N-(4-nitro-benzoyl)-DL-isoleucine

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(4-nitro-benzoyl)-DL-isoleucine
• 英文别名: N-(4-Nitro-benzoyl)-DL-isoleucin；(2S,3S)-3-methyl-2-[(4-nitrobenzoyl)amino]pentanoic acid
• 化学式: C₁₃H₁₆N₂O₅
• 分子量: 280.28
• InChiKey: QPWLHRIPRXXTLD-KWQFWETISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-nitro-benzoyl)-DL-isoleucine 在 乙醇 、 钯 作用下， 生成 N-(4-amino-benzoyl)-DL-isoleucine
  参考文献：
  名称：

  Analogs of Pteroylglutamic Acid. IV. Replacement of Glutamic Acid by Other Amino Acids

  摘要：

  DOI：

  10.1021/ja01177a019
• 作为产物：
  描述：

  L-异亮氨酸 、 4-硝基苯甲酰氯 在 sodium hydroxide 作用下， 生成 N-(4-nitro-benzoyl)-DL-isoleucine
  参考文献：
  名称：

  Analogs of Pteroylglutamic Acid. IV. Replacement of Glutamic Acid by Other Amino Acids

  摘要：

  DOI：

  10.1021/ja01177a019

文献信息

• Analogs of Pteroylglutamic Acid. IV. Replacement of Glutamic Acid by Other Amino Acids
  作者：William B. Wright、Donna B. Cosulich、Marvin J. Fahrenbach、Coy W. Waller、James M. Smith、Martin E. Hultquist

  DOI：10.1021/ja01177a019

  日期：1949.9
• Synthesis, characterization, and cytotoxicity of mixed-ligand complexes of palladium(II) with 1,10-phenanthroline and N-carbonyl-L-isoleucine dianion
  作者：J. C. Zhang、L. W. Wang、S. Y. Liu、F. F. Zhang、J. L. Du、L. W. Li、S. X. Wang、S. H. Li、G. Q. Zhou

  DOI：10.1134/s1070328414020122

  日期：2014.2

  Three novel palladium(II) complexes [Pd(Phen)(Bzile)] (I), [Pd(Phen)(p-mBzile)] (II), and [Pd(Phen)(p-NBzile)] center dot H2O (III), where Bzile = N-benzoyl-L-isolecine), p-MBzile = N-(p-methylbenzoyl)-L-isolecine), p-NBzile = N-(p-nitrobenzoyl)-L-isolecine), have been synthesized and characterized by elemental analysis, ES-MS, and IR. The crystal and molecular structure of the complex II has been determined by single crystal X-ray diffraction. The cytotoxicity was tested against carcinoma cell lines: KB, BGC-823, Bel-7402 and HL-60 by MTT assay. The results indicated that these complexes exerted cytotoxicity, but none of them showed higher cytotoxicity than cisplatin. The cytotoxicity against HL-60, BGC-823, Bel-7402 and KB cell lines decreases in the sequence: p-MBzile > Bzile > p-NBzile. It suggests that the acylated groups have important impact on the cytotoxicity of complexes.