(2E)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-(2-fluorophenyl)-2-propen-1-one | 1207843-43-3

• 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)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-(2-fluorophenyl)-2-propen-1-one
• 英文别名: (E)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-(2-fluorophenyl)prop-2-en-1-one
• CAS: 1207843-43-3
• 化学式: C₁₆H₁₃FO₄
• 分子量: 288.275
• InChiKey: RVFUULXFSQJTTA-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2E)-3-(2-fluorophenyl)-1-[2-methoxy-4,6-bis(2-propenyloxy)phenyl]-2-propen-1-one 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以25.7%的产率得到(2E)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-(2-fluorophenyl)-2-propen-1-one
  参考文献：
  名称：

  In vitro and in vivo anti-Leishmania activity of polysubstituted synthetic chalcones

  摘要：

  The in vitro screening of 43 polysubstituted chalcones against Leishmania amazonensis axenic amastigotes, led to the evaluation of 9 of them in a macrophage-infected model with the two other most infectious Leishmania species prevalent in Peru (L. braziliensis and L. peruviana). The five most active and selective chalcones were studied in vivo, resulting on the identification of two chalcones with high reduction parasite burden percentages. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.033

文献信息

• [EN] COMPOUNDS, THEIR SYNTHESES, AND THEIR USES<br/>[FR] COMPOSÉS, LEUR SYNTHÈSE ET LEURS UTILISATIONS
  申请人：UNIV LOUISVILLE RES FOUND

  公开号：WO2010019861A1

  公开（公告）日：2010-02-18

  Embodiments of the present invention provide compounds (such as Formula (I) compounds, Formula (II) compounds, and various embodiments thereof). Compositions comprising those compounds are also provided. Methods for their preparation are included. Also, uses of the compounds are included, such as administering and treating diseases (e.g., cancer and infections).

  本发明实施例提供化合物（如式（I）化合物、式（II）化合物及其各种实施例）。还提供包含这些化合物的组合物。包括它们的制备方法。此外，还包括化合物的用途，如给药和治疗疾病（例如癌症和感染）。
• COMPOUNDS, THEIR SYNTHESES, AND THIER USES
  申请人：Hammond Gerald B.

  公开号：US20110190325A1

  公开（公告）日：2011-08-04

  Embodiments of the present invention provide compounds (such as Formula (I) compounds, Formula (II) compounds, and various embodiments thereof). Compositions comprising those compounds are also provided. Methods for their preparation are included. Also, uses of the compounds are included, such as administering and treating diseases (e.g., cancer and infections).

  本发明实施例提供化合物（例如公式（I）化合物、公式（II）化合物及其各种实施例）。还提供包含这些化合物的组合物。其中包括它们的制备方法。此外，还包括这些化合物的用途，例如用于治疗疾病（例如癌症和感染）的给药和治疗。
• Synthesis and evaluation of cardamonin derivatives as antiproliferative agents to human cancer cells
  作者：Baskar Selvaraj、Sang Hyuk Lee、Nguyen Qui Ngoc Sang、Heesu Lee、Jae Wook Lee

  DOI：10.1002/bkcs.12658

  日期：2023.3

  Twenty novel cardamonin derivatives were synthesized and evaluated for antiproliferative activity against four cancer cell lines (HT-29, DLD-1, MDA-MB-231, and HepG2). Among the derivatives, SWA2 showed the most potent effects with an IC50 value of 4.43–11.0 μM against three cancer cell lines except for HepG2. Further investigation showed that SWA2 induced cancer cell death by apoptosis. Flow cytometry

  合成了 20 种新型 cardamonin 衍生物，并评估了对四种癌细胞系（HT-29、DLD-1、MDA-MB-231 和 HepG2）的抗增殖活性。在这些衍生物中，SWA2对除 HepG2 之外的三种癌细胞系显示出最有效的作用，IC 50值为 4.43–11.0 μM。进一步的研究表明，SWA2 通过细胞凋亡诱导癌细胞死亡。流式细胞术分析表明，SWA2 处理增加了凋亡细胞和死细胞的比例。进一步的蛋白质印迹分析表明，SWA2 处理增加了裂解的 PARP。总之，SWA2 可用作抗癌治疗的先导结构。
• COMPOUNDS, THEIR SYNTHESES, AND THEIR USES
  申请人：University Of Louisville Research Foundation, Inc.

  公开号：EP2330906A1

  公开（公告）日：2011-06-15
• US9061984B2
  申请人：——

  公开号：US9061984B2

  公开（公告）日：2015-06-23