4-ethoxy-6,7-dimethoxy-9-(1,3-benzodioxol-5-yl)naphtho[2,3-c]furan-1(3H)-one | 25001-55-2

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 4-ethoxy-6,7-dimethoxy-9-(1,3-benzodioxol-5-yl)naphtho[2,3-c]furan-1(3H)-one
• 英文别名: 7-O-ethyl-diphyllin；ethoxydiphyllin；9-(1,3-benzodioxol-5-yl)-4-ethoxy-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one；9-(1,3-benzodioxol-5-yl)-4-ethoxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
• CAS: 25001-55-2
• 化学式: C₂₃H₂₀O₇
• 分子量: 408.408
• InChiKey: MNMMHFKRAKEECO-UHFFFAOYSA-N

物化性质

• 沸点：
  648.6±55.0 °C(Predicted)
• 密度：
  1.338±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  diethyl 1-(3,4-methylenedioxyphenyl)-4-hydroxy-6,7-dimethoxynaphthalene-2,3-dicarboxylate 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 1.0h， 生成 4-ethoxy-6,7-dimethoxy-9-(1,3-benzodioxol-5-yl)naphtho[2,3-c]furan-1(3H)-one
  参考文献：
  名称：

  通过液泡 (H+)-ATPase 抑制作用阻断丝状病毒细胞进入的 Diphyllin 衍生物的表型优先级。

  摘要：

  许多病毒使用内体途径进入细胞并传播感染。内体酸化的感觉是许多病毒核心释放到细胞溶质中的触发因素。先前使用液泡 ATP 酶抑制剂的努力已被证明可以阻断内体酸化并影响病毒进入，尽管治疗选择性的潜力有限。在这项研究中，合成了液泡 ATP 酶抑制剂 diphyllin 的四个新系列衍生物，以评估它们在增强效力和抗丝病毒活性超过细胞毒性方面的潜力。适当地阻止埃博拉假型病毒进入细胞的衍生物被进一步评估为内体酸化和分离的人类液泡 ATP 酶活性的抑制剂。在这些测定中，与敌草素相比，效力显着增加的几种化合物也与人类细胞模型中的细胞毒性剂量分开 > 100 倍。最后，三种衍生物被证明是具有复制能力的埃博拉病毒进入初级巨噬细胞的抑制剂，具有相似的效力和增强的抗病毒活性选择性。

  DOI：

  10.1002/cmdc.201800587

文献信息

• Transglutaminase activator
  申请人：Kao Corporation

  公开号：US10064800B2

  公开（公告）日：2018-09-04

  A transglutaminase activator containing at least one kind selected from the group consisting of an extract from Justicia procumbens, an extract from Peristrophe japonica, and a compound represented by Formula (1), as an active ingredient: wherein R1 and R2 represent a hydrogen atom, a hydroxyl group, or an alkoxy group having 1 to 4 carbon atoms; R3 represents a hydrogen atom, or a group for forming a methylenedioxy group by bonding with R2; R4 and R5 represent a hydrogen atom, or a group for forming a methylenedioxy group by bonding with each other; R6 represents a hydrogen atom, a hydroxyl group, an alkoxy group having 1 to 5 carbon atoms, an acyloxy group having 1 to 4 carbon atoms, or a specific sugar residue.

  一种转谷氨酰胺酶激活剂，其活性成分中至少含有一种从 Justicia procumbens 提取物、Peristrophe japonica 提取物和由式（1）代表的化合物组成的组中选出的物质： 其中 R1 和 R2 代表氢原子、羟基或具有 1 至 4 个碳原子的烷氧基；R3 代表氢原子或通过与 R2 键合形成亚甲二氧基的基团；R4 和 R5 代表氢原子或通过相互键合形成亚甲二氧基的基团；R6 代表氢原子、羟基、具有 1 至 5 个碳原子的烷氧基、具有 1 至 4 个碳原子的酰氧基或特定的糖残基。
• Synthesis and bioevaluation of novel analogues of justicidin A
  作者：Zhao Yu、Wang Dan、Hui Jie、Zhu Li

  DOI：10.1007/s00044-009-9172-1

  日期：2010.2

  Nine analogues of natural lignan justicidin A were easily synthesized employing Williamson etherification in yields of 76-84%. Compounds were evaluated for their cytotoxic activities against hepatocellular carcinoma (HepG2) cell line using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide (MTT) assay. All synthesized analogues showed better antitumor activity than etoposide.
• TRANSGLUTAMINASE ACTIVATOR
  申请人：Kao Corporation

  公开号：EP2918280B1

  公开（公告）日：2019-04-10
• Skin Whitening Agent
  申请人：Kikuchi Mamiko

  公开号：US20130295207A1

  公开（公告）日：2013-11-07

  Use of haguro-so or an organic solvent extract thereof, or a compound represented by the following formula (I) or a salt thereof, for inhibiting a dopa oxidase activity, for inhibiting melanin production, or for whitening the skin; in the formula (I), R 1 and R 2 , being the same or different, each represent a hydroxyl group, or a C 1-4 linear or branched alkoxy group, or R 1 and R 2 together form a methylenedioxy group; R 3 and R 4 , being the same or different, each represent a hydroxyl group, or a C 1-4 linear or branched alkoxy group, or R 3 and R 4 together form a methylenedioxy group; R 5 represents a hydrogen atom, a hydroxyl group, a C 1-5 linear or branched alkoxy group, a C 1-4 acyl group, or a sugar residue selected from the group consisting of (D-apio-β-D-furanosyl)oxy, (β-D-glucopyranosyl)oxy, (3-O,4-O-dimethyl-D-xylopyranosyl)oxy, (2-O,3-O,4-O-trimethyl-β-D-xylopyranosyl)oxy, and (3-O-methyl-β-D-glucopyranosyl)oxy; R 6 and R 7 are each a hydrogen atom and R 8 and R 9 together represent an oxygen atom, or R 8 and R 9 are each a hydrogen atom and R 6 and R 7 together represent an oxygen atom.
• Transglutaminase Activator
  申请人：Kao Corporation

  公开号：US20150238404A1

  公开（公告）日：2015-08-27

  A transglutaminase activator containing at least one kind selected from the group consisting of an extract from Justicia procumbens , an extract from Peristrophe japonica , and a compound represented by Formula (1), as an active ingredient: wherein R 1 and R 2 represent a hydrogen atom, a hydroxyl group, or an alkoxy group having 1 to 4 carbon atoms; R 3 represents a hydrogen atom, or a group for forming a methylenedioxy group by bonding with R 2 ; R 4 and R 5 represent a hydrogen atom, or a group for forming a methylenedioxy group by bonding with each other; R 6 represents a hydrogen atom, a hydroxyl group, an alkoxy group having 1 to 5 carbon atoms, an acyloxy group having 1 to 4 carbon atoms, or a specific sugar residue.