2-(2,4-dimethoxyphenyl)-7-methoxy-4H-chromen-4-one | 7578-51-0

• 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: 2-(2,4-dimethoxyphenyl)-7-methoxy-4H-chromen-4-one
• 英文别名: 7,2',4'-trimethoxyflavone；2-(2,4-dimethoxy-phenyl)-7-methoxy-chromen-4-one；2-(2,4-Dimethoxy-phenyl)-7-methoxy-chromen-4-on；7,2',4'-Trimethoxy-flavon；2-(2,4-dimethoxyphenyl)-7-methoxychromen-4-one
• CAS: 7578-51-0
• 化学式: C₁₈H₁₆O₅
• 分子量: 312.322
• InChiKey: YPQZGQIOLDZFBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2,4-dimethoxyphenyl)-7-methoxy-4H-chromen-4-one 在 吡啶 、 盐酸羟胺 作用下， 生成 2-(2,4-dimethoxy-phenyl)-7-methoxy-chromen-4-one oxime
  参考文献：
  名称：

  Notes: 7,2',4'-Trimethoxyflavone

  摘要：

  DOI：

  10.1021/jo01091a633
• 作为产物：
  描述：

  7,2',4'-trimethoxyflavanone 在 硫酸 、 碘 作用下， 以 二甲基亚砜 为溶剂， 反应 8.0h， 以53 mg的产率得到2-(2,4-dimethoxyphenyl)-7-methoxy-4H-chromen-4-one
  参考文献：
  名称：

  Gao, Jin-Ming; Lu, Jia-Wen; Zhang, An-Ling, Journal of Chemical Research, 2006, # 3, p. 163 - 164

  摘要：

  DOI：

文献信息

• A facile route to flavone and neoflavone backbones via a regioselective palladium catalyzed oxidative Heck reaction
  作者：Mehdi Khoobi、Masoumeh Alipour、Samaneh Zarei、Farnaz Jafarpour、Abbas Shafiee

  DOI：10.1039/c2cc18150a

  日期：——

  A straightforward and atom-economical base-free palladium-catalyzed regioselective direct arylation of coumarins and chromenones is devised. This protocol is compatible with a wide variety of electron-donating and -withdrawing substituents and allows construction of various biologically important flavone and neoflavone backbones.

  设计了一种简单，原子经济的无碱钯催化香豆素和色农酮的区域选择性直接芳基化反应。该方案与多种供电子和吸电子取代基兼容，并允许构建各种生物学上重要的黄酮和新黄酮骨架。
• Solution Phase Synthesis of a Combinatorial Library of Chalcones and Flavones as Potent Cathepsin V Inhibitors
  作者：Joel Alvim、Richele P. Severino、Emerson F. Marques、Ariane M. Martinelli、Paulo C. Vieira、João B. Fernandes、M. Fatima das G. F. da Silva、Arlene G. Corrêa

  DOI：10.1021/cc100076k

  日期：2010.9.13

  Cathepsin V is a papain-like cysteine protease. It is involved in the control of human T cells (responsible for cell immunity), and presents the largest elastolytic activity among the proteolytic enzymes. Therefore, cathepsin V is a potential molecular target for the treatment of atherosclerosis. In the present work, natural flavonoids were screened against cathepsin V, and two flavones were identified

  组织蛋白酶V是一种木瓜蛋白酶样半胱氨酸蛋白酶。它参与人类T细胞的控制（负责细胞免疫），并在蛋白水解酶中表现出最大的弹性。因此，组织蛋白酶V是治疗动脉粥样硬化的潜在分子靶标。在目前的工作中，针对组织蛋白酶V筛选了天然类黄酮，并确定了两种黄酮是组织蛋白酶V的有效抑制剂。基于此结果，在溶液相中使用清道夫试剂制备了查尔酮和黄酮的组合文库，并经过充分评估。
• One-step conversion of flavanones into isoflavones: a new facile biomimetic synthesis of isoflavones
  作者：Takeshi Kinoshita、Koji Ichinose、Ushio Sankawa

  DOI：10.1016/s0040-4039(00)88565-2

  日期：1990.1
• Comprehensive nutraceutical agent for treatment/ prevention of Parkinson's disease
  申请人：Mazzio Elizabeth

  公开号：US20070116779A1

  公开（公告）日：2007-05-24

  This invention discloses a comprehensive nutraceutical designed to antagonize major mitigating factors specific to the degenerative process that occurs in Parkinson's disease (PD). The formulation is comprised of pyruvate, succinate and/or oxaloacetate further combined with specific macro/micronutrients, trace elements, amino acids, flavonoids and concentrated plant sources. The formula is based on means to attenuate the loss of ATP/toxicity by PD model toxins: 1-methyl-4-phenylpyridinium and rotenone, scavenge hydrogen peroxide/O 2 , augment antioxidant enzymes, prevent dopamine oxidation to DA-quinone via inhibition of COX, PLA 2 , LOX, xanthine oxidase, tyrosinase, prevent hyperhomocysteinemia, antagonize PARP-1 apoptosis, increase blood flow, glucose and oxygen delivery to the brain, potentiate mitochondrial function, antagonize glia iNOS and MAO or its products, chelate redox-active iron, inhibit hemeoxygenase-1, inhibit alpha-synuclein aggregation, augment ATP storage, mediate anti-inflammatory effects via inhibition. of PDE, MAPK p38/c-Jun NH2-terminal kinase/PGE2, antagonize excitotoxicity and downregulate N-methyltransferase, all of which contribute toward PD pathology.
• Nutraceutical agent for attenuating the neurodegenerative process associated with Parkinson's disease
  申请人：Mazzio Elizabeth

  公开号：US20080292607A1

  公开（公告）日：2008-11-27

  This invention describes a comprehensive nutraceutical designed to antagonize major mitigating factors to the degenerative process associated with Parkinson's disease. The formulation is comprised of a primary base of pyruvate, succinate and/or oxaloacetate, fruit extracts and anthocyanins, further combined with specific macro/micronutrients, trace elements, amino acids, flavonoids and concentrated plant sources. The nutraceutical contains substances that should attenuate the loss of ATP/toxicity by PD model toxins: 1-methyl-4-phenylpyridinium and rotenone, scavenge hydrogen peroxide/O 2 . − , augment antioxidant enzymes, prevent dopamine (DA) oxidation to DA-quinone via inhibition of COX, PLA 2 , LOX, xanthine oxidase, tyrosinase, prevent hyperhomocysteinemia, antagonize PARP-1 apoptosis, increase blood flow, glucose and oxygen delivery to the brain, potentiate mitochondrial function, antagonize glia iNOS and MAO or its products, chelate redox-active iron, inhibit heme oxygenase-1, inhibit alpha-synuclein aggregation, augment ATP storage, mediate anti-inflammatory effects via inhibition of PDE, MAPK p38/c-Jun NH2-terminal kinase/PGE2, antagonize excitotoxicity and downregulate N-methyltransferase, all of which contribute toward PD pathology.