3-(2,4-Dimethoxyphenyl)-1-(2-hydroxy-5-methylphenyl)prop-2-en-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-(2,4-Dimethoxyphenyl)-1-(2-hydroxy-5-methylphenyl)prop-2-en-1-one
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.3
• InChiKey: GBECLVFJNGNKHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2,4-Dimethoxyphenyl)-1-(2-hydroxy-5-methylphenyl)prop-2-en-1-one 在 水 、 双氧水 作用下， 以 乙醇 为溶剂， 生成 2',4'-Dimethoxy-3-hydroxy-6-methylflavone
  参考文献：
  名称：

  10.1002/cbdv.202400393

  摘要：

  Flavonoids epitomize structural scaffolds in many biologically active synthetic and natural compounds. They showcase a diverse spectrum of biological activities including anticancer, antidiabetic, antituberculosis, antimalarial, and antibiofilm activities. The antibiofilm activity of a series of new chalcones and flavonols against clinically significant Pseudomonas aeruginosa PAO1 strain was studied. Antivirulence activities were screened by analysing the effect of compounds on the production of virulence factors like pyocyanin, LasA protease, cell surface hydrophobicity, and rhamnolipid. The best ligands towards the quorum sensing proteins LasR, RhlR, and PqsR were recognised using a molecular docking study. The gene expression in P. aeruginosa after treatment with test compounds was evaluated on quorum sensing genes including rhlA, lasB, and pqsE. The antibiofilm potential of chalcones and flavonols was confirmed by the efficient reduction in the production of virulence factors and downregulation of gene expression.

  DOI：

  10.1002/cbdv.202400393
• 作为产物：
  描述：

  2,4-二甲氧基苯甲醛 、 2-羟基-5-甲基苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 3-(2,4-Dimethoxyphenyl)-1-(2-hydroxy-5-methylphenyl)prop-2-en-1-one
  参考文献：
  名称：

  10.1002/cbdv.202400393

  摘要：

  Flavonoids epitomize structural scaffolds in many biologically active synthetic and natural compounds. They showcase a diverse spectrum of biological activities including anticancer, antidiabetic, antituberculosis, antimalarial, and antibiofilm activities. The antibiofilm activity of a series of new chalcones and flavonols against clinically significant Pseudomonas aeruginosa PAO1 strain was studied. Antivirulence activities were screened by analysing the effect of compounds on the production of virulence factors like pyocyanin, LasA protease, cell surface hydrophobicity, and rhamnolipid. The best ligands towards the quorum sensing proteins LasR, RhlR, and PqsR were recognised using a molecular docking study. The gene expression in P. aeruginosa after treatment with test compounds was evaluated on quorum sensing genes including rhlA, lasB, and pqsE. The antibiofilm potential of chalcones and flavonols was confirmed by the efficient reduction in the production of virulence factors and downregulation of gene expression.

  DOI：

  10.1002/cbdv.202400393

文献信息

• 10.1002/cbdv.202400393
  作者：Benny, Anjitha Theres、Thamim, Masthan、Easwaran, Nalini、Gothandam, Kodiveri Muthukaliannan、Thirumoorthy, Krishnan、Radhakrishnan, Ethiraj Kannatt

  DOI：10.1002/cbdv.202400393

  日期：——

  Flavonoids epitomize structural scaffolds in many biologically active synthetic and natural compounds. They showcase a diverse spectrum of biological activities including anticancer, antidiabetic, antituberculosis, antimalarial, and antibiofilm activities. The antibiofilm activity of a series of new chalcones and flavonols against clinically significant Pseudomonas aeruginosa PAO1 strain was studied. Antivirulence activities were screened by analysing the effect of compounds on the production of virulence factors like pyocyanin, LasA protease, cell surface hydrophobicity, and rhamnolipid. The best ligands towards the quorum sensing proteins LasR, RhlR, and PqsR were recognised using a molecular docking study. The gene expression in P. aeruginosa after treatment with test compounds was evaluated on quorum sensing genes including rhlA, lasB, and pqsE. The antibiofilm potential of chalcones and flavonols was confirmed by the efficient reduction in the production of virulence factors and downregulation of gene expression.