(2E,2′E)-1,1′-(1,4-phenylene)bis(3-(4-carboxyphenyl)prop-2-en-1-one) | 1584741-30-9

• 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: (2E,2′E)-1,1′-(1,4-phenylene)bis(3-(4-carboxyphenyl)prop-2-en-1-one)
• 英文别名: 4-[(E)-3-[4-[(E)-3-(4-carboxyphenyl)prop-2-enoyl]phenyl]-3-oxoprop-1-enyl]benzoic acid
• CAS: 1584741-30-9
• 化学式: C₂₆H₁₈O₆
• 分子量: 426.425
• InChiKey: IXPHUDOUVXRHTK-IAGONARPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,4-二乙酰苯 、 对醛基苯甲酸 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 以61%的产率得到(2E,2′E)-1,1′-(1,4-phenylene)bis(3-(4-carboxyphenyl)prop-2-en-1-one)
  参考文献：
  名称：

  Symmetric Bis-chalcones as a New Type of Breast Cancer Resistance Protein Inhibitors with a Mechanism Different from That of Chromones

  摘要：

  Potent ABCG2 inhibitors were recently identified as asymmetric chromones with different types of substituents. We here synthesized symmetric bis-chalcones that were differently substituted and screened for their ability to inhibit mitoxantrone efflux from ABCG2-transfected HEK293 cells. Potent bis-chalcone inhibitors were identified, the efficiency depending on both position of the central ketone groups and the number and positions of lateral methoxy substituents. The best derivative, namely, 1p, was selective for ABCG2 over P-glycoprotein and MRP1, appeared not to be transported by ABCG2, and was at least as active on various drug-selected cancer cells overexpressing ABCG2. Compound 1p stimulated the ABCG2 basal ATPase activity by contrast to a chromone lead that inhibited it, suggesting different mechanisms of interaction. Combination of both types of inhibitors produced synergistic effects, leading to complete inhibition at very low

  DOI：

  10.1021/jm401879z

文献信息

• Photosensitive composition
  申请人：MITSUBISHI KASEI CORPORATION

  公开号：EP0009223A2

  公开（公告）日：1980-04-02

  A photosensitive composition comprising a polyester composed of dicarboxylic acid units represented by the general formula (I): (in which ℓ, m, n, p and q are independently an integer of 0 or 1 but at least one of ℓ, m and n is a value of 1, X and Y are independently a hydrogen atom or X and Y are combined to form an alkylene group containing 1-4 carbon atoms) and glycol units represented by the general formula (II): (in which R represents an aklylene group containing 2-4 carbon atoms and r is an integer of 2-4) and by the general formula (III): . (in which represents a hydrogenated benzene ring, and R1 and R2 independently represent a hydrogen or an alkyl group containing 1-6 carbon atoms) as well as a photosensitive plate with a support having coated thereon a layer of this photosensitive composition.

  一种感光组合物，包含由通式(I)代表的二羧酸单元组成的聚酯： (其中 ℓ、m、n、p 和 q 独立地为 0 或 1 的整数，但 ℓ、m 和 n 中至少有一个的值为 1，X 和 Y 独立地为氢原子或 X 和 Y 组合成含 1-4 个碳原子的亚烷基）和通式（II）代表的乙二醇单元组成： (其中 R 代表含 2-4 个碳原子的亚烷基，r 为 2-4 的整数）和通式（III）代表的乙二醇单元：. (其中 R 代表氢化苯环，R1 和 R2 分别代表氢或含有 1-6 个碳原子的烷基)表示的乙二醇单元，以及具有在其上涂有一层这种感光组合物的支撑物的感光板。
• US4258124A
  申请人：——

  公开号：US4258124A

  公开（公告）日：1981-03-24
• Symmetric Bis-chalcones as a New Type of Breast Cancer Resistance Protein Inhibitors with a Mechanism Different from That of Chromones
  作者：Evelyn Winter、Patrícia Devantier Neuenfeldt、Louise Domeneghini Chiaradia-Delatorre、Charlotte Gauthier、Rosendo Augusto Yunes、Ricardo José Nunes、Tânia Beatriz Creczynski-Pasa、Attilio Di Pietro

  DOI：10.1021/jm401879z

  日期：2014.4.10

  Potent ABCG2 inhibitors were recently identified as asymmetric chromones with different types of substituents. We here synthesized symmetric bis-chalcones that were differently substituted and screened for their ability to inhibit mitoxantrone efflux from ABCG2-transfected HEK293 cells. Potent bis-chalcone inhibitors were identified, the efficiency depending on both position of the central ketone groups and the number and positions of lateral methoxy substituents. The best derivative, namely, 1p, was selective for ABCG2 over P-glycoprotein and MRP1, appeared not to be transported by ABCG2, and was at least as active on various drug-selected cancer cells overexpressing ABCG2. Compound 1p stimulated the ABCG2 basal ATPase activity by contrast to a chromone lead that inhibited it, suggesting different mechanisms of interaction. Combination of both types of inhibitors produced synergistic effects, leading to complete inhibition at very low