(2R,3S,4S,5R,6S)-2-[(4-benzyl-1,4-diazoniabicyclo[2.2.2]octan-1-yl)methyl]-6-methoxyoxane-3,4,5-triol;4-methylbenzenesulfonate;chloride | 1192817-55-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4S,5R,6S)-2-[(4-benzyl-1,4-diazoniabicyclo[2.2.2]octan-1-yl)methyl]-6-methoxyoxane-3,4,5-triol;4-methylbenzenesulfonate;chloride
• CAS: 1192817-55-2
• 化学式: C₇H₇O₃S*C₂₀H₃₂N₂O₅*Cl
• 分子量: 587.134
• InChiKey: FCYCFJMOLNBRNQ-QNXPCENBSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  39
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  145
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-aza-1-benzylazoniabicyclo<2.2.2>octane chloride 、 methyl 6-O-tosyl-α-D-glucopyranoside 以 乙醇 、 水 为溶剂， 反应 14.0h， 生成 (2R,3S,4S,5R,6S)-2-[(4-benzyl-1,4-diazoniabicyclo[2.2.2]octan-1-yl)methyl]-6-methoxyoxane-3,4,5-triol;4-methylbenzenesulfonate;chloride
  参考文献：
  名称：

  Polycationic Glycosides

  摘要：

  阳离子脂质早已被认为具有抗菌和抗真菌的作用。此前将阳离子脂质附着到碳水化合物基表面的研究表明，碳水化合物附着的阳离子脂质可能作为抗菌和抗真菌药物。为了理解这种可能性，我们合成了几系列与各种糖苷相连的阳离子脂质，旨在开发符合药物要求的抗微生物剂，特别是要求在非常低的浓度下有效，并且在被治疗的生物体内可降解。我们针对这一目标的初步结果已被呈现。

  DOI：

  10.3390/molecules16021508

文献信息

• Polycations. 17. Synthesis and properties of polycationic derivatives of carbohydrates
  作者：Marie Thomas、Diego Montenegro、Alejandra Castaño、Laura Friedman、Jay Leb、Mia Lace Huang、Leah Rothman、Heidi Lee、Craig Capodiferro、Daniel Ambinder、Eva Cere、Jessica Galante、JaimeLee Rizzo、Karin Melkonian、Robert Engel

  DOI：10.1016/j.carres.2009.04.021

  日期：2009.9

  In our continuing investigation of polycationic salts for purposes of antimicrobial action, ion-channel blocking, and construction of ionic liquids, we have prepared several series of polycationic salts derived from carbohydrate precursors. These salts are currently being investigated for optimal efficacy as antibacterials and antifungals, as well as for other applications. The syntheses of such series of salts are described here along with preliminary antibacterial testing results and a discussion of their properties indicating their potential utility for several purposes. (C) 2009 Elsevier Ltd. All rights reserved.
• Polycationic Glycosides
  作者：Robert Engel、Ishrat Ghani、Diego Montenegro、Marie Thomas、Barbara Klaritch-Vrana、Alejandra Castaño、Laura Friedman、Jay Leb、Leah Rothman、Heidi Lee、Craig Capodiferro、Daniel Ambinder、Eva Cere、Christopher Awad、Faiza Sheikh、JaimeLee Rizzo、Lisa-Marie Nisbett、Erika Testani、Karin Melkonian

  DOI：10.3390/molecules16021508

  日期：——

  Cationic lipids have long been known to serve as antibacterial and antifungal agents. Prior efforts with attachment of cationic lipids to carbohydrate-based surfaces have suggested the possibility that carbohydrate-attached cationic lipids might serve as antibacterial and antifungal pharmaceutical agents. Toward the understanding of this possibility, we have synthesized several series of cationic lipids attached to a variety of glycosides with the intent of generating antimicrobial agents that would meet the requirement for serving as a pharmaceutical agent, specifically that the agent be effective at a very low concentration as well as being biodegradable within the organism being treated. The initial results of our approach to this goal are presented.

  阳离子脂质早已被认为具有抗菌和抗真菌的作用。此前将阳离子脂质附着到碳水化合物基表面的研究表明，碳水化合物附着的阳离子脂质可能作为抗菌和抗真菌药物。为了理解这种可能性，我们合成了几系列与各种糖苷相连的阳离子脂质，旨在开发符合药物要求的抗微生物剂，特别是要求在非常低的浓度下有效，并且在被治疗的生物体内可降解。我们针对这一目标的初步结果已被呈现。