3,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one | 111391-77-6

• 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: 3,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
• 英文别名: 3,6-Dimethoxy-2-(4-methoxy-phenyl)-chromen-4-on；3,6-Dimethoxy-2-(4-methoxyphenyl)chromen-4-one
• CAS: 111391-77-6
• 化学式: C₁₈H₁₆O₅
• 分子量: 312.322
• InChiKey: MIRRKSIIJPBULL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 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

• 作为产物：
  描述：

  (2E)-1-(2-hydroxy-5-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 在 双氧水 、 potassium carbonate 、 potassium hydroxide 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 生成 3,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
  参考文献：
  名称：

  A Structure Activity Relationship Study of 3,4’-Dimethoxyflavone for ArlRS Inhibition in Staphylococcus aureus

  摘要：

  耐甲氧西林金黄色葡萄球菌（MRSA）引起的感染很难治疗，因为它们对许多  内酰胺类抗生素都有耐药性，而且毒性因子的排泄高度协调。其中一种方法是...

  DOI：

  10.1039/d3ob00123g

文献信息

• 4'-Hydroxy-3-methoxyflavones with potent antipicornavirus activity
  作者：Nadine De Meyer、Achiel Haemers、Lallan Mishra、Hrishi Kesh Pandey、L. A. C. Pieters、Dirk A. Vanden Berghe、Arnold J. Vlietinck

  DOI：10.1021/jm00106a039

  日期：1991.2

  4'-Hydroxy-3-methoxyflavones are natural compounds with known antiviral activities against picornaviruses such as poliomyelitis and rhinoviruses. In order to establish a structure-activity relationship a series of analogues were synthesized, and their antiviral activities and cytotoxicities were compared with those of flavones from natural origin. The 4'-hydroxyl and 3-methoxyl groups, a substitution in the 5 position and a polysubstituted A ring appeared to be essential requirements for a high activity. The most interesting compound was 4',7-dihydroxy-3-methoxy-5,6-dimethylflavone possessing in vitro TI99 values of > 1000 and > 200 against poliovirus type 1 and rhinovirus type 15, respectively. This compound was also active against other rhinovirus serotypes (2, 9, 14, 29, 39, 41, 59, 63, 70, 85, and 89) tested, having MIC50 values ranging from 0.016 to 0.5-mu-g/mL. Finally in contrast to quercetin it showed to be not mutagenic in concentrations up to 2.5 mg in the Ames test.
• Row; Rao, Journal Of Scientific and Industrial Research, 1958, vol. 17 B, p. 199,201
  作者：Row、Rao

  DOI：——

  日期：——
• A Structure Activity Relationship Study of 3,4’-Dimethoxyflavone for ArlRS Inhibition in Staphylococcus aureus
  作者：Alexander Weig、Patrick O'Connor、Jakub M. Kwiecinski、Orry Marciano、Angelica Nunag、Andrew Guitierrez、Roberta Melander、Alexander Horswill、Christian Melander

  DOI：10.1039/d3ob00123g

  日期：——

  Infections caused by methicillin-resistant Staphylococcus aureus (MRSA) are difficult to treat due to their resistance to many -lactam antibiotics, and their highly coordinated excretion of virulence factors. One way in...

  耐甲氧西林金黄色葡萄球菌（MRSA）引起的感染很难治疗，因为它们对许多  内酰胺类抗生素都有耐药性，而且毒性因子的排泄高度协调。其中一种方法是...