5-hydroxy-7-methoxyflavanone oxime | 1227479-72-2

• 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-7-methoxyflavanone oxime
• 英文别名: (5-hydroxy-7-methoxyflavonone)oxime
• CAS: 1227479-72-2
• 化学式: C₁₆H₁₅NO₄
• 分子量: 285.299
• InChiKey: PIFIIVYVSGFUPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  71.28
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  copper(ll) sulfate pentahydrate 、 5-hydroxy-7-methoxyflavanone oxime 以 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and biological activity of the pinostrobin oxime complex compounds with some d-metals

  摘要：

  The process of the complex formation by the natural flavonoid pinostrobin (5-hydroxy-7-methoxyflavonone) oxime with the Cu(II) and Fe(III) ions in a water-ethanol medium was investigated. The metal: ligand ratio in the complex was determined by the saturation method. The results of the analysis of IR spectra and the data of mass-spectrometric studies of the structure of the obtained complex compounds are reported. The antiviral activity of the synthesized complexes with respect to the human immunodeficiency virus HIV-1 IIIB and HIV-2 ROD strains was studied. The antioxidant activity of the complexes, as well as the parent pinostrobin oxime ligand, was evaluated with respect to the diphenylpicrylhydrazyl (DPPH) radical and the 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulphonic acid (ABTS) radical cation.

  DOI：

  10.1134/s1070363211010142
• 作为产物：
  描述：

  pinostrobin 在 盐酸羟胺 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 以96%的产率得到5-hydroxy-7-methoxyflavanone oxime
  参考文献：
  名称：

  Cytotoxicity against KB and NCI-H187 cell lines of modified flavonoids from Kaempferia parviflora

  摘要：

  Flavones 1-4 isolated from Kaempferia parviflora were used for structural modification. Sixteen flavonoid derivatives, including four new derivatives, were synthesized and evaluated for cytotoxicity against KB and NCI-H187 cell lines. Flavanones 2a-4a demonstrated higher cytotoxic activity than the parent compounds. Cytotoxicity against KB cell line of oxime 1c was about 7 times higher than the ellipticine standard. Interestingly, oximes 1c and 2c exhibited highly potent cytotoxicity against NCI-H187 cell line with IC50 values of 0.014 and 0.23 mu M, respectively. Oximes 4c and 5c showed strong cytotoxicity against NCI-H187 cell line with IC50 values of 4.04 and 2.32 mu M, respectively. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.054