1,3,7,9-tetrahydroxydibenzofuran | 221652-95-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 1,3,7,9-tetrahydroxydibenzofuran
• 英文别名: 1,3,7,9-tetrahydroxybenzofuran；dibenzofuran-1,3,7,9-tetraol；dibenzofuran-1,3,7,9-tetrol
• CAS: 221652-95-5
• 化学式: C₁₂H₈O₅
• 分子量: 232.193
• InChiKey: BGECNEMQUVPXCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.1
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-甲基丁酰氯 、 1,3,7,9-tetrahydroxydibenzofuran 在 aluminum (III) chloride 作用下， 以 二硫化碳 、 氯仿 为溶剂， 以15%的产率得到1,1'-(1,3,7,9-tetrahydroxydibenzo[b,d]furan-2,6-diyl)bis(2-methylbutan-1-one)
  参考文献：
  名称：

  Designing inhibitors against fructose 1,6-bisphosphatase: Exploring natural products for novel inhibitor scaffolds

  摘要：

  Natural products often contain unusual scaffold structures that may be elaborated by combinatorial methods to develop new drug-like molecules. Visual inspection of more than 128 natural products with some type of anti-diabetic activity suggested that a subset might provide novel scaffolds for designing potent inhibitors against fructose 1,6-bisphosphatase (FBPase), an enzyme critical in the control of gluconeogenesis. Using in silico docking methodology, these were evaluated to determine those that exhibited affinity for the AMP binding site. Achyrofuran from the South American plant Achyrocline satureoides, was selected for further investigation. Using the achyrofuran scaffold, inhibitors against FBPase were developed. Compounds 15 and 16 inhibited human liver and pig kidney FBPases at IC50 values comparable to that of AMP, the natural allosteric inhibitor. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.12.055
• 作为产物：
  描述：

  1,3,5-三甲氧基苯 在 氢碘酸 、 碘 、 碘酸 、 铜 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 6.75h， 生成 1,3,7,9-tetrahydroxydibenzofuran
  参考文献：
  名称：

  Structure Determination and Total Synthesis of a Novel Antibacterial Substance, AB0022A, Produced by a Cellular Slime Mold.

  摘要：

  从细胞黏菌Dictyostelium purpureum K1001中分离得到一种新型抗菌物质AB0022A，其对革兰氏阳性细菌有抑制作用，最低抑菌浓度（MIC）范围为0.39至50μg/ml。由于AB0022A是一个高度取代的芳香族化合物，仅凭其物理化学和光谱数据无法确定其结构。因此，我们利用其去卤代衍生物推导出其结构为1, 9-二羟基-3, 7-二甲氧基-2-己酰基-4, 6, 8-三氯二苯并呋喃。为验证这一结构，我们对推测的结构进行了合成。合成的化合物与天然AB0022A完全相同。

  DOI：

  10.7164/antibiotics.53.959

文献信息

• Keratin dyeing compounds, keratin dyeing compositions containing them, and use thereof
  申请人：Glenn Wayne Robert

  公开号：US20050217038A1

  公开（公告）日：2005-10-06

  Compositions for the oxidative dyeing of keratin fibers, comprising a medium suitable for dyeing and one or more tricyclic fused 6-5-6 heteroaromatic keratin dyeing compounds having one heteroatom. A method for oxidative dyeing of keratin fibers, comprising applying such compositions in the presence of an oxidizing agent, for a period sufficient to develop the desired coloration.

  这段话的中文翻译如下： 本发明涉及一种用于氧化染色角蛋白纤维的组合物，包括适合染色的介质和一种或多种三环融合的6-5-6杂环角蛋白染料化合物，其中含有一个杂原子。一种氧化染色角蛋白纤维的方法，包括在氧化剂的存在下应用这种组合物，以便在足够的时间内发展所需的颜色。
• Keratin Dyeing Compounds, Keratin Dyeing Compositions Containing Them, And Use Thereof
  申请人：Glenn Wayne Robert

  公开号：US20080098535A1

  公开（公告）日：2008-05-01

  Compositions for the oxidative dyeing of keratin fibers, comprising a medium suitable for dyeing and one or more tricyclic fused 6-5-6 heteroaromatic keratin dyeing compounds having one heteroatom. A method for oxidative dyeing of keratin fibers, comprising applying such compositions in the presence of an oxidizing agent, for a period sufficient to develop the desired coloration.

  含氧化染料的角蛋白纤维氧化染色组合物，包括适于染色的介质和一个或多个三环融合6-5-6杂环角蛋白染料化合物，其中含有一个杂原子。一种氧化染色角蛋白纤维的方法，包括在氧化剂存在下应用这种组合物，以达到所需的着色时间。
• INHIBITORS OF FRUCTOSE 1,6-BISPHOSPHATASE AND METHODS OF USE THEREOF
  申请人：Kantrowitz Evan R.

  公开号：US20120028892A1

  公开（公告）日：2012-02-02

  The invention is directed to a compound according to formula (I). The compounds of formula (I) include prodrugs, pharmaceutically acceptable salts, stereoisomer mixtures, and enantiomers thereof. The invention is also directed to a pharmaceutical composition comprising a compound according to formula (I) and a pharmaceutically acceptable carrier and to methods for treating diabetes by administering such a pharmaceutical composition alone or in combination with other therapeutic agents. The invention is also directed to inhibitors of fructose-1,6-bisphosphatase.

  该发明涉及一种符合式（I）的化合物。符合式（I）的化合物包括前药、药物可接受的盐、立体异构体混合物及其对映体。该发明还涉及一种药物组合物，包括符合式（I）的化合物和药物可接受的载体，以及通过单独或与其他治疗剂联合给药该药物组合物治疗糖尿病的方法。该发明还涉及果糖-1,6-二磷酸酶的抑制剂。
• Dibenzofuran derivatives as inhibitors of fructose 1,6-bisphosphatase and methods of use thereof
  申请人：Kantrowitz Evan R.

  公开号：US09273021B2

  公开（公告）日：2016-03-01

  The invention is directed to a compound according to formula (I). The compounds of formula (I) include prodrugs, pharmaceutically acceptable salts, stereoisomer mixtures, and enantiomers thereof. The invention is also directed to a pharmaceutical composition comprising a compound according to formula (I) and a pharmaceutically acceptable carrier and to methods for treating diabetes by administering such a pharmaceutical composition alone or in combination with other therapeutic agents. The invention is also directed to inhibitors of fructose-1,6-bisphosphatase.

  本发明涉及一种按照式(I)的化合物。式(I)的化合物包括前药、药学上可接受的盐、立体异构体混合物及其对映体。本发明还涉及一种包括按照式(I)的化合物和药学上可接受的载体的药物组合物，以及通过单独或与其他治疗剂联合给予这种药物组合物治疗糖尿病的方法。本发明还涉及果糖-1,6-二磷酸酶抑制剂。
• [EN] INHIBITORS OF FRUCTOSE 1,6-BISPHOSPHATASE AND METHODS OF USE THEREOF<br/>[FR] INHIBITEURS DE FRUCTOSE-1,6-BISPHOSPHATASE ET PROCÉDÉS POUR LES UTILISER
  申请人：TRUSTEES BOSTON COLLEGE

  公开号：WO2010091185A3

  公开（公告）日：2010-09-30