N-[(2-methoxy-5-nitrophenyl)]-4-oxo-4-oxybutenamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[(2-methoxy-5-nitrophenyl)]-4-oxo-4-oxybutenamide
• 英文别名: 4-(2-methoxy-5-nitrophenylamino)-4-oxobut-2-enoic acid；3-(2-Methoxy-5-nitro-phenylcarbamoyl)-acrylic acid；4-(2-methoxy-5-nitroanilino)-4-oxobut-2-enoic acid
• 化学式: C₁₁H₁₀N₂O₆
• 分子量: 266.21
• InChiKey: MRKPTXZBUGDKNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[(2-methoxy-5-nitrophenyl)]-4-oxo-4-oxybutenamide 在 碳酸氢钠 作用下， 以 水 为溶剂， 生成 sodium 4-(2-methoxy-5-nitrophenylamino)-4-oxobut-2-enoate
  参考文献：
  名称：

  Synthesis, characterization, POM analyses and biological evaluation of n-[(2-methoxy-5- nitrophenyl)]-4-oxo-4-[oxy] butenamide based zinc(II) carboxylate complexes

  摘要：

  摘要。药物化学的目标是将许多科学学科联系起来，使科学家能够研究和开发具有增强和靶向性质的新药物。本文探讨了基于N-[(2-甲氧基-5-硝基苯基)]-4-氧代-4-丁烯酰胺的四种新锌(II)羧酸盐络合物的制备，通过傅立叶变换红外光谱和能量色散X射线分析进行了表征。通过光谱学（紫外可见）和黏度测量评估了络合物的DNA结合能力和结合类型，表明它们呈现出插入式相互作用模式。通过分子对接研究也评估了合成化合物的性质，结果也显示插入模式。对生物应用的复合物进行分析，如抗微生物、抗利什曼原虫、细胞毒性和DNA损伤活性，表明这些复合物具有良好的抗微生物、抗利什曼原虫活性，对人类血液甲状腺细胞和DNA无毒性。通过计算机模拟研究还评估了生物利用度预测和药物相似性评分。关键词：Zn(II)羧酸盐络合物、DNA结合、抗利什曼原虫活性、细胞毒性、对接研究。《埃塞俄比亚化学学会通讯》2021年，35(2)，365-380。DOI：https://dx.doi.org/10.4314/bcse.v35i2.11

  DOI：

  10.4314/bcse.v35i2.11
• 作为产物：
  描述：

  马来酸酐 、 2-氨基-4-硝基苯甲醚 在 溶剂黄146 作用下， 生成 N-[(2-methoxy-5-nitrophenyl)]-4-oxo-4-oxybutenamide
  参考文献：
  名称：

  Synthesis, characterization, POM analyses and biological evaluation of n-[(2-methoxy-5- nitrophenyl)]-4-oxo-4-[oxy] butenamide based zinc(II) carboxylate complexes

  摘要：

  摘要。药物化学的目标是将许多科学学科联系起来，使科学家能够研究和开发具有增强和靶向性质的新药物。本文探讨了基于N-[(2-甲氧基-5-硝基苯基)]-4-氧代-4-丁烯酰胺的四种新锌(II)羧酸盐络合物的制备，通过傅立叶变换红外光谱和能量色散X射线分析进行了表征。通过光谱学（紫外可见）和黏度测量评估了络合物的DNA结合能力和结合类型，表明它们呈现出插入式相互作用模式。通过分子对接研究也评估了合成化合物的性质，结果也显示插入模式。对生物应用的复合物进行分析，如抗微生物、抗利什曼原虫、细胞毒性和DNA损伤活性，表明这些复合物具有良好的抗微生物、抗利什曼原虫活性，对人类血液甲状腺细胞和DNA无毒性。通过计算机模拟研究还评估了生物利用度预测和药物相似性评分。关键词：Zn(II)羧酸盐络合物、DNA结合、抗利什曼原虫活性、细胞毒性、对接研究。《埃塞俄比亚化学学会通讯》2021年，35(2)，365-380。DOI：https://dx.doi.org/10.4314/bcse.v35i2.11

  DOI：

  10.4314/bcse.v35i2.11

文献信息

• Synthesis, characterization, POM analyses and biological evaluation of n-[(2-methoxy-5- nitrophenyl)]-4-oxo-4-[oxy] butenamide based zinc(II) carboxylate complexes
  作者：M. S. Khan、M. Sirajuddin、M. Zubair、H. Khan、M. Tariq、S. Mehwish、N. Ullah

  DOI：10.4314/bcse.v35i2.11

  日期：——

  ABSTRACT. The aim of medicinal chemistry is to links many scientific disciplines and allows the scientists in researching and developing new drugs with enhance and targeted properties. In this article we are exploring the preparation of four new zinc(II) carboxylate complexes based on N-[(2-methoxy-5-nitrophenyl)]-4-oxo-4-[oxy]butenamide which were characterized through FT-IR and EDX studies. The DNA binding ability and binding type of complexes were assessed by spectroscopic (UV-Visible) and viscosity measurements, exhibiting an intercalative pattern of interaction. The synthesized compounds were also assessed to know theoretically about their nature by molecular docking studies resulting also in intercalation mode. Analysis of the complexes for biological applications such as anti-microbial, anti-leishmanial, cytotoxicity and DNA damage activities showed that these complexes carries good anti-microbial, anti-leishmanial activity with no toxicity to human blood thyrocytes and DNA. The bioavailability prediction and drug likeness score has also been evaluated through Insilco studies.                     KEY WORDS: Zn(II) carboxylate complex, DNA binding, Anti-leishmanial activity, Cytotoxicity, Docking study   Bull. Chem. Soc. Ethiop. 2021, 35(2), 365-380. DOI: https://dx.doi.org/10.4314/bcse.v35i2.11

  摘要。药物化学的目标是将许多科学学科联系起来，使科学家能够研究和开发具有增强和靶向性质的新药物。本文探讨了基于N-[(2-甲氧基-5-硝基苯基)]-4-氧代-4-丁烯酰胺的四种新锌(II)羧酸盐络合物的制备，通过傅立叶变换红外光谱和能量色散X射线分析进行了表征。通过光谱学（紫外可见）和黏度测量评估了络合物的DNA结合能力和结合类型，表明它们呈现出插入式相互作用模式。通过分子对接研究也评估了合成化合物的性质，结果也显示插入模式。对生物应用的复合物进行分析，如抗微生物、抗利什曼原虫、细胞毒性和DNA损伤活性，表明这些复合物具有良好的抗微生物、抗利什曼原虫活性，对人类血液甲状腺细胞和DNA无毒性。通过计算机模拟研究还评估了生物利用度预测和药物相似性评分。关键词：Zn(II)羧酸盐络合物、DNA结合、抗利什曼原虫活性、细胞毒性、对接研究。《埃塞俄比亚化学学会通讯》2021年，35(2)，365-380。DOI：https://dx.doi.org/10.4314/bcse.v35i2.11
• Synthesis, spectroscopic characterization, biological screening and POM analysis of potentially bioactive copper(II) carboxylate complexes
  作者：Muhammad Sirajuddin、Changaiz Ahmad、Hizbuallah Khan、Imdad Ullahkhan、Muhammad Tariq、Nazif Ullah

  DOI：10.4314/bcse.v36i1.6

  日期：——

  ABSTRACT. Here we are reporting the synthesis, characterization of four novel copper(II) complexes with carboxylate ligand and their evaluation for biological applications. The complexes have general formulas C22H18CuN4O12, C32H26CuN6O12, C27H23CuN5O12 and C34H26CuN6O12. The synthesized complexes were characterized by FT-IR and elemental analyses carried out through EDX. The deprotonation of the carboxylate ligand, 4-(2-methoxy-5-nitrophenylamino)-4-oxobut-2-enoic acid, was observed in FT-IR spectrum, indicating that complexation happens via the carboxylate moiety's oxygen. In complexes 1 and 3, the value of Δν value is in between 120-180 cm-1 showing the bridging mode of the carboxylate moiety while in complexes 2 and 4, its value is greater than 180 cm-1 indicating the monodentate binding mode. The findings of antimicrobial activity revealed that the complexes have adequate antibacterial and antifungal properties. The anti-promastigote analysis results showed that the complexes 1 and 4 have significant activity as compared to the standard drug. The binding mode of complexes with DNA was confirmed by UV-Visible spectroscopy and viscosity measurements and the results showed that complexes interact with DNA through intercalative mode. A new and efficient strategy was applied through POM (Petra, Osiris and Molinspiration) analyses for determining the toxicity assessment, bio-availability and drug score of the synthesized complexes. The results showed that the complexes have good bioavailability and drug scores.                 KEY WORDS: Copper(II) carboxylate complex, DNA binding, Anti-promastigote analysis, Cytotoxicity, POM analysis, Docking study Bull. Chem. Soc. Ethiop. 2022, 36(1), 57-71.                                                                     DOI: https://dx.doi.org/10.4314/bcse.v36i1.6  

  摘要：本文报告了四种新型铜（II）羧酸配体配合物的合成、表征及其生物应用评估。这些配合物的通式分别为 C22H18CuN4O12、C32H26CuN6O12、C27H23CuN5O12 和 C34H26CuN6O12。合成的配合物通过傅立叶变换红外光谱进行了表征，并通过电离辐射 X 进行了元素分析。在傅立叶变换红外光谱中观察到了羧酸配体 4-（2-甲氧基-5-硝基苯基氨基）-4-氧代丁烯-2-酸的去质子化现象，这表明络合物是通过羧酸基的氧发生络合的。在复合物 1 和 3 中，Δν 值介于 120-180 cm-1 之间，表明羧酸盐分子的桥接模式，而在复合物 2 和 4 中，Δν 值大于 180 cm-1，表明单齿结合模式。抗菌活性研究结果表明，复合物具有足够的抗菌和抗真菌特性。抗原生动物分析结果表明，与标准药物相比，复合物 1 和 4 具有显著的活性。紫外-可见光谱和粘度测量证实了复合物与 DNA 的结合模式，结果表明复合物通过插层模式与 DNA 相互作用。通过 POM（Petra、Osiris 和 Molinspiration）分析，采用了一种新的高效策略来确定合成复合物的毒性评估、生物利用度和药物评分。结果表明，这些复合物具有良好的生物利用度和药物评分； ； Key words: Copper(II) carboxylate complex, DNA binding, Anti-promastigote analysis, Cytotoxicity, POM analysis, Docking study ； Bull.Chem.Soc.2022，36（1），57-71； DOI: https://dx.doi.org/10.4314/bcse.v36i1.6 ；