(E)-1-{3-[(E)-3-(4-hydroxy-3-methoxyphenyl)acryloyl]phenyl}-3-(4-hydroxy-3-methoxyphenyl)-2-propenone

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-1-{3-[(E)-3-(4-hydroxy-3-methoxyphenyl)acryloyl]phenyl}-3-(4-hydroxy-3-methoxyphenyl)-2-propenone
• 英文别名: 1,3-bis-(E/E)-[3-(3-methoxy,4-hydroxyphenyl)-1-oxo-2-en-yl]benzene；3-(4-hydroxy-3-methoxyphenyl)-1-{3-[3-(4-hydroxy-3-methoxyphenyl)acryloyl]phenyl}propenone；1,3-bis-(4-hydroxy-3-methoxy-#trans-cinnamoyl)-benzene；1,3-Bis-(4-hydroxy-3-methoxy-#trans-cinnamoyl)-benzol；(E)-3-(4-hydroxy-3-methoxyphenyl)-1-[3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]phenyl]prop-2-en-1-one
• 化学式: C₂₆H₂₂O₆
• 分子量: 430.457
• InChiKey: ZCVMGGUAMYRTCL-JMQWPVDRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,3'-dioxo-3,3'-m-phenylene-di-propionic acid 在 sodium hydroxide 、 硫酸 作用下， 生成 (E)-1-{3-[(E)-3-(4-hydroxy-3-methoxyphenyl)acryloyl]phenyl}-3-(4-hydroxy-3-methoxyphenyl)-2-propenone
  参考文献：
  名称：

  ÜberDi-和Tri-acetyl-benzol和p-Phenylen-di-glyoxal（43. MitteilungüberStickstoff-Heterocyclen）

  摘要：

  DOI：

  10.1002/hlca.19390220162

文献信息

• Design, synthesis and drug resistance reversal potential of novel curcumin mimics Van D
  作者：Gaurav Raj Dwivedi、Sadiya Khwaja、Arvind Singh Negi、Swati S. Panda、A. Swaroop Sanket、Sanghamitra Pati、Amit Chand Gupta、Dnyaneshwar Umrao Bawankule、Debabrata Chanda、Rajni Kant、Mahendra P. Darokar

  DOI：10.1016/j.bioorg.2020.104454

  日期：2021.1

  crucial part of plant-based novel discovery of drug from natural resources, a study was done to explore the antibacterial potential of curcumin mimics in combination with antibiotics against multidrug resistant isolates of Pseudomonas aeruginosa. The best candidate Van D, a curcumin mimics reduced the MIC of tetracycline (TET) up to 16 folds against multidrug resistant clinical isolates. VanD further inhibited

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• Benzylideneacetophenone Derivative Alleviates Arthritic Symptoms via Modulation of the MAPK Signaling Pathway
  作者：Bongjun Sur、Mijin Kim、Thea Villa、Seikwan Oh

  DOI：10.3390/molecules25153319

  日期：——

  The benzylideneacetophenone derivative 3-(4-hydroxy-3-methoxy-phenyl)-1-3-[1]-phenyl}-propenone (JC3 dimer) was synthesized through the dimerization of JC3. To investigate the inhibitory effects of JC3 dimer, the carrageenan/kaolin (C/K)-induced knee arthritis rat model was used in vivo and rheumatoid arthritis (RA) patient-derived fibroblast-like synoviocytes (FLS) were used in vitro. In the C/K rat model, JC3 dimer was given after arthritis induction for 6 days at the concentrations of 1, 5, or 10 mg/kg/day. Manifestation of arthritis was evaluated using knee thickness, weight distribution ratio (WDR), and squeaking test. The levels of prostaglandin E2 (PGE2), interleukin (IL)-6, and tumor necrosis factor (TNF)-α in the serum of JC3 dimer-treated arthritic rats were also analyzed. Histological examination of the knee joints was also done. For the FLS, the cells were stimulated using IL-1β and concentrations of 1, 5, and 10 μg/mL JC3 dimer were used. The levels of IL-8, IL-6, and PGE2 were measured in stimulated FLS treated with JC3 dimer. At days 5 to 6 after arthritis induction, JC3 dimer treatment significantly decreased arthritic symptoms and reduced the inflammation in the knee joints in the histology of knee tissues in C/K-arthritic rats. In stimulated FLS, JC3 dimer suppressed the increase of IL-8, IL-6, and PGE2. These findings suggest that JC3 dimer has suppressive effects on arthritis, and that JC3 dimer can be a potential agent for arthritis therapy.

  苯甲醛乙酮衍生物3-(4-羟基-3-甲氧基苯基)-1-3-[1]-苯基}-丙烯酮（JC3二聚体）通过JC3的二聚化合成。为了研究JC3二聚体的抑制作用，采用卡拉胶/高岭土（C/K）诱导的膝关节炎大鼠模型进行体内研究，以及采用类风湿关节炎（RA）患者来源的类风湿关节炎样滑膜细胞（FLS）进行体外研究。在C/K大鼠模型中，关节炎诱导后给予JC3二聚体，浓度为1、5或10毫克/千克/天，持续6天。通过膝关节厚度、重量分布比率（WDR）和尖叫测试评估关节炎表现。还分析了JC3二聚体处理关节炎大鼠血清中前列腺素E2（PGE2）、白细胞介素（IL）-6和肿瘤坏死因子（TNF）-α的水平。还进行了膝关节的组织学检查。对于FLS，细胞被IL-1β刺激，使用1、5和10微克/毫升的JC3二聚体浓度。测量了处理JC3二聚体的刺激FLS中IL-8、IL-6和PGE2的水平。在关节炎诱导后的第5至第6天，JC3二聚体治疗显著减轻了关节炎症状，并减少了C/K-关节炎大鼠膝关节组织的炎症。在刺激的FLS中，JC3二聚体抑制了IL-8、IL-6和PGE2的增加。这些发现表明JC3二聚体对关节炎具有抑制作用，并且JC3二聚体可能是治疗关节炎的潜在药物。
• Practical Synthesis of Chalcone Derivatives and Their Biological Activities
  作者：Jae-Chul Jung、Yongnam Lee、Dongguk Min、Mankil Jung、Seikwan Oh

  DOI：10.3390/molecules22111872

  日期：——

  especially compound 8 showed very potent anti-inflammatory activity with 1 µM. In addition, the di- and tri-acetylbenzyl derivatives 6, 7, and 8 showed enhanced anti-neurotoxicity activity in cultured cortical neurons. Molecular modelling studies to investigate the chemical structural characteristics required for the enhanced biological activities interestingly revealed that compound 8 has the smallest

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