2-methoxy-4-((2-methyl-4-phenylquinolin-3-yl)methyl)phenol | 1408335-48-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-methoxy-4-((2-methyl-4-phenylquinolin-3-yl)methyl)phenol
• CAS: 1408335-48-7
• 化学式: C₂₄H₂₁NO₂
• 分子量: 355.436
• InChiKey: FKIZYTRHNZLDEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.52
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  42.35
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  香草醛 在 rosenmund catalyst 、 氢气 、 三氟乙酸 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 100.0 ℃ 、206.85 kPa 条件下， 反应 0.5h， 生成 2-methoxy-4-((2-methyl-4-phenylquinolin-3-yl)methyl)phenol
  参考文献：
  名称：

  Synthesis of quinoline derivatives of tetrahydrocurcumin and zingerone and evaluation of their antioxidant and antibacterial attributes

  摘要：

  Tetrahydrocurcumin (THC, 1) and zingerone (2) are biologically active molecules originating from the important spices turmeric and ginger, respectively. Novel quinoline derivatives of THC and zingerone have been synthesised by an efficient protocol involving their reaction with substituted 2-aminobenzophenones and 2-aminoacetophenone. Radical-scavenging activities (RSA) of THC, zingerone and their quinoline derivatives were evaluated. The amino-substituted quinoline derivative of THC, le, showed antioxidant activity superior to those of 1 and la. Derivatives 1b, 1c, 1d and 1f exhibited relatively lower RSA at equimolar concentrations (similar to 50-55 mu mol). A similar trend was also seen in zingerone (2) and its derivatives (2a-2e), with 2e displaying the best RSA. Derivatives of THC (1a-1f) showed stronger antimicrobial activity than THC (1) against Staphylococcus aureus, Bacillus cereus, Escherichia coli, and Yersinia enterocolitica. Also, derivatives of zingerone (2b-2e) exhibited lower minimum inhibitory concentrations (MIC) values than zingerone (2) and its derivative, 2a for both Gram-positive and Gram-negative bacteria. The molecules may have potential pharmacological applications. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.foodchem.2012.08.052