(1E,4E)-1,5-bis(5-bromofuran-2-yl)penta-1,4-dien-3-one | 108903-12-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: (1E,4E)-1,5-bis(5-bromofuran-2-yl)penta-1,4-dien-3-one
• 英文别名: 1t,5t-bis-(5-bromo-[2]furyl)-penta-1,4-dien-3-one；1t,5t-Bis-(5-brom-[2]furyl)-penta-1,4-dien-3-on
• CAS: 108903-12-4
• 化学式: C₁₃H₈Br₂O₃
• 分子量: 372.013
• InChiKey: SSMQVHZAPAULLU-ZPUQHVIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1E,4E)-1,5-bis(5-bromofuran-2-yl)penta-1,4-dien-3-one 在 溶剂黄146 、 potassium iodide 作用下， 生成 1t(?),5t(?)-bis-(5-iodo-[2]furyl)-penta-1,4-dien-3-one
  参考文献：
  名称：

  Nasarowa, Zhurnal Obshchei Khimii, 1957, vol. 27, p. 2931,2933, 2935; engl. Ausg. S. 2964, 2966,2967

  摘要：

  DOI：
• 作为产物：
  描述：

  5-溴-2-呋喃甲醛 在 甲醇 、 氢氧化钾 、 丙酮 作用下， 生成 (1E,4E)-1,5-bis(5-bromofuran-2-yl)penta-1,4-dien-3-one
  参考文献：
  名称：

  Nasarowa, Zhurnal Obshchei Khimii, 1957, vol. 27, p. 2931,2933, 2935; engl. Ausg. S. 2964, 2966,2967

  摘要：

  DOI：

文献信息

• Synthesis and Anti-bacterial Properties of Mono-carbonyl Analogues of Curcumin
  作者：Guang Liang、Shulin Yang、Lijuan Jiang、Yu Zhao、Lili Shao、Jian Xiao、Faqing Ye、Yueru Li、Xiaokun Li

  DOI：10.1248/cpb.56.162

  日期：——

  The synthesis of three series of curcumin analogues with mono-carbonyl is described. Their in vitro anti-bacterial activities against seven Gram-positive and Gram-negative bacteria were tested and the effect of substituents on the aryl ring and the space structure of the linking strain were discussed. It was observed that part of the derivatives displayed significant activity when compared with curcumin and most of them exhibited activity against the ampicillin-resisted Enterobacter cloacae. Compounds A12, B09, B13, B14 and C09 show remarkable antibacterial activity in vitro. The result showed that heterocycle or long-chain substituents may enhance the activity of curcumin analogues.

  本文描述了三种单羰基姜黄素类似物的合成。对七种革兰氏阳性和革兰氏阴性细菌进行了体外抗菌活性测试，并讨论了取代基对芳环和连接张力的空间结构的影响。观察到，与姜黄素相比，部分衍生物显示出显著的活性，并且大多数衍生物对氨苄西林抵抗的阴沟肠杆菌表现出活性。化合物A12、B09、B13、B14和C09显示出显著的体外抗菌活性。结果显示，杂环或长链取代基可能增强姜黄素类似物的活性。
• Synthesis and anti-inflammatory activities of mono-carbonyl analogues of curcumin
  作者：Guang Liang、Xiaokun Li、Li Chen、Shulin Yang、Xudong Wu、Elaine Studer、Emily Gurley、Phillip B. Hylemon、Faqing Ye、Yueru Li、Huiping Zhou

  DOI：10.1016/j.bmcl.2007.12.068

  日期：2008.2

  Curcumin has been extensively studied for its anti-inflammatory activities. However, its potential beneficial effects on various disease preventions and treatments are limited by its unstable structure. The beta-diketone moiety renders curcumin to be rapidly metabolized by aldo -keto reductase in liver. In the present study, a series of curcumin analogues with more stable chemical structures were synthesized and several compounds showed an enhanced ability to inhibit lipopolysaccharide ( LPS)-induced TNF-alpha and IL-6 synthesis in macrophages. (C) 2007 Elsevier Ltd. All rights reserved.
• Nasarowa, Zhurnal Obshchei Khimii, 1957, vol. 27, p. 2931,2933, 2935; engl. Ausg. S. 2964, 2966,2967
  作者：Nasarowa

  DOI：——

  日期：——
• Sakutskaja; Bobrik, Doklady Akademii Nauk UzSSR, 1958, # 10, p. 21,23
  作者：Sakutskaja、Bobrik

  DOI：——

  日期：——