(±)-7-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-3,4-dihydrocoumarin

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: (±)-7-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-3,4-dihydrocoumarin
• 英文别名: (+/-)-7-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-3,4-dihydrocoumarin；7-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-3,4-dihydrocoumarin；7-hydroxy-4-(3-hydroxy-4-methoxyphenyl)chroman-2-one；7-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-3,4-dihydrochromen-2-one
• 化学式: C₁₆H₁₄O₅
• 分子量: 286.284
• InChiKey: MINHVWOJXDVBTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异香兰素 在 (CF₃SO₃)3Y 哌啶 、 吡啶 作用下， 反应 0.25h， 生成 (±)-7-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-3,4-dihydrocoumarin
  参考文献：
  名称：

  An efficient and fast synthesis of 4-aryl-3,4-dihydrocoumarins by (CF3SO3)3Y catalysis under microwave irradiation

  摘要：

  A new and efficient synthesis of eleven 4-aryl-3,4-dihydrocoumarins, in which six are new compounds, was performed using (CF3SO3)(3)Y as catalyst under microwave irradiation. The target compounds were obtained in good yields (68-80%) and remarkable time (7-20 min) when compared to the literature reports (1-40 h). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.04.144

文献信息

• Synthesis and antimicrobial activities of 4-aryl-3,4-dihydrocoumarins and 4-arylcoumarins
  作者：Jie Sun、Wei-Xian Ding、Xiao-Ping Hong、Ke-Yun Zhang、Yong Zou

  DOI：10.1007/s10600-012-0149-9

  日期：2012.3

  A new series of 4-aryl-3,4-dihydrocoumarins and 4-arylcoumarins were synthesized by the reaction of substituted cinnamic acids and 3-arylpropiolic acid with the corresponding phenols. These compounds were evaluated for antibacterial activity in vitro. The synthesized compounds displayed different degrees of antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Bacillus dysenteriae, and Candida albicans (a fungus). Compounds with catechol moieties and 7,8-substituted dihydroxyls in the A ring were the most active antimicrobial agents.

  通过取代肉桂酸和3-芳基炔酸与相应的酚反应，合成了一系列4-芳基-3,4-二氢香豆素和4-芳基香豆素。这些化合物在体外评估了抗菌活性。合成的化合物对金黄色葡萄球菌、大肠杆菌、痢疾杆菌和白色念珠菌（真菌）表现出不同程度的抗微生物活性。具有羟基苯环和7,8-取代二羟基的A环化合物是最活跃的抗微生物剂。
• Use of neoflavonoids for flavor modification
  申请人：Backes Michael

  公开号：US09131716B2

  公开（公告）日：2015-09-15

  The present invention relates primarily to the use of one or a plurality of neoflavonoids of formula (I) and/or one or a plurality of physiologically acceptable salts of one or a plurality of neoflavonoids of formula (I) for flavor modification, in particular for altering or masking a bitter, astringent and/or metallic flavor impression of a bitter, astringent and/or metallic tasting substance and a corresponding method of flavor modification. The present invention further relates to certain mixtures and certain preparations fit for consumption containing one or a plurality of neoflavonoids of formula (I) and/or one or a plurality of physiologically acceptable salts of one or a plurality of neoflavonoids of formula (I).

  本发明主要涉及使用公式（I）的一个或多个新黄酮类物质和/或公式（I）的一个或多个生理学上可接受的盐，用于风味改良，特别是用于改变或掩盖苦味、涩味和/或金属味印象的苦味、涩味和/或金属味味道物质的相应风味改良方法。本发明还涉及某些混合物和某些适合食用的制剂，其含有公式（I）的一个或多个新黄酮类物质和/或公式（I）的一个或多个生理学上可接受的盐。
• Synthesis and NMR of 4-Aryl-3,4-dihydrocoumarins and 4-Arylcoumarins
  作者：Jie Sun、Yanfeng Wang

  DOI：10.14233/ajchem.2014.17751

  日期：——

  This paper described the synthesis and 1H and 13C NMR chemical shifts of a series of 4-aryl-3,4-dihydrocoumarin and 4-arylcoumarin derivatives based on a combination of 1H and 13C NMR, HSQC and HMBC experiments.

  本文结合 1H 和 13C NMR、HSQC 和 HMBC 实验，描述了一系列 4-芳基-3,4-二氢香豆素和 4-芳基香豆素衍生物的合成以及 1H 和 13C NMR 化学位移。
• Verwendung von Neoflavonoiden zur Geschmacksmodifizierung
  申请人：Symrise AG

  公开号：EP2570035B1

  公开（公告）日：2014-06-18
• US9131716B2
  申请人：——

  公开号：US9131716B2

  公开（公告）日：2015-09-15