5-hydroxy-3,7,8,3',4',5'-hexamethylflavone | 21634-53-7

• 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: 5-hydroxy-3,7,8,3',4',5'-hexamethylflavone
• 英文别名: 5-hydroxy-3,7,8-trimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one；5-Hydroxy-3,7,8-trimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-on；5-Hydroxy-3,3',4',5',7,8-hexamethoxyflavone；5-hydroxy-3,7,8-trimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
• CAS: 21634-53-7
• 化学式: C₂₁H₂₂O₉
• 分子量: 418.4
• InChiKey: YBWGYGWOYCKNFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  硫酸二甲酯 、 5,8,3',4',5'-pentahydroxy-3,7-dimethoxyflavone 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 5.0h， 以3 mg的产率得到5-hydroxy-3,7,8,3',4',5'-hexamethylflavone
  参考文献：
  名称：

  Flavonoid Constituents of Chorizanthe diffusa with Potential Cancer Chemopreventive Activity

  摘要：

  An ethyl acetate-soluble extract of Chorizanthe diffusa was found to exhibit significant antioxidant activity, as judged by scavenging stable 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radicals and inhibition of 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced free radical formation with cultured HL-60 cells. Bioassay-directed fractionation of this extract using the DPPH antioxidant assay as a monitor led to the isolation of five structurally related flavonoids (1-5), including the novel compound 5,8,3',4',5'-pentahydroxy-3,7-dimethoxyflavone (1). Isolates 1-5 demonstrated varying degrees of antioxidant or antimutagenic activity. Two of the compounds, 5,7,3',4'-tetrahydroxy-3-methoxyflavone (2) and quercetin (4), were subsequently found to inhibit carcinogen-induced preneoplastic lesions in a mouse mammary organ culture model. Inhibitory activity of this type is known to correlate with cancer chemopreventive effects in full-term models of tumorigenesis.

  DOI：

  10.1021/jf980784o

文献信息

• Rao; Seshadri, Proceedings - Indian Academy of Sciences, Section A, 1948, # 27, p. 209,213
  作者：Rao、Seshadri

  DOI：——

  日期：——