2-phenylbenzo[1,4]oxathiin-6-ol | 1616377-40-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-phenylbenzo[1,4]oxathiin-6-ol
• 英文别名: 2-Phenyl-1,4-benzoxathiin-6-ol；2-phenyl-1,4-benzoxathiin-6-ol
• CAS: 1616377-40-2
• 化学式: C₁₄H₁₀O₂S
• 分子量: 242.298
• InChiKey: CKSOFTOOHLLOMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(benzyloxy)-2-mercaptophenol 在 苯膦酰二氯 、 四氯化钛 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 28.0h， 生成 2-phenylbenzo[1,4]oxathiin-6-ol
  参考文献：
  名称：

  Thiaflavan scavenges radicals and inhibits DNA oxidation: A story from the ferrocene modification

  摘要：

  4-Thiaflavan is a sulfur-substituted flavonoid with a benzoxathiin scaffold. The aim of this work is to compare abilities of sulfur and oxygen atom, hydroxyl groups, and ferrocene moiety at different positions of 4-thiaflavan to trap radicals and to inhibit DNA oxidation. It is found that abilities of thiaflavans to trap radicals and to inhibit DNA oxidation are increased in the presence of ferrocene moiety and are further improved by the electron-donating group attaching to thiaflavan skeleton. It can be concluded that the ferrocene moiety plays the major role for thiaflavans to be antioxidants even in the absence of phenolic hydroxyl groups. On the other hand, the antioxidant effectiveness of phenolic hydroxyl groups in thiaflavans can be improved by the electron-donating group. The influences of sulfur and oxygen atoms in thiaflavans on the antioxidant property of para-hydroxyl group exhibit different manners when the thiaflavans are used to trap radicals and to inhibit DNA oxidation. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.04.081