quercetin 3,7,3',4'-tetramethyl ether-5-acetate | 50837-35-9

• 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: quercetin 3,7,3',4'-tetramethyl ether-5-acetate
• 英文别名: 3,7,3',4'-tetramethylquercetin monoacetate；5-acetoxy-3,7,3',4'-tetramethoxyflavone；5-acetoxy-2-(3,4-dimethoxy-phenyl)-3,7-dimethoxy-chromen-4-one；5-Acetoxy-2-(3,4-dimethoxy-phenyl)-3,7-dimethoxy-chromen-4-on；5-Acetoxy-2-(3,4-dimethoxy-phenyl)-3,7-dimethoxy-chromen-4-on, 5-O-Acetyl-3,7,3',4'-tetra-O-methyl-quercetin；5-Acetoxy-2-(3,4-dimethoxy-phenyl)-3,7-dimethoxy-chromen-4-on, 5-O-Acetyl-3,7,3',4'-tetra-O-methyl-quecetin；[2-(3,4-Dimethoxyphenyl)-3,7-dimethoxy-4-oxochromen-5-yl] acetate
• CAS: 50837-35-9
• 化学式: C₂₁H₂₀O₈
• 分子量: 400.385
• InChiKey: RUTARBKAJIMPEA-UHFFFAOYSA-N

物化性质

• 熔点：
  169-171 °C
• 沸点：
  586.0±50.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  水 、 quercetin 3,7,3',4'-tetramethyl ether-5-acetate 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Herzig, Monatshefte fur Chemie, 1888, vol. 9, p. 560

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酸酐 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium acetate 作用下， 生成 quercetin 3,7,3',4'-tetramethyl ether-5-acetate
  参考文献：
  名称：

  Herzig, Monatshefte fur Chemie, 1884, vol. 5, p. 75

  摘要：

  DOI：

文献信息

• Secondary Metabolites from Two Species of Pulicaria and Their Cytotoxic Activity
  作者：Jorge Triana、Mariana López、Francisco Javier Pérez、Francisco León、José Quintana、Francisco Estévez、Juan C. Hernández、Javier González-Platas、Ignacio Brouard、Jaime Bermejo

  DOI：10.1002/cbdv.201000324

  日期：2011.11

  Two new compounds, the sesquiterpene (1E,5E)-8β-acetoxy-4α-hydroxy-7βH-germacra-1(10),5-dien-14-oic acid (2), and a nor-sesquiterpene, (5E)-8β-acetoxy-4α-hydroxy-7βH-germacr-5-en-10-one (3), were isolated from Pulicaria canariensis ssp. lanata, along with ten known compounds, including the flavonoid 5,3'-dihydroxy-3,7,4'-trimethoxyflavone (4). From Pulicaria burchardii, we isolated seven known compounds;

  两种新化合物，倍半萜（1E，5E）-8β-乙酰氧基-4α-羟基-7βH-germacra-1（10），5-dien-14-oic酸（2）和正倍半萜（5E）从加那利野葛中分离出-8β-乙酰氧基-4α-羟基-7βH-germacr-5-en-10-one（3）。藤，以及十种已知化合物，包括类黄酮5,3'-二羟基-3,7,4'-三甲氧基黄酮（4）。我们从布加迪枸杞中分离了七个已知化合物。报道了三萜3β-羟基酒石碱20-en-30-al（1）的物理和光谱数据。化合物1-3的结构是根据HR-MS和1D-NMR和2D-NMR研究确定的。X射线晶体衍射证实了2的结构。细胞活力实验表明，半合成的类黄酮4b是对人类白血病细胞最具杀伤力的化合物，
• Antiproliferative Activities of Citrus Flavonoids against Six Human Cancer Cell Lines
  作者：John A. Manthey、Najla Guthrie

  DOI：10.1021/jf020121d

  日期：2002.10.1

  Citrus fruits contain high concentrations of several classes of phenols, including numerous hydroxycinnamates, flavonoid glycosides, and polymethoxylated flavones. The latter group of compounds occurs without glycosidic linkages and has been shown to inhibit the proliferation of a number of cancer cell lines. This antiproliferative property was further demonstrated against additional human cancer cell lines, and the anti proliferative actions of a series of synthetic methoxylated flavones were also studied. Similar to the naturally occurring compounds, the synthetic compounds exhibited strong antiproliferative activities. In many cases the IC50 values occurred below 10 mum. Other hydroxylated flavone and flavanone aglycons also exhibited antiproliferative activities against the cancer cell lines, with the flavones showing greater activities than the flavanones. Glycosylation of these compounds removed their activity. The strong antiproliferative activities of the polymethoxylated flavones suggest that they may have use as anticancer agents in humans.