4-溴白藜芦醇 | 1224713-90-9

• 物质功能分类: 化学试剂 - 有机试剂 - 烯烃（环状与无环状）
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 4-溴白藜芦醇
• 英文名称: 4'-bromo resveratrol
• 英文别名: 5-[(E)-2-(4-bromophenyl)vinyl]benzene-1,3-diol；5-[(E)-2-(4-bromophenyl)ethenyl]benzene-1,3-diol
• CAS: 1224713-90-9
• 化学式: C₁₄H₁₁BrO₂
• 分子量: 291.144
• InChiKey: NCJVLKFAQIWASE-OWOJBTEDSA-N

物化性质

• 溶解度：
  在DMSO中的溶解度为20mg/mL，澄清

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  4-溴白藜芦醇 在 盐酸 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium periodate 、 potassium acetate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 生成 (4-[(E)-2-(3,5-dihydroxyphenyl)vinyl]phenyl)-boronic acid
  参考文献：
  名称：

  Stilbene Boronic Acids Form a Covalent Bond with Human Transthyretin and Inhibit Its Aggregation

  摘要：

  Transthyretin (TTR) is a homotetrameric protein. Its dissociation into monomers leads to the formation of fibrils that underlie human amyloidogenic diseases. The binding of small molecules to the thyroxin-binding sites in TTR stabilizes the homotetramer and attenuates TTR amyloidosis. Herein, we report on boronic acid-substituted stilbenes that limit TTR amyloidosis in vitro. Assays of affinity for TTR and inhibition of its tendency to form fibrils were coupled with X-ray crystallographic analysis of nine TTR. ligand complexes. The ensuing structure-function data led to a symmetrical diboronic acid that forms a boronic ester reversibly with serine 117. This diboronic acid inhibits fibril formation by both wild-type TTR and a common disease related variant, V30M TTR, as effectively as does tafamidis, a small-molecule drug used to treat TTR-related amyloidosis in the clinic. These findings establish a new modality for covalent inhibition of fibril formation and illuminate a path for future optimization.

  DOI：

  10.1021/acs.jmedchem.7b00952
• 作为产物：
  描述：

  (E)-1-(4-bromostyryl)-3,5-dimethoxybenzene 在 三溴化硼 、 水 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到4-溴白藜芦醇
  参考文献：
  名称：

  [EN] NOVEL STILBENE ANALOGS
  [FR] NOUVEAUX ANALOGUES DE STILBÈNE

  摘要：

  公开号：

  WO2010046926A3

文献信息

• USE OF HYDROXYSTILBENES FOR DYEING, READY-TO-USE COMPOSITION CONTAINING THEM AND DYEING PROCESS
  申请人：——

  公开号：US20020016998A1

  公开（公告）日：2002-02-14

  The invention relates to the use of hydroxystilbenes for dyeing, to ready-to-use dye compositions comprising them, to a dyeing process using them and to a multi-compartment device containing the compositions used in the processes of the invention.

  这项发明涉及使用羟基芪醌染色，涉及包含它们的即用染料组合物，涉及使用它们的染色过程，以及包含用于该发明过程中使用的组合物的多室装置。
• Design, synthesis, and evaluation of resveratrol derivatives as Aß1–42 aggregation inhibitors, antioxidants, and neuroprotective agents
  作者：Chuanjun Lu、Yueyan Guo、Jianheng Li、Meicun Yao、Qiongfeng Liao、Zhiyong Xie、Xingshu Li

  DOI：10.1016/j.bmcl.2012.09.105

  日期：2012.12

  A series of novel resveratrol derivatives were designed, synthesised and evaluated as potential therapeutic agents for the treatment of Alzheimer's disease. Among these compounds, compound 7l, (E)-5-(4-(isopropylamino)styryl)benzene-1,3-diol, exhibited potent beta-amyloid aggregation inhibition activity, which was confirmed by a ThT fluorescence assay (71.65% at 20 mu M) and transmission electron microscopy (TEM). Compound 7l also exhibited good antioxidant activity (4.12 Trolox equivalents in an oxygen radical absorbance capacity assay and a 37% reduction in reactive oxygen species in cells at 10 mu M). The cytotoxicity analysis of compounds 7f, 7i, 7j and 7l indicated that these compounds have lower toxicities than resveratrol at 60 mu M. (C) 2012 Elsevier Ltd. All rights reserved.
• OPTICAL FILMS COMPRISING PHENYL ETHYLENE (METH)ACRYLATE MONOMERS
  申请人：Hunt Bryan V.

  公开号：US20110086972A1

  公开（公告）日：2011-04-14

  Presently described are (e.g. microstructured) optical films and polymerizable resin compositions comprising at least one (meth)acrylate monomer comprising an unsubstituted or substituted phenyl ethylene group referred to as phenyl ethylene (meth)acrylate monomers.
• US6409772B2
  申请人：——

  公开号：US6409772B2

  公开（公告）日：2002-06-25
• [EN] OPTICAL FILMS COMPRISING PHENYL ETHYLENE (METH)ACRYLATE MONOMERS<br/>[FR] FILMS OPTIQUES COMPRENANT DES MONOMÈRES PHÉNYLE ÉTHYLÈNE(MÉTH)ACRYLATES
  申请人：3M INNOVATIVE PROPERTIES CO

  公开号：WO2009148818A1

  公开（公告）日：2009-12-10

  Presently described are (e.g. microstructured) optical films and polymerizable resin compositions comprising at least one (meth)acrylate monomer comprising an unsubstituted or substituted phenyl ethylene group referred to as phenyl ethylene (meth)acrylate monomers.