7-hexadecyloxyhesperetin | 348150-69-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 7-hexadecyloxyhesperetin
• 英文别名: 7-Hexadecyloxyhesperetin；(2S)-7-hexadecoxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
• CAS: 348150-69-6
• 化学式: C₃₂H₄₆O₆
• 分子量: 526.714
• InChiKey: GUAMXRWOZXOBOV-PMERELPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  38
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-十六烷醇 、 橙皮素 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 10.5h， 以5.3%的产率得到7-hexadecyloxyhesperetin
  参考文献：
  名称：

  Synthesis and antimicrobial activity of 7-alkoxyhesperetin derivatives

  摘要：

  Some new 7-alkoxyhesperetin derivatives, 7-methoxy-(c), 7-butoxy-(d), 7-octyloxy-(e), 7-decyloxy-(f), and 7-dodecyloxyhesperetin(g), were synthesized and confirmed by UV, IR, (1)H NMR, and MS spectra data. The series of the synthesized compounds has been screened for their antibacterial activity in vitro and evaluated their structure-activity relationships. Substitution of the H with alkyl groups at C-7-OH led to significant change of their antibacterial activity. The antibacterial activity of 7-alkoxyhesperetin derivatives increased with the elongating of the length of aliphatic chain, and the maximum activity was reached at twelve carbon atoms. Compound f showed the highest antibacterial activity among all the compounds.

  DOI：

  10.1007/s00044-010-9462-7

文献信息

• Synthesis and antimicrobial activity of 7-alkoxyhesperetin derivatives
  作者：Baoshun Zhang、Xiaoli Ye、Zhu Chen、Xiaofei Jiang、Lujiang Yuan、Jun Yi、Xuegang Li

  DOI：10.1007/s00044-010-9462-7

  日期：2011.11

  Some new 7-alkoxyhesperetin derivatives, 7-methoxy-(c), 7-butoxy-(d), 7-octyloxy-(e), 7-decyloxy-(f), and 7-dodecyloxyhesperetin(g), were synthesized and confirmed by UV, IR, (1)H NMR, and MS spectra data. The series of the synthesized compounds has been screened for their antibacterial activity in vitro and evaluated their structure-activity relationships. Substitution of the H with alkyl groups at C-7-OH led to significant change of their antibacterial activity. The antibacterial activity of 7-alkoxyhesperetin derivatives increased with the elongating of the length of aliphatic chain, and the maximum activity was reached at twelve carbon atoms. Compound f showed the highest antibacterial activity among all the compounds.