3',4',5,7-tetrahydroxy-8-(3-methylbut-2-enyl)flavone

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 3',4',5,7-tetrahydroxy-8-(3-methylbut-2-enyl)flavone
• 英文别名: 8-prenyl luteolin；3',4',5,7-tetrahydroxy-8-prenylflavone；3',4',5,7-tetrahydroxy-8-(3,3-dimethylallyl)-flavone；5,7,3',4'-Tetrahydroxy-8-prenylflavone；2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one
• 化学式: C₂₀H₁₈O₆
• 分子量: 354.359
• InChiKey: WLZYCSNLBZYEHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 盐酸 、 甲醇 作用下， 以 四氢呋喃 为溶剂， 生成 3',4',5,7-tetrahydroxy-8-(3-methylbut-2-enyl)flavone
  参考文献：
  名称：

  Synthesis, biological evaluation of prenylflavonoids as vasorelaxant and neuroprotective agents

  摘要：

  A series of prenylflavonoids with multiple hydroxyl groups were synthesized and evaluated for their vasorelaxant activities against rat aorta rings pre-contracted by phenylephrine (PE), as well as their neuroprotective effects against OGD induced PC12 cell injury. The results indicated that the prenyl group at A-ring of prenylflavonoids, as well as hydroxyl groups at B-ring was important for their activities. (+/-)Leachianone G 1b, bearing 8-prenyl and 2',4'-dihydoxyl groups, exhibited the most potent vasorelaxant and neuroprotective effects. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.120

文献信息

• Catalytic prenylation of natural polyphenols
  作者：Yi Du、Iman Korchi、Aleksandr E. Rubtsov、Andrei V. Malkov

  DOI：10.1039/d3nj04371a

  日期：——

  Prenylated polyphenols occur naturally and exhibit biological activity superior to the ubiquitous parent polyphenols. However, their low abundance limits the wider application of these derivatives. In this work, we present an expedient, single-step catalytic protocol for introducing terpene fragments into the aromatic rings of the widely available natural stilbenoids and flavonoids to upgrade their

  异戊二烯化多酚天然存在，并表现出优于普遍存在的母体多酚的生物活性。然而，它们的低丰度限制了这些衍生物的更广泛应用。在这项工作中，我们提出了一种便捷的单步催化方案，用于将萜烯片段引入广泛使用的天然二苯乙烯类化合物和黄酮类化合物的芳环中，以提高其治疗潜力。
• Treatment of bladder and urinary tract cancers
  申请人：The Regents of the University of California

  公开号：US20040259813A1

  公开（公告）日：2004-12-23

  Compositions of matter and methods wherein chalcone and flavone derivatives are administered to human or veterinary patients for the treatment of bladder or urinary tract cancer. Compounds of the invention include 2′-hydroxy-4,4′,6′-trimethoxychalcone (Flavokawain A).

  向人类或兽类患者施用查尔酮和黄酮衍生物治疗膀胱癌或尿道癌的物质组合物和方法。本发明的化合物包括 2′-羟基-4,4′,6′-三甲氧基查尔酮（Flavokawain A）。
• US7326734B2
  申请人：——

  公开号：US7326734B2

  公开（公告）日：2008-02-05