1,3′-bipyrrole-2,2′-diyl)bis(((2-hydroxy-4-hydroxytrifluoromethanesulfonate) phenyl)methanone) 在 四(三苯基膦)钯 、 三甲基溴硅烷 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 34.0h， 生成 3-hydroxy-4-(2,3,7-trichloro-13-oxo-10-phosphoryl-1,13-dihydrobenzo[g]dipyrrolo[2,1-b:3′,2′-d][1,3]oxazocine-5-carbonyl)phosphonic acid
  参考文献：
  名称：

  [EN] MARINOPYRROLE DERIVATIVES AND METHODS OF MAKING AND USING SAME
  [FR] DÉRIVÉS MARINOPYRROLE ET PROCÉDÉS DE PRODUCTION ET D'UTILISATION DE CES COMPOSÉS

  摘要：

  本文描述了Marinopyrrole衍生物及其合成和使用方法。引入了具有三唑取代基的新型环状对称Marinopyrroles，对耐药细菌菌株，如MRSA具有抗菌活性。还提供了使用这些化合物治疗或预防癌症和/或微生物感染的方法。

  公开号：

  WO2015126912A1

文献信息

• Cyclic Marinopyrrole Derivatives as Disruptors of Mcl-1 and Bcl-xL Binding to Bim
  作者：Chunwei Cheng、Yan Liu、Maria Balasis、Nicholas Simmons、Jerry Li、Hao Song、Lili Pan、Yong Qin、K. Nicolaou、Said Sebti、Rongshi Li

  DOI：10.3390/md12031335

  日期：——

  A series of novel cyclic marinopyrroles were designed and synthesized. Their activity to disrupt the binding of the pro-apoptotic protein, Bim, to the pro-survival proteins, Mcl-1 and Bcl-xL, was evaluated using ELISA assays. Both atropisomers of marinopyrrole A (1) show similar potency. A tetrabromo congener 9 is two-fold more potent than 1. Two novel cyclic marinopyrroles (3 and 4) are two- to seven-fold more potent than 1.

  设计并合成了一系列新型环状海洋吡咯。通过ELISA实验评估了它们破坏促凋亡蛋白Bim与促生存蛋白Mcl-1和Bcl-xL结合的活性。海洋吡咯A（1）的两种对映异构体显示出相似的效力。四溴类似物9的效力是1的两倍。两个新型环状海洋吡咯（3和4）的效力是1的两到七倍。
• Marinopyrrole derivatives and methods of making and using same
  申请人：H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.

  公开号：US10358454B2

  公开（公告）日：2019-07-23

  Marinopyrrole derivatives and methods for their synthesis and use are described herein. Novel cyclic and symmetric marinopyrroles with triazole substituents having antibacterial activity against resistant bacterial strains, such as MRSA are introduced. Also provided are methods of using the compounds for treating or preventing cancer and/or microbial infections.

  本文介绍了马林吡咯衍生物及其合成和使用方法。本文介绍了具有三唑取代基的新型环状和对称卤代吡咯，它们对耐药细菌菌株（如 MRSA）具有抗菌活性。还提供了使用这些化合物治疗或预防癌症和/或微生物感染的方法。
• MARINOPYRROLE DERIVATIVES AND METHODS OF MAKING AND USING SAME
  申请人：H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.

  公开号：US20170050981A1

  公开（公告）日：2017-02-23

  Marinopyrrole derivatives and methods for their synthesis and use are described herein. Novel cyclic and symmetric marinopyrroles with triazole substituents having antibacterial activity against resistant bacterial strains, such as MRSA are introduced. Also provided are methods of using the compounds for treating or preventing cancer and/or microbial infections.
• US9868747B2
  申请人：——

  公开号：US9868747B2

  公开（公告）日：2018-01-16
• [EN] MARINOPYRROLE DERIVATIVES AND METHODS OF MAKING AND USING SAME<br/>[FR] DÉRIVÉS MARINOPYRROLE ET PROCÉDÉS DE PRODUCTION ET D'UTILISATION DE CES COMPOSÉS
  申请人：H LEE MOFFITT CANCER CT & RES

  公开号：WO2015126912A1

  公开（公告）日：2015-08-27

  Marinopyrrole derivatives and methods for their synthesis and use are described herein. Novel cyclic and symmetric marinopyrroles with triazole substituents having antibacterial activity against resistant bacterial strains, such as MRSA are introduced. Also provided are methods of using the compounds for treating or preventing cancer and/or microbial infections.

  本文描述了Marinopyrrole衍生物及其合成和使用方法。引入了具有三唑取代基的新型环状对称Marinopyrroles，对耐药细菌菌株，如MRSA具有抗菌活性。还提供了使用这些化合物治疗或预防癌症和/或微生物感染的方法。