1-biphenyl-4-yl-2-phenyl-1-(5-phenylbenzofuran-2-yl)ethanol | 1370016-15-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1-biphenyl-4-yl-2-phenyl-1-(5-phenylbenzofuran-2-yl)ethanol
• 英文别名: 2-Phenyl-1-(5-phenyl-1-benzofuran-2-yl)-1-(4-phenylphenyl)ethanol；2-phenyl-1-(5-phenyl-1-benzofuran-2-yl)-1-(4-phenylphenyl)ethanol
• CAS: 1370016-15-1
• 化学式: C₃₄H₂₆O₂
• 分子量: 466.579
• InChiKey: VLAYCUWEIIJVPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (5-bromo-1-benzofuran-2-yl)(4-bromophenyl)methanone 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 水 、 甲苯 为溶剂， 反应 6.0h， 生成 1-biphenyl-4-yl-2-phenyl-1-(5-phenylbenzofuran-2-yl)ethanol
  参考文献：
  名称：

  5-phenyl-1-benzofuran-2-yl derivatives: synthesis, antimicrobial, and antioxidant activity

  摘要：

  Previously unknown biphenyl containing 5-phenyl-1-benzofuran-2-yl derivatives; methanones (2a-i), tertiary alcohols (3a-l), and carbinols (4a-f) were synthesized and evaluated for their antimicrobial and antioxidant activities to study the effect of functionalization at the carbonyl carbon and substitution at biphenyl ring on these activities. The introduction of hydroxyl group at carbonyl carbon enhanced the antioxidant property (3a, 3g, 3h, 4a, and 4b), while antimicrobial activity decreased; the carbinol and tertiary alcohols corresponding to methanone 2a and 2b showed no antimicrobial activity. Biphenyl methanones 1, 2a, 2f, and 2g exhibited antimicrobial activity with minimal inhibitory concentration ranging between 0.001 and 0.500 mg/mL, tertiary alcohols 3a, 3g, and 3h and carbinols 4a and 4b exhibited the promising antioxidant property. The mode of action of these active compounds was carried out by docking of receptor GlcN6P synthase with newly synthesized candidate ligands 1, 2a, 2e, 2f, 2g, 2h, 3a, 3g, 3h, 4c, and 4d.

  DOI：

  10.1007/s00044-012-0017-y