4,4'-((1E,1'E)-(1,4-phenylene)bis(ethene-2,1-diyl))bis(2,6-dimethoxyphenol) | 219602-67-2

• 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: 4,4'-((1E,1'E)-(1,4-phenylene)bis(ethene-2,1-diyl))bis(2,6-dimethoxyphenol)
• 英文别名: (E,E)-1,4-bis((4-hydroxy-3,5-dimethoxy)styryl)benzene；4-[(E)-2-[4-[(E)-2-(4-hydroxy-3,5-dimethoxyphenyl)ethenyl]phenyl]ethenyl]-2,6-dimethoxyphenol
• CAS: 219602-67-2
• 化学式: C₂₆H₂₆O₆
• 分子量: 434.489
• InChiKey: RJHPARBTVGPJNN-WGDLNXRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 4,4'-((1E,1'E)-(1,4-phenylene)bis(ethene-2,1-diyl))bis(2,6-dimethoxyphenol)
  参考文献：
  名称：

  Molecular Docking Studies of (1<i>E</i>,3<i>E</i>,5<i>E</i>)-1,6-Bis(substituted phenyl)hexa-1,3,5-triene and 1,4-Bis(substituted <i>trans</i>-styryl)benzene Analogs as Novel Tyrosinase Inhibitors

  摘要：

  我们模拟了蘑菇酪氨酸酶三维结构与我们的化合物的对接。从结构-酪氨酸酶抑制活性关系来看，化合物4、8和11显示出的活性与作为阳性对照的曲酸相似或更好。在具有相同取代基的苯类类似物中，化合物17、21和23的酪氨酸酶抑制效果显著较低。因此，我们确认在显示出比曲酸更好的酪氨酸酶抑制效果的化合物中，含有三烯类似物的化合物的酪氨酸酶抑制效果优于含有苯类类似物的化合物。对接模拟通过几个可能形成氢键相互作用的关键残基提出了化合物的作用机制。药效团模型强调了活性化合物的特征，包括4,4′-((1E,3E,5E)-己-1,3,5-三烯-1,6-二醇)二苯酚、5,5′-((1E,3E,5E)-己-1,3,5-三烯-1,6-二醇)双(2-甲氧基苯酚)和5,5′-((1E,3E,5E)-己-1,3,5-三烯-1,6-二醇)二苯-1,3-二醇，这些三烯衍生物在两个末端环上具有多个氢键基团。对接结果的合理性以及与药效团的吻合表明，可以方便地利用这些信息设计具有更强酪氨酸酶亲和力的抑制剂。

  DOI：

  10.1248/bpb.b12-00605

文献信息

• Direct olefination of benzaldehydes into hydroxy functionalized oligo (p-phenylenevinylene)s via Pd-catalyzed heterodomino Knoevenagel-decarboxylation-Heck sequence and its application for fluoride sensing π-conjugated units
  作者：Abhishek Sharma、Naina Sharma、Rakesh Kumar、Amit Shard、Arun K. Sinha

  DOI：10.1039/c001980a

  日期：——

  A new approach for one step olefination of benzaldehydes into hydroxy functionalized OPVs is achieved through the first domino Knoevenagel-decarboxylation-Heck sequence using a single catalyst system. The methodology also led to new oxygen based OPV scaffolds capable of selective and visible fluoride recognition in organic or aqueous medium.

  通过首次使用单一催化剂系统的多米诺Knoevenagel-脱羧基化-Heck反应序列，实现了苯甲醛的一步烯化为羟基功能化的有机光电材料（OPVs）。该方法还催生了新的基于氧的有机光电材料骨架，能够在有机或水相介质中选择性地识别可见氟离子。
• ONE POT MULTICOMPONENT SYNTHESIS OF SOME NOVEL HYDROXY STILBENE DERIVATIVES WITH ALPHA, BETA-CARBONYL CONJUGATION UNDER MICROWAVE IRRADIATION
  申请人：Sharma Abhishek

  公开号：US20120165567A1

  公开（公告）日：2012-06-28

  The present invention provides a method for the preparation of some novel multiconjugated 2- or 4-hydroxy substituted stilbenes. The method provides one pot multicomponent approach wherein 3-4 step reaction sequences viz. condensation, decarboxylation and Heck coupling occur simultaneously which results in an enhanced yield of desired products and reduced reaction times

  本发明提供了一种制备一些新型多共轭2-或4-羟基取代的stilbenes的方法。该方法提供了一锅多组分方法，其中包括3-4步反应序列，即缩合、脱羧和Heck偶联同时发生，从而提高了所需产品的产量，减少了反应时间。
• A facile tandem double-dehydrative-double-Heck olefination strategy for pot-economic synthesis of ( E )-distyrylbenzenes as multi-target-directed ligands against Alzheimer's disease employing C. elegans model
  作者：Nitin H. Andhare、Yogesh Thopate、Shamsuzzama、Lalit Kumar、Tanuj Sharma、M.I. Siddiqi、Arun K. Sinha、Aamir Nazir

  DOI：10.1016/j.tet.2018.02.026

  日期：2018.4

  one pot and regioselective access to (E)-distyrylbenzenes (DSBs) from arylhalide and secondary phenylenediethanol, a stable precursor for in situ generation of divinylbenzene (DVB) to avoid its polymerization, is described for construction of double CC bond formation via tandem double-dehydrative-double-Heck (D-D-D-H) reaction using Palladium and ionic liquid [hmim]Br as a cooperative catalyst. It

  描述了一种简明的，一锅的和区域选择性的从芳基卤化物和仲苯二乙醇（一种原位生成二乙烯基苯（DVB）以避免聚合反应的稳定前体）进入（E）-二苯乙烯基苯（DSB）的方法，用于构造双C C键形成通过钯和离子液体[hmim] Br作为协同催化剂的串联双脱水双赫克（DDDH）反应。值得注意的是，这种罐经济方法还可以直接合成羟基化的二苯乙烯基苯，而无需保护-脱保护策略。重要的是，要测试合成的DSB对β的保护活性在发现1,3-双（（E）-4-（三氟甲基）苯乙烯基）苯（5c）具有活性的转基因秀丽隐杆线虫模型中，淀粉样蛋白还原，乙酰胆碱酯酶抑制，脂质降低和活性氧（ROS）降低特性跨所有上述因素，从而在多目标定向配体（MTDLs）方法中展示了先导分子。还进行了分子对接研究，以了解有效的DSB与受体之间的相互作用。
• Energy-transfer type light-emitting polymer based on poly(p-phenylene vinylene) and preparation thereof
  申请人：——

  公开号：US20040234811A1

  公开（公告）日：2004-11-25

  This invention relates to an energy-transfer type light-emitting polymers based on poly(p-phenylene vinylene)s containing two or more kinds of luminous elements which are completely isolated by an ether group in the backbone, having the following structural formula. The conjugated length of each kind of luminous element can be adjusted and different luminous elements can be effectively isolated by an ether bond as a linking element and an isolating element. Meanwhile, different luminous elements can independently emit, which provides the precondition of energy transfer between different luminous elements in relation to molecular structure and therefore the fluorescence quantum efficiency can be improved. 1 wherein Ar 1 , Ar 2 , R 1 , R 2 , R 3 , R 4 , x and y are defined as in claims.

  本发明涉及一种基于聚（对苯基乙烯基）的能量传递型发光聚合物，该聚合物含有两种或两种以上的发光元素，这些发光元素在骨架中被一个醚基完全隔离，其结构式如下。每种发光元素的共轭长度可以调整，不同的发光元素可以通过作为连接元素和隔离元素的醚键有效隔离。同时，不同的发光元素可以独立发光，这就为不同发光元素之间的能量传递提供了与分子结构相关的前提条件，从而提高了荧光量子效率。 1 其中 Ar 1 、Ar 2 , R 1 , R 2 , R 3 , R 4 x 和 y 的定义如权利要求所述。
• Stilbene–Chalcone Hybrids: Design, Synthesis, and Evaluation as a New Class of Antimalarial Scaffolds That Trigger Cell Death through Stage Specific Apoptosis
  作者：Naina Sharma、Dinesh Mohanakrishnan、Amit Shard、Abhishek Sharma、Saima、Arun K. Sinha、Dinkar Sahal

  DOI：10.1021/jm201216y

  日期：2012.1.12

  Novel stilbene-chalcone (S-C) hybrids were synthesized via a sequential Claisen-Schmidt-Knoevenagel-Heck approach and evaluated for antiplasmodial activity in in vitro red cell culture using SYBR Green I assay. The most potent hybrid (11) showed IC50 of 2.2, 1.4, and 6.4 mu M against 3D7 (chloroquine sensitive), Indo, and Dd2 (chloroquine resistant) strains of Plasmodium falciparum, respectively. Interestingly, the respective individual stilbene (IC50 > 100 mu M), chalcone (IC50 = 11.5 mu M), or an equimolar mixture of stilbene and chalcone (IC50 = 32.5 mu M) were less potent than 11. Studies done using specific stage enriched cultures and parasite in continuous culture indicate that 11 and 18 spare the schizont but block the progression of the parasite life cycle at the ring or the trophozoite stages. Further, 11 and 18 caused chromatin condensation, DNA fragmentation, and loss of mitochondrial membrane potential in Plasmodium falciparum, thereby suggesting their ability to cause apoptosis in malaria parasite.