5,7-Dihydroxy-6,8-dimethyl-2-(4-nitrophenyl)-2,3-dihydrochromen-4-one | 1204194-89-7

• 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: 5,7-Dihydroxy-6,8-dimethyl-2-(4-nitrophenyl)-2,3-dihydrochromen-4-one
• CAS: 1204194-89-7
• 化学式: C₁₇H₁₅NO₆
• 分子量: 329.309
• InChiKey: HKWSMKDPALZHGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-(2,4,6-三羟基-3,5-二甲基苯基)乙酮 、 对硝基苯甲醛 在 硼酸 作用下， 以 乙二醇 为溶剂， 反应 3.0h， 生成 5,7-Dihydroxy-6,8-dimethyl-2-(4-nitrophenyl)-2,3-dihydrochromen-4-one
  参考文献：
  名称：

  Synthesis and biological activity of flavanone derivatives

  摘要：

  A series of new flavanone derivatives of farrerol was synthesized by a convenient method. The in vitro anti-tumor activity of these compounds was evaluated against human Bel-7402, HL-60, BGC-823 and KB cell lines, the protein tyrosine kinase (PTK) inhibitor activity was also tested. Their cytoprotective activity was tested using hydrogen peroxide (H2O2)-induced injury in human umbilical vein endothelial cells. Their in vitro anti-atherosclerosis activity was tested on vascular smooth muscle cells by the MTT method using tetrandrine as a positive contrast drug. The structures of all compounds synthesized were confirmed by H-1, C-13 NMR and ESI-MS. Most of the compounds exhibited good pharmacological activity and the preliminary structure-activity relationships were described. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.090

文献信息

• Synthesis and biological activity of flavanone derivatives
  作者：Lei Shi、Xiu E Feng、Jing Rong Cui、Lian Hua Fang、Guan Hua Du、Qing Shan Li

  DOI：10.1016/j.bmcl.2010.07.090

  日期：2010.9

  A series of new flavanone derivatives of farrerol was synthesized by a convenient method. The in vitro anti-tumor activity of these compounds was evaluated against human Bel-7402, HL-60, BGC-823 and KB cell lines, the protein tyrosine kinase (PTK) inhibitor activity was also tested. Their cytoprotective activity was tested using hydrogen peroxide (H2O2)-induced injury in human umbilical vein endothelial cells. Their in vitro anti-atherosclerosis activity was tested on vascular smooth muscle cells by the MTT method using tetrandrine as a positive contrast drug. The structures of all compounds synthesized were confirmed by H-1, C-13 NMR and ESI-MS. Most of the compounds exhibited good pharmacological activity and the preliminary structure-activity relationships were described. (c) 2010 Elsevier Ltd. All rights reserved.