Nonanoic acid pentafluorophenyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: Nonanoic acid pentafluorophenyl ester
• 英文别名: Nonanoic acid, pentafluorophenyl ester；(2,3,4,5,6-pentafluorophenyl) nonanoate
• 化学式: C₁₅H₁₇F₅O₂
• 分子量: 324.291
• InChiKey: NYEKCHUHJSWPKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Nonanoic acid pentafluorophenyl ester 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  Expansion of Antibacterial Spectrum of Muraymycins toward Pseudomonas aeruginosa

  摘要：

  It is urgent to develop novel anti-Pseudomonas agents that should also be active against multidrug resistant P. aeruginosa. Expanding the antibacterial spectrum of muraymycins toward P. aeruginosa was investigated by the systematic structure activity relationship study. It was revealed that two functional groups, a lipophilic side chain and a guanidino group, at the accessory moiety of muraymycins were important for the anti-Pseudomonas activity, and analogue 29 exhibited antibacterial activity against a range of P. aeruginosa strains with the minimum inhibitory concentration values of 4-8 mu g/mL.

  DOI：

  10.1021/ml5000096
• 作为产物：
  描述：

  壬酸 、 五氟苯酚 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 Nonanoic acid pentafluorophenyl ester
  参考文献：
  名称：

  Expansion of Antibacterial Spectrum of Muraymycins toward Pseudomonas aeruginosa

  摘要：

  It is urgent to develop novel anti-Pseudomonas agents that should also be active against multidrug resistant P. aeruginosa. Expanding the antibacterial spectrum of muraymycins toward P. aeruginosa was investigated by the systematic structure activity relationship study. It was revealed that two functional groups, a lipophilic side chain and a guanidino group, at the accessory moiety of muraymycins were important for the anti-Pseudomonas activity, and analogue 29 exhibited antibacterial activity against a range of P. aeruginosa strains with the minimum inhibitory concentration values of 4-8 mu g/mL.

  DOI：

  10.1021/ml5000096

文献信息

• Antibiotics GE23077, novel inhibitors of bacterial RNA polymerase. Part 3: Chemical derivatization
  作者：Riccardo Mariani、Giorgio Granata、Sonia I. Maffioli、Stefania Serina、Cristina Brunati、Margherita Sosio、Alessandra Marazzi、Alfredo Vannini、Dinesh Patel、Richard White、Romeo Ciabatti

  DOI：10.1016/j.bmcl.2005.05.060

  日期：2005.8

  GE23077 is a novel RNA polymerase inhibitor that is isolated from the fermentation broth of an Actinomadura sp. It is a cyclic heptapeptide complex made up of four factors, differing in the structure of acyl group connected to the side chain of an alpha,beta-diaminopropanoic acid moiety and in the configuration of the stereocenter of an alpha-amino-malonic acid residue. Although GE23077 shows strong inhibitory activity on both Rifampicin-sensitive and -resistant polymerases, it exhibits poor antimicrobial activity. The most reasonable explanation for this property has been based on the lack of penetration of the molecule across the bacterial membrane, owing to its strong hydrophilic character. To improve penetration, several parts of the molecule were accordingly modified with the aim of altering the physico-chemical properties of GE23077. The current SAR study has identified moieties important for RNA polymerase activity. (c) 2005 Elsevier Ltd. All rights reserved.
• Expansion of Antibacterial Spectrum of Muraymycins toward <i>Pseudomonas aeruginosa</i>
  作者：Yusuke Takeoka、Tetsuya Tanino、Mitsuaki Sekiguchi、Shuji Yonezawa、Masahiro Sakagami、Fumiyo Takahashi、Hiroko Togame、Yoshikazu Tanaka、Hiroshi Takemoto、Satoshi Ichikawa、Akira Matsuda

  DOI：10.1021/ml5000096

  日期：2014.5.8

  It is urgent to develop novel anti-Pseudomonas agents that should also be active against multidrug resistant P. aeruginosa. Expanding the antibacterial spectrum of muraymycins toward P. aeruginosa was investigated by the systematic structure activity relationship study. It was revealed that two functional groups, a lipophilic side chain and a guanidino group, at the accessory moiety of muraymycins were important for the anti-Pseudomonas activity, and analogue 29 exhibited antibacterial activity against a range of P. aeruginosa strains with the minimum inhibitory concentration values of 4-8 mu g/mL.