2-(4-bromophenoxy)-N-(oxolan-2-ylmethyl)acetamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-bromophenoxy)-N-(oxolan-2-ylmethyl)acetamide
• 化学式: C₁₃H₁₆BrNO₃
• 分子量: 314.17
• InChiKey: VSNMMLDUKJHNBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

文献信息

• Compound Combinations for Attenuation of Bacterial Virulence
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：US20170231962A1

  公开（公告）日：2017-08-17

  Methods for modulating quorum sensing in certain Gram-negative bacteria having multiple QS systems including Las, Rhl, and Pqs with associated receptors (LasR, RhlR and PqsR) which are modulated by small molecule modulators, particularly non-native modulators. Certain combinations of modulators of Las, Rhl and Pqs exhibit improved inhibition of virulence in comparison to the respective individual modulators. In particular, certain combinations of modulators exhibit improved inhibition in nutritionally depleted environments. More specifically, certain combinations of modulators exhibit improved inhibition in environments depleted in phosphate and/or environments depleted in iron. Nutrient depleted environments can mimic environments associated with bacterial infection in humans and non-human animals. The methods are useful in particular for modulating QS in Pseudomonas and Buckholderia.

  在某些具有多个QS系统的革兰氏阴性细菌中，包括具有相关受体（LasR、RhlR和PqsR）的Las、Rhl和Pqs的调控方法，这些受体受小分子调节剂（尤其是非天然调节剂）的调节。Las、Rhl和Pqs的某些调节剂组合相比于各自的单个调节剂表现出对毒力的改善抑制。特别是，某些调节剂组合在营养匮乏环境中表现出改善的抑制作用。更具体地说，某些调节剂组合在缺乏磷酸盐和/或缺乏铁的环境中表现出改善的抑制作用。营养匮乏环境可以模拟与人类和非人类动物细菌感染相关的环境。这些方法特别适用于调节假单胞菌和布氏杆菌中的QS。
• Compound combinations for attenuation of bacterial virulence
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：US10322112B2

  公开（公告）日：2019-06-18

  Methods for modulating quorum sensing in certain Gram-negative bacteria having multiple QS systems including Las, Rhl, and Pqs with associated receptors (LasR, RhlR and PqsR) which are modulated by small molecule modulators, particularly non-native modulators. Certain combinations of modulators of Las, Rhl and Pqs exhibit improved inhibition of virulence in comparison to the respective individual modulators. In particular, certain combinations of modulators exhibit improved inhibition in nutritionally depleted environments. More specifically, certain combinations of modulators exhibit improved inhibition in environments depleted in phosphate and/or environments depleted in iron. Nutrient depleted environments can mimic environments associated with bacterial infection in humans and non-human animals. The methods are useful in particular for modulating QS in Pseudomonas and Burkholderia.

  用于调节某些革兰氏阴性细菌法定人数感应的方法，这些细菌具有多个 QS 系统，包括 Las、Rhl 和 Pqs 以及相关的受体（LasR、RhlR 和 PqsR），这些受体受小分子调节剂，特别是非本地调节剂的调节。与单独的调节剂相比，Las、Rhl 和 Pqs 的某些调节剂组合能更好地抑制毒力。特别是，某些调制剂组合在营养缺乏的环境中表现出更好的抑制作用。更具体地说，某些调节剂组合在缺乏磷酸盐和/或缺乏铁的环境中表现出更好的抑制作用。营养缺乏的环境可以模拟与人类和非人类动物细菌感染有关的环境。这些方法尤其适用于调节假单胞菌和伯克霍尔德氏菌的 QS。
• Synthetic Ligands that Modulate the Activity of the RhlR Quorum Sensing Receptor
  申请人：Wisconsin Alumni Research Foundation

  公开号：US20190144407A1

  公开（公告）日：2019-05-16

  RhlR modulators including agonist and antagonists which are useful for modulating QS phenotypes in Gram-negative bacteria. Certain compounds of general formula A-W-HG having various carbocyclic ad heterocyclic head groups (HG) and various tail groups (A), where —W— is —CO—NH—, —SO 2 —NH—, —CO—NH—CH 2 —, or —SO 2 —NH—CH 2 — are RhlR agonists or antagonists. The compounds are useful in methods of modulating quorum sensing in Gram-negative bacteria, particularly in Pseudomonas . Compositions including certain RhlR modulators are useful for decreasing the virulence of Gram-negative bacteria. Pharmaceutical compositions comprising certain RhlR modulators are useful for treatment of infections of Gram-negative bacteria.