3-(2,3-dihydroxyphenyl)indan-1-one | 756900-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 3-(2,3-dihydroxyphenyl)indan-1-one
• 英文别名: 1H-Inden-1-one, 3-(2,3-dihydroxyphenyl)-2,3-dihydro-；3-(2,3-dihydroxyphenyl)-2,3-dihydroinden-1-one
• CAS: 756900-95-5
• 化学式: C₁₅H₁₂O₃
• 分子量: 240.258
• InChiKey: FWXYOVKOUZLVKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-苯基-1-茚酮 在 葡萄糖 、 异丙基-beta-D-硫代半乳糖吡喃糖苷 Escherichia coli JM₁₀₉ harboring plasmid pBS₂₀₇₂B 、 M₉ medium 、 维生素B1 作用下， 以70%的产率得到3-(2,3-dihydroxyphenyl)indan-1-one
  参考文献：
  名称：

  Synthesis of vicinal diols from various arenes with a heterocyclic, amino or carboxyl group by using recombinant Escherichia coli cells expressing evolved biphenyl dioxygenase and dihydrodiol dehydrogenase genes

  摘要：

  Various aromatic molecules, in which heterocycles are linked with a phenyl or benzyl group, were converted to their respective 2,3-diols (catechols) in the benzene ring by growing cell reactions using recombinant Escherichia coli, which expressed the evolved biphenyl dioxygenase [bphA (2072)] genes and the subsequent bacterial dihydrodiol dehydrogenase (bphB) gene. These vicinal diol products showed strong in vitro inhibitory activity against the lipid peroxidation induced by free radicals and strong scavenging activity towards DPPH radicals. The vicinal diols were also synthesized from ionized monocyclic aromatics incorporating an amino or carboxyl group. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.052

文献信息

• Synthesis of vicinal diols from various arenes with a heterocyclic, amino or carboxyl group by using recombinant Escherichia coli cells expressing evolved biphenyl dioxygenase and dihydrodiol dehydrogenase genes
  作者：Norihiko Misawa、Ryoko Nakamura、Yukiko Kagiyama、Hiroshi Ikenaga、Kensuke Furukawa、Kazutoshi Shindo

  DOI：10.1016/j.tet.2004.10.052

  日期：2005.1

  Various aromatic molecules, in which heterocycles are linked with a phenyl or benzyl group, were converted to their respective 2,3-diols (catechols) in the benzene ring by growing cell reactions using recombinant Escherichia coli, which expressed the evolved biphenyl dioxygenase [bphA (2072)] genes and the subsequent bacterial dihydrodiol dehydrogenase (bphB) gene. These vicinal diol products showed strong in vitro inhibitory activity against the lipid peroxidation induced by free radicals and strong scavenging activity towards DPPH radicals. The vicinal diols were also synthesized from ionized monocyclic aromatics incorporating an amino or carboxyl group. (C) 2004 Elsevier Ltd. All rights reserved.