2,5,4'-trihydroxybibenzyl

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2,5,4'-trihydroxybibenzyl
• 英文别名: 2,5,4'-Trihydrobibenzyl；2-[2-(4-hydroxyphenyl)ethyl]benzene-1,4-diol
• 化学式: C₁₄H₁₄O₃
• 分子量: 230.263
• InChiKey: OQBZIJHUVOXVJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5,4'-Trimethoxybibenzyl 在 甲基碘化镁 作用下， 以75%的产率得到2,5,4'-trihydroxybibenzyl
  参考文献：
  名称：

  Activity of a hydroxybibenzyl bryophyte constituent against Leishmania spp. and Trypanosoma cruzi: In silico, in vitro and in vivo activity studies

  摘要：

  The synthesis and potent antiprotozoal activity of 14-hydroxylunularin, a natural hydroxybibenzyl bryophyte constituent is reported. 14-Hydroxylunularin was highly active in vitro assays against culture and intracellular forms of Leishmania spp. and Trypanosoma. cruzi, in absence of cytotoxicity against mammalian cells. Preliminary structure-activity relationship studies showed that the reported bioactivity depends on hybridization at the carbon-carbon bridge, position and number of free hydroxy group on the aromatic rings. The reported results were also in agreement with the in silico prediction using Non-Stochastic Quadratic Fingerprints-based algorithms. The same compound also showed antiprotozoal activity in Leishmania spp. infected mice by oral and subcutaneous administration routes, with an optimal treatment of a daily subcutaneous administration of 10 mg/kg of body weight for 15 days. This study suggested that 14-hydroxylunularin may be chosen as a new candidate in the development of leishmanicidal therapy. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.11.007

文献信息

• Neuroprotective Compositions and Methods
  申请人：Lipton Stuart A.

  公开号：US20120296112A1

  公开（公告）日：2012-11-22

  Neurite outgrowth-promoting prostaglandins (NEPPs) and other electrophilic compounds bind to Keap1, a negative regulator of the transcription factor Nrf2, and prevent Keap1-mediated inactivation of Nrf2 and, thus, enhance Nrf2 translocation into the nucleus of neuronal cells. Therefore, neuroprotective compositions and related methods are provided that employ such neuroprotective compounds, and prodrugs of such compounds, to cause dissociation of Nrf2 from a Keap1/Nrf2 complex.

  神经突起促进前列腺素（NEPPs）和其他电子亲和力化合物结合到Keap1上，Keap1是转录因子Nrf2的负调节因子，防止Keap1介导的Nrf2失活，并增强Nrf2进入神经元细胞核的转位。因此，提供了使用这些神经保护化合物及其前药的神经保护组合物和相关方法，以使Nrf2与Keap1 / Nrf2复合物解离的方法。
• US8466311B2
  申请人：——

  公开号：US8466311B2

  公开（公告）日：2013-06-18
• Activity of a hydroxybibenzyl bryophyte constituent against Leishmania spp. and Trypanosoma cruzi: In silico, in vitro and in vivo activity studies
  作者：Virginia Roldos、Hector Nakayama、Miriam Rolón、Alina Montero-Torres、Fernando Trucco、Susana Torres、Celeste Vega、Yovanni Marrero-Ponce、Viviana Heguaburu、Gloria Yaluff

  DOI：10.1016/j.ejmech.2007.11.007

  日期：2008.9

  The synthesis and potent antiprotozoal activity of 14-hydroxylunularin, a natural hydroxybibenzyl bryophyte constituent is reported. 14-Hydroxylunularin was highly active in vitro assays against culture and intracellular forms of Leishmania spp. and Trypanosoma. cruzi, in absence of cytotoxicity against mammalian cells. Preliminary structure-activity relationship studies showed that the reported bioactivity depends on hybridization at the carbon-carbon bridge, position and number of free hydroxy group on the aromatic rings. The reported results were also in agreement with the in silico prediction using Non-Stochastic Quadratic Fingerprints-based algorithms. The same compound also showed antiprotozoal activity in Leishmania spp. infected mice by oral and subcutaneous administration routes, with an optimal treatment of a daily subcutaneous administration of 10 mg/kg of body weight for 15 days. This study suggested that 14-hydroxylunularin may be chosen as a new candidate in the development of leishmanicidal therapy. (C) 2007 Elsevier Masson SAS. All rights reserved.