avarol-4'-thiophenol

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: avarol-4'-thiophenol
• 英文别名: 2-[[(1R,2S,4aS,8aS)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl]-5-phenylsulfanylbenzene-1,4-diol
• 化学式: C₂₇H₃₄O₂S
• 分子量: 422.632
• InChiKey: BCLSASFUPZDQML-QSFFNLKPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  65.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  阿瓦醌 、 苯硫酚 以 乙醇 为溶剂， 反应 0.08h， 以48%的产率得到avarol-3'-thiophenol
  参考文献：
  名称：

  Synthesis and evaluation of diverse thio avarol derivatives as potential UVB photoprotective candidates

  摘要：

  Semisynthesis of 13 new thio avarol derivatives (4-16) and in vitro evaluation on the photodamage response induced by UVB irradiation are described. Their ability to inhibit NF-kappa B activation and TNF-alpha generation in HaCaT cells as well as their antioxidant capacity in human neutrophils has also been studied. Among them we have identified two monophenyl thio avarol derivatives (4-5) lacking cytotoxicity which can be considered promising UVB photoprotective agents through the potent inhibition of NF-kappa B activation with a mild antioxidant pharmacological profile. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.007

文献信息

• Synthesis and evaluation of diverse thio avarol derivatives as potential UVB photoprotective candidates
  作者：María Amigó、María C. Terencio、Miguel Payá、Carmine Iodice、Salvatore De Rosa

  DOI：10.1016/j.bmcl.2007.02.007

  日期：2007.5

  Semisynthesis of 13 new thio avarol derivatives (4-16) and in vitro evaluation on the photodamage response induced by UVB irradiation are described. Their ability to inhibit NF-kappa B activation and TNF-alpha generation in HaCaT cells as well as their antioxidant capacity in human neutrophils has also been studied. Among them we have identified two monophenyl thio avarol derivatives (4-5) lacking cytotoxicity which can be considered promising UVB photoprotective agents through the potent inhibition of NF-kappa B activation with a mild antioxidant pharmacological profile. (c) 2007 Elsevier Ltd. All rights reserved.