3,3′-((3-hydroxyphenyl)methylene)bis(4-hydroxy-6-methyl-2H-chromen-2-one) | 1431165-39-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3,3′-((3-hydroxyphenyl)methylene)bis(4-hydroxy-6-methyl-2H-chromen-2-one)
• 英文别名: 3,3'-((3-hydroxyphenyl)methylene)bis(6-methyl-4-hydroxy-2H-chromen-2-one)；4-Hydroxy-3-[(4-hydroxy-6-methyl-2-oxochromen-3-yl)-(3-hydroxyphenyl)methyl]-6-methylchromen-2-one；4-hydroxy-3-[(4-hydroxy-6-methyl-2-oxochromen-3-yl)-(3-hydroxyphenyl)methyl]-6-methylchromen-2-one
• CAS: 1431165-39-7
• 化学式: C₂₇H₂₀O₇
• 分子量: 456.452
• InChiKey: PSUOCOKWJVUEQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  sodium hydroxide 、 1,10-菲罗啉 、 3,3′-((3-hydroxyphenyl)methylene)bis(4-hydroxy-6-methyl-2H-chromen-2-one) 、 copper(II) nitrate trihydrate 以 乙醇 、 水 为溶剂， 以70%的产率得到
  参考文献：
  名称：

  Dicoumarol complexes of Cu(II) based on 1,10-phenanthroline: Synthesis, X-ray diffraction studies, thermal behavior and biological evaluation

  摘要：

  A series of Cu(II) complexes containing dicoumarol derivatives and 1, 10-phenanthroline have been synthesized. Structural and spectroscopic properties of ligands were studied on the basis of mass spectra, NMR (H-1 and C-13) spectra, FT-IR spectrophotometry and elemental analysis, while physico-chemical, spectroscopic and thermal properties of mixed ligand complexes have been studied on the basis of infrared spectra, mass spectra, electronic spectra, powder X-ray diffraction, elemental analysis and thermogravimetric analysis. X-ray diffraction study suggested the suitable octahedral geometry for hexa-coordinated state. The kinetic parameters such as order of reaction (n), energy of activation (E-a), entropy (S*), pre-exponential factor (A), enthalpy (H*) and Gibbs free energy (G*) have been calculated using Freeman-Carroll method. Ferric-reducing antioxidant power (FRAP) of all complexes were measured. All the compounds were screened for their antibacterial activity against Escherichia coli, Pseudomonas aeruginosa, Streptococcus pyogenes and Bacillus subtilis, while antifungal activity against Candida albicans and Aspergillus niger have been carried out. Also compounds against Mycobacterium tuberculosis shows clear enhancement in the anti-tubercular activity upon copper complexation. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.09.096
• 作为产物：
  描述：

  对甲酚 在 zinc(II) chloride 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 20.0h， 生成 3,3′-((3-hydroxyphenyl)methylene)bis(4-hydroxy-6-methyl-2H-chromen-2-one)
  参考文献：
  名称：

  Dicoumarol complexes of Cu(II) based on 1,10-phenanthroline: Synthesis, X-ray diffraction studies, thermal behavior and biological evaluation

  摘要：

  A series of Cu(II) complexes containing dicoumarol derivatives and 1, 10-phenanthroline have been synthesized. Structural and spectroscopic properties of ligands were studied on the basis of mass spectra, NMR (H-1 and C-13) spectra, FT-IR spectrophotometry and elemental analysis, while physico-chemical, spectroscopic and thermal properties of mixed ligand complexes have been studied on the basis of infrared spectra, mass spectra, electronic spectra, powder X-ray diffraction, elemental analysis and thermogravimetric analysis. X-ray diffraction study suggested the suitable octahedral geometry for hexa-coordinated state. The kinetic parameters such as order of reaction (n), energy of activation (E-a), entropy (S*), pre-exponential factor (A), enthalpy (H*) and Gibbs free energy (G*) have been calculated using Freeman-Carroll method. Ferric-reducing antioxidant power (FRAP) of all complexes were measured. All the compounds were screened for their antibacterial activity against Escherichia coli, Pseudomonas aeruginosa, Streptococcus pyogenes and Bacillus subtilis, while antifungal activity against Candida albicans and Aspergillus niger have been carried out. Also compounds against Mycobacterium tuberculosis shows clear enhancement in the anti-tubercular activity upon copper complexation. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.09.096

文献信息

• Synthesis and molecular docking studies of potent α-glucosidase inhibitors based on biscoumarin skeleton
  作者：Khalid Mohammed Khan、Fazal Rahim、Abdul Wadood、Naveen Kosar、Muhammad Taha、Salima Lalani、Aisha Khan、Muhammad Imran Fakhri、Muhammad Junaid、Wajid Rehman、Momin Khan、Shahnaz Perveen、Muhammad Sajid、M. Iqbal Choudhary

  DOI：10.1016/j.ejmech.2014.05.010

  日期：2014.6

  In our effort directed toward the discovery of new anti-diabetic agent for the treatment of diabetes, a library of biscoumarin derivative 1-18 was synthesized and evaluated for alpha-glucosidase inhibitory potential. All eighteen (18) compounds displayed assorted alpha-glucosidase activity with IC50 values 16.5 -385.9 mu M, if compared with the standard acarbose (IC50 = 906 +/- 6.387 mu M). In addition, molecular docking studies were carried out to explore the binding interactions of biscoumarin derivatives with the enzyme. This study has identified a new class of potent alpha-glucosidase inhibitors. (C) 2014 Elsevier Masson SAS. All rights reserved.
• Rahim, Fazal; Samreen; Ullah, Hayat, Journal of the Chemical Society of Pakistan, 2017, vol. 39, # 1, p. 79 - 82
  作者：Rahim, Fazal、Samreen、Ullah, Hayat、Fakhri, Muhammad Imran、Salar, Uzma、Perveen, Shahnaz、Khan, Khalid Mohammed、Choudhary, M. Iqbal

  DOI：——

  日期：——
• Dicoumarol complexes of Cu(II) based on 1,10-phenanthroline: Synthesis, X-ray diffraction studies, thermal behavior and biological evaluation
  作者：Hitesh R. Dholariya、Ketan S. Patel、Jiten C. Patel、Kanuprasad D. Patel

  DOI：10.1016/j.saa.2012.09.096

  日期：2013.5

  A series of Cu(II) complexes containing dicoumarol derivatives and 1, 10-phenanthroline have been synthesized. Structural and spectroscopic properties of ligands were studied on the basis of mass spectra, NMR (H-1 and C-13) spectra, FT-IR spectrophotometry and elemental analysis, while physico-chemical, spectroscopic and thermal properties of mixed ligand complexes have been studied on the basis of infrared spectra, mass spectra, electronic spectra, powder X-ray diffraction, elemental analysis and thermogravimetric analysis. X-ray diffraction study suggested the suitable octahedral geometry for hexa-coordinated state. The kinetic parameters such as order of reaction (n), energy of activation (E-a), entropy (S*), pre-exponential factor (A), enthalpy (H*) and Gibbs free energy (G*) have been calculated using Freeman-Carroll method. Ferric-reducing antioxidant power (FRAP) of all complexes were measured. All the compounds were screened for their antibacterial activity against Escherichia coli, Pseudomonas aeruginosa, Streptococcus pyogenes and Bacillus subtilis, while antifungal activity against Candida albicans and Aspergillus niger have been carried out. Also compounds against Mycobacterium tuberculosis shows clear enhancement in the anti-tubercular activity upon copper complexation. (c) 2012 Elsevier B.V. All rights reserved.