7,7'-dihydroxy-6,6'-dimethoxy-3,3'-biscoumarin

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7,7'-dihydroxy-6,6'-dimethoxy-3,3'-biscoumarin
• 英文别名: 7-Hydroxy-3-(7-hydroxy-6-methoxy-2-oxochromen-3-yl)-6-methoxychromen-2-one；7-hydroxy-3-(7-hydroxy-6-methoxy-2-oxochromen-3-yl)-6-methoxychromen-2-one
• 化学式: C₂₀H₁₄O₈
• 分子量: 382.326
• InChiKey: CATARVOMFPTQIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  东莨菪内酯 在 2-甲基四氢呋喃 、 horseradish peroxidase (EC 1.11.1.7) 、 氧气 、 tetraphenylporphyrin 作用下， 以 aq. phosphate buffer 为溶剂， 反应 24.0h， 以52%的产率得到7,7'-dihydroxy-6,6'-dimethoxy-3,3'-biscoumarin
  参考文献：
  名称：

  在两液相系统中通过蓝光 LED 驱动辣根过氧化物酶的原位激活氧化偶联香豆素

  摘要：

  已经建立了一种蓝光 LED 驱动的两液相系统，用于辣根过氧化物酶的原位激活，避免了使用过氧化氢以及与酶变性和不希望的自由基副反应相关的缺点。该光生物催化体系用于天然和合成香豆素与双香豆素的氧化偶联，只需一步即可获得同型二聚体，避免使用繁琐的保护基团。首次合成了由东莨菪碱偶联得到的两种天然C-2对称双香豆素。紫外可见分光光度法分析证实了原位无自由基和蓝光 LED 驱动 绿色溶剂2-甲基四氢呋喃氧化为相应的氢过氧化物，进而将辣根过氧化物酶的三价铁血红素氧化为弗瑞尔中间体，引发氧化偶联反应。

  DOI：

  10.1002/cctc.202100753

文献信息

• NOVEL USE FOR SCOPOLIN AND DERIVATIVES THEREOF
  申请人：Park Tae Sun

  公开号：US20120322754A1

  公开（公告）日：2012-12-20

  The present invention relates to a novel use for the compound of Chemical formula 1 in order to produce drugs or foods for the prevention or treatment of obesity, fatty liver, diabetes, metabolic syndrome or the like, and to a composition for the prevention or treatment of obesity, fatty liver, diabetes, metabolic syndrome or the like which contains the compound of Chemical formula 1 as an active ingredient, and also to a method for the prevention or treatment of obesity, fatty liver, diabetes, metabolic syndrome or the like comprising the administration of the compound of Chemical formula 1 to a mammal in a therapeutically effective dose. According to the present invention, the compound of Chemical formula 1 has been confirmed to suppress the differentiation of adipocytes, to reduce body weight and the amount of visceral fat, to reduce concentrations of cholesterol, triglycerides, free fatty acids and glucose which are associated with fatty liver and diabetes and the like and to reduce the fatty component in liver tissue, to suppress gene expression associated with obesity in visceral fatty tissue, and to increase the amount of expression of UCP1 and UCP3 which are UCP (uncoupling protein) genes involved in thermogenesis. The compound of Chemical formula 1 can be used to advantage in order to prevent or treat obesity, fatty liver, diabetes, metabolic syndrome and the like since, unlike the obesity treating agents based on synthetic drugs currently in use, it is based on a natural substance and hence entails a very low risk of adverse effects and, additionally, it exhibits its pharmacological effects by regulating the expression of genes associated with obesity rather than exhibiting pharmacological effects by acting on enzymes or the nervous system.
• US8828954B2
  申请人：——

  公开号：US8828954B2

  公开（公告）日：2014-09-09
• Oxidative Coupling of Coumarins by Blue‐LED‐Driven <i>in situ</i> Activation of Horseradish Peroxidase in a Two‐Liquid‐Phase System
  作者：Claudio Zippilli、Bruno Mattia Bizzarri、Sofia Gabellone、Lorenzo Botta、Raffaele Saladino

  DOI：10.1002/cctc.202100753

  日期：2021.10.7

  derived from the coupling of scopoletin were synthesized for the first time. UV-visible spectrophotometry analysis confirmed the radical-free and blue-LED-driven in situ oxidation of the green solvent 2-methyltetrahydrofuran to the corresponding hydroperoxide, which in turn oxidizes the ferric heme of horseradish peroxidase to ferryl intermediate, triggering the oxidative coupling reaction.

  已经建立了一种蓝光 LED 驱动的两液相系统，用于辣根过氧化物酶的原位激活，避免了使用过氧化氢以及与酶变性和不希望的自由基副反应相关的缺点。该光生物催化体系用于天然和合成香豆素与双香豆素的氧化偶联，只需一步即可获得同型二聚体，避免使用繁琐的保护基团。首次合成了由东莨菪碱偶联得到的两种天然C-2对称双香豆素。紫外可见分光光度法分析证实了原位无自由基和蓝光 LED 驱动 绿色溶剂2-甲基四氢呋喃氧化为相应的氢过氧化物，进而将辣根过氧化物酶的三价铁血红素氧化为弗瑞尔中间体，引发氧化偶联反应。