7-[2-(2-Furylmethylamino)ethoxy]-5-hydroxy-3-(4-hydroxyphenyl)chromen-4-one | 947603-45-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 7-[2-(2-Furylmethylamino)ethoxy]-5-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
• 英文别名: 7-[2-(furan-2-ylmethylamino)ethoxy]-5-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
• CAS: 947603-45-4
• 化学式: C₂₂H₁₉NO₆
• 分子量: 393.396
• InChiKey: VWUAMILXBLUMQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  101
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  7-(2-bromoethoxy)-5-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one 、 2-呋喃甲胺 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以79%的产率得到7-[2-(2-Furylmethylamino)ethoxy]-5-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
  参考文献：
  名称：

  Synthesis and antimicrobial activities of 7-O-modified genistein derivatives

  摘要：

  Three series of genistein derivatives with heterocycles were prepared, in which genistein and heterocyclic moieties were separated by 2-carbon, 3-carbon and 4-carbon spacers. Among the 33 compounds we prepared 11 of them (2c and 5a-j) are reported for the first time, while the preparation of 2a,b, 3a-j and 4a-j was reported in our recent paper. All the derivatives were screened for antibacterial (Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Pseudomonas fluorescence) and antifungal (Aspergillus niger, Candida albicans and Trichophyton rubrum) activities by MTT method. Among the compounds tested, 4a, 4e, 4f, 4h, 5e and 5f exhibited good antibacterial activities while 4a also showed notable antifungal activity. Especially, 5f exhibited stronger antibacterial activity against B. subtilis and S. aureus comparable to positive controls. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.09.008

文献信息

• Synthesis and antimicrobial activities of 7-O-modified genistein derivatives
  作者：Li-Na Zhang、Ping Cao、Shu-Hua Tan、Wen Gu、Lei Shi、Hai-Liang Zhu

  DOI：10.1016/j.ejmech.2007.09.008

  日期：2008.7

  Three series of genistein derivatives with heterocycles were prepared, in which genistein and heterocyclic moieties were separated by 2-carbon, 3-carbon and 4-carbon spacers. Among the 33 compounds we prepared 11 of them (2c and 5a-j) are reported for the first time, while the preparation of 2a,b, 3a-j and 4a-j was reported in our recent paper. All the derivatives were screened for antibacterial (Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Pseudomonas fluorescence) and antifungal (Aspergillus niger, Candida albicans and Trichophyton rubrum) activities by MTT method. Among the compounds tested, 4a, 4e, 4f, 4h, 5e and 5f exhibited good antibacterial activities while 4a also showed notable antifungal activity. Especially, 5f exhibited stronger antibacterial activity against B. subtilis and S. aureus comparable to positive controls. (c) 2007 Elsevier Masson SAS. All rights reserved.