3,6-bis-(4-methoxyphenyl)-furo-[3,2-b]-furan-2,5-dione | 38589-34-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,6-bis-(4-methoxyphenyl)-furo-[3,2-b]-furan-2,5-dione
• 英文别名: 3,6-Bis(4-methoxyphenyl)furo[3,2-b]furan-2,5-dione
• CAS: 38589-34-3
• 化学式: C₂₀H₁₄O₆
• 分子量: 350.328
• InChiKey: XQAZBXKTVDOWDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,6-bis-(4-methoxyphenyl)-furo-[3,2-b]-furan-2,5-dione 在 methylimidazolium bromide 作用下， 反应 13.5h， 生成 Atromentic acid
  参考文献：
  名称：

  Pulvinic Acids 的仿生合成，包括 Xerocomic Acid 和双内酯中间体的荧光性质

  摘要：

  合成了六种 pulvinic acids (pulvinic, pinastric, atromentic, xerocomic, isoxerocomic, variegatic) 和多孔酸 (atromentin)。通过连续的 Suzuki-Miyaura 偶联制备了一组三联苯醌。然后，通过 Ac 2 O/DMSO的作用诱导重排为 pulvinic 双内酯。开环和脱保护实现了全合成。确定了双内酯的荧光特性。

  DOI：

  10.1002/ejoc.202201152
• 作为产物：
  描述：

  2,5-bis-(4-methoxy-phenyl)-3,4-dioxo-adiponitrile 在 硫酸 、 溶剂黄146 作用下， 生成 3,6-bis-(4-methoxyphenyl)-furo-[3,2-b]-furan-2,5-dione
  参考文献：
  名称：

  Asano; Huziwara, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1939, vol. 59, p. 675,678; dtsch. Ref. S. 284

  摘要：

  DOI：

文献信息

• Synthesis and Radioprotective Properties of Pulvinic Acid Derivatives
  作者：Antoine Le Roux、Stéphane Meunier、Thierry Le Gall、Jean‐Marc Denis、Pierre Bischoff、Alain Wagner

  DOI：10.1002/cmdc.201000391

  日期：2011.3.7

  A high‐throughput screening method has highlighted the marked antioxidant activity of some pulvinic acid derivatives (PADs) towards oxidation of thymidine, under γ and UV irradiation, and Fenton‐like conditions. Here, we report the synthesis of a series of new hydrophilic PADs and the evaluation of their radioprotective efficacy in cell culture. Using a cell‐based fluorescent assay, we show that some

  高通量筛选方法突显了某些pulvinic酸衍生物（PAD）在γ和UV辐射以及类Fenton条件下对胸腺嘧啶核苷氧化的显着抗氧化活性。在这里，我们报告了一系列新的亲水性PADs的合成及其在细胞培养中的辐射防护功效的评估。使用基于细胞的荧光测定法，我们表明其中一些化合物具有明显的防止辐射引起的细胞死亡并随后恢复增殖的能力。因此，PAD可被认为是一类新型的辐射防护剂。
• A new series of Cs+, K+ and Na+ chelators: Synthesis, kinetics, thermodynamics and modeling
  作者：Alexandre Korovitch、Antoine Le Roux、Florent Barbault、Miryana Hémadi、Nguyêt-Thanh Ha-Duong、Claude Lion、Alain Wagner、Jean-Michel El Hage Chahine

  DOI：10.1016/j.ica.2012.08.009

  日期：2013.1

  The synthesis of two molecules, B1 and B2, based on elements of norbadione A, the natural Cs+ chelator in mushrooms, associated, in the case of B2, with an 18-crown-6 ether is reported. Thermodynamic and kinetic analyses performed in water, ethanol and ethanol/water 9/1 v/v (M1) show in M1 and ethanol that B1 and B2 form stable complexes with Na+, K+ and Cs+. Affinity constants, measured spectrophotometrically in ethanol and M1, by the use of the SPECFIT program, are in the 10(5) and 10(6) range for B1 and B2, respectively. The second-order rate constants are in the 10(6)-10(7) M-1 s(-1) range and the first-order rate constants about unity. The ratios of the second-order/first-order rate constants confirm the thermodynamic results in EtOH. The kinetic processes become much too fast to allow runs in M1. Molecular simulations in EtOH imply the existence of two isomers for each of the Cs+/B1 and Cs+/B2 complexes. With B1, the more stable one is that in which the two enolates are parallel and mimic the alkali-metal inclusion cavity already envisaged for norbadione A. With B2, two similar structures are extracted, in both of which Cs+ is included in the crown ether and capped by the enolate. The affinity of B1 for Cs+ is comparable to that of norbadione A, whereas that of B2 is higher. These results are encouraging as they introduce a new series of alkali chelators which can lead to molecules capable of complexing Cs-137(+) for radioactive decontamination. (C) 2012 Elsevier B. V. All rights reserved.
• Koegl, Justus Liebigs Annalen der Chemie, 1928, vol. 465, p. 253
  作者：Koegl

  DOI：——

  日期：——
• Schoenberg; Sina, Journal of the Chemical Society, 1946, p. 601,603
  作者：Schoenberg、Sina

  DOI：——

  日期：——
• Rao, P S; Raju, K Raghava; Raju, K Ramesh, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1991, vol. 30, # 6, p. 595 - 597
  作者：Rao, P S、Raju, K Raghava、Raju, K Ramesh

  DOI：——

  日期：——