2-(1-hydroxy-4-oxocyclohexa-2,5-dienyl)-4H-chromen-4-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-(1-hydroxy-4-oxocyclohexa-2,5-dienyl)-4H-chromen-4-one
• 英文别名: 2-(1-Hydroxy-4-oxocyclohexa-2,5-dien-1-yl)chromen-4-one
• 化学式: C₁₅H₁₀O₄
• 分子量: 254.242
• InChiKey: LPFCDUBIZJHXMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-羟基黄烷酮 在 2,2,6,6-tetramethyl-piperidine-N-oxyl [双(三氟乙酰氧基)碘]苯 作用下， 以 水 、 乙腈 为溶剂， 以36%的产率得到2-(1-hydroxy-4-oxocyclohexa-2,5-dienyl)-4H-chromen-4-one
  参考文献：
  名称：

  首次合成原芹菜酮及其类似物作为有效的细胞毒性剂。

  摘要：

  从火假单胞菌分离的原芹菜酮（1）以前对五种人类癌细胞系显示出显着的细胞毒活性。在持续的结构-活性关系研究中，实现了1的第一个全合成和修饰。评价所有合成的化合物和相关中间体对五种人类癌细胞系HepG2，Hep3B，MDA-MB-231，MCF-7和A549的细胞毒活性。其中24个细胞毒性比1个高2.2-14.2倍，萘基A环类似物显着增强了其活性。

  DOI：

  10.1021/jm070363a

文献信息

• COMPOSITION FOR TREATING CANCER CELLS AND SYNTHETIC METHOD FOR THE SAME
  申请人：Wu Yang-Chang

  公开号：US20090054516A1

  公开（公告）日：2009-02-26

  A pharmaceutical composition having a cytotoxic effect to a cancer cell and a method for the same are provided. The pharmaceutical composition comprises a flavonoid compound having at least one of the following formulas: wherein B ring is a 4-oxo-cyclohexa-2,5-dienyl group, and any one of R 1 -R 12 is one selected from a group consisting of hydrogen group, hydroxyl group, C1-C20 alkyl group, C1-C20 ether group, C1-C20 ester group, carboxyl group, halogen and sugar.

  提供一种对癌细胞具有细胞毒作用的药物组合物及其方法。所述药物组合物包括至少具有以下一种结构的黄酮类化合物： 其中B环是4-氧代环己-2,5-二烯基基团，R1-R12中的任一是从氢基团、羟基团、C1-C20烷基团、C1-C20醚基团、C1-C20酯基团、羧基团、卤素和糖组成的群体中选择的一种。
• Methods and compositions for inhibition of ATR and FANCD2 activation
  申请人：Kaohsiung Medical University

  公开号：US10195176B2

  公开（公告）日：2019-02-05

  This invention is announcing a composition of flavonoid skeleton in the formula I or formula II compound, wherein each of the substituents is given the definition as set forth in the specification and claims. This composition have the capacity to treating or preventing a virus infection in a subject.

  本发明公布了一种由式 I 或式 II 化合物中的黄酮类骨架组成的组合物，其中各取代基的定义见说明书和权利要求书。该组合物具有治疗或预防受试者感染病毒的能力。
• Composition for treating cancer cells and synthetic method for the same
  申请人：Kaohsiung Medical University

  公开号：EP1980248B1

  公开（公告）日：2019-06-12
• METHODS AND COMPOSITIONS FOR INHIBITION OF ATR AND FANCD2 ACTIVATION
  申请人：KAOHSIUNG MEDICAL UNIVERSITY

  公开号：US20130310448A1

  公开（公告）日：2013-11-21

  This invention is announcing a composition of flavonoid skeleton in the formula I or formula II compound, wherein each of the substituents is given the definition as set forth in the specification and claims. This composition have the capacity to Inhibit functions of ATR and FANCD2 on DNA replication, damage checkpoint, and repair; therefore, this composition can improve the cancer sensitivity and poor prognosis to DNA-damaging therapeutics.
• Methods and Compositions for Inhibition of ATR and FANCD2 Activation
  申请人：Kaohsiung Medical University

  公开号：US20160158190A1

  公开（公告）日：2016-06-09

  This invention is announcing a composition of flavonoid skeleton in the formula I or formula II compound, wherein each of the substituents is given the definition as set forth in the specification and claims. This composition have the capacity to treating or preventing a virus infection in a subject.