3-hydroxyiminoflavanone | 7255-80-3

• 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-hydroxyiminoflavanone
• 英文别名: 3-hydroxyiminoflavone；3-Hydroxyimino-2-phenylchromen-4-one
• CAS: 7255-80-3
• 化学式: C₁₅H₁₁NO₃
• 分子量: 253.257
• InChiKey: UPAMVIOAWHMBTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  58.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-hydroxyiminoflavanone 、 rhodium(III) chloride hydrate 以 丙酮 为溶剂， 反应 24.0h， 生成 cis-dichlorido(3-nitrosoflavone)(3-hydroxyiminoflavanone)ruthenium(II)
  参考文献：
  名称：

  Small differences in structure, a large difference in activity – Comparing a new Ru(II)-3-hydroxyiminoflavanone complex with analogous Ru(II) compounds

  摘要：

  Ruthenium compounds are a class of potential anticancer agents in a field with many emerging metal based drugs and drug candidates. This work presents the synthesis and structural evaluation of a new Ru(II) complex of 3-hydroxyiminoflavanone with spectroscopic and crystallographic methods. Its cytostatic and hemostatic activity, as well as its behavior in solution, are compared with those of two previously described, cytotoxic Ru(II) complexes with C2-substituted 3-iminoflavanones. The synthesis of this compound results in the oxidation of one of the two coordinated 3-hydroxyiminoflavanones to 3-nitro-soflavone and reduction of Ru(III) to Ru(II). The obtained complex has moderate to low toxicity towards five human cancer cell lines, unlike similar ruthenium compounds. The article attempts to account for the difference on the basis of structural differences, solution UV-Vis studies and theoretical evaluation. As none of the tested compounds seriously alter hemostasis or red blood cell integrity in vitro, they might be suitable for further in vitro and in vivo testing. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2016.11.021
• 作为产物：
  描述：

  黄烷酮 在 亚硝酸正戊酯 作用下， 以 乙醚 为溶剂， 生成 3-hydroxyiminoflavanone
  参考文献：
  名称：

  Kosmider, Beata; Anuels, Sunny A.; Evenberg, Dolf, Arzneimittel-Forschung/Drug Research, 2010, vol. 60, # 3, p. 149 - 156

  摘要：

  DOI：

文献信息

• Kosmider, Beata; Anuels, Sunny A.; Evenberg, Dolf, Arzneimittel-Forschung/Drug Research, 2010, vol. 60, # 3, p. 149 - 156
  作者：Kosmider, Beata、Anuels, Sunny A.、Evenberg, Dolf、Zyner, Elzbieta、Bahmed, Karim、Osiecka, Regina、Ochocki, Justyn

  DOI：——

  日期：——
• Small differences in structure, a large difference in activity – Comparing a new Ru(II)-3-hydroxyiminoflavanone complex with analogous Ru(II) compounds
  作者：M. Kasprzak、M. Fabijańska、L. Chęcińska、K. Studzian、M. Markowicz-Piasecka、J. Sikora、E. Mikiciuk-Olasik、J. Ochocki

  DOI：10.1016/j.ica.2016.11.021

  日期：2017.3

  Ruthenium compounds are a class of potential anticancer agents in a field with many emerging metal based drugs and drug candidates. This work presents the synthesis and structural evaluation of a new Ru(II) complex of 3-hydroxyiminoflavanone with spectroscopic and crystallographic methods. Its cytostatic and hemostatic activity, as well as its behavior in solution, are compared with those of two previously described, cytotoxic Ru(II) complexes with C2-substituted 3-iminoflavanones. The synthesis of this compound results in the oxidation of one of the two coordinated 3-hydroxyiminoflavanones to 3-nitro-soflavone and reduction of Ru(III) to Ru(II). The obtained complex has moderate to low toxicity towards five human cancer cell lines, unlike similar ruthenium compounds. The article attempts to account for the difference on the basis of structural differences, solution UV-Vis studies and theoretical evaluation. As none of the tested compounds seriously alter hemostasis or red blood cell integrity in vitro, they might be suitable for further in vitro and in vivo testing. (C) 2016 Elsevier B.V. All rights reserved.