3'-O-(carboxymethyl)diosmetin | 123580-43-8

• 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'-O-(carboxymethyl)diosmetin
• 英文别名: 3'-O-Carboxymethyldiosmetin；2-[5-(5,7-Dihydroxy-4-oxochromen-2-yl)-2-methoxyphenoxy]acetic acid
• CAS: 123580-43-8
• 化学式: C₁₈H₁₄O₈
• 分子量: 358.304
• InChiKey: FHDXUJUKXZMQHO-UHFFFAOYSA-N

物化性质

• 沸点：
  635.0±55.0 °C(Predicted)
• 密度：
  1.522±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3'-O-(carboxymethyl)diosmetin 生成 5,7-dihydroxy-3'-(ethoxycarbonylmethoxy)-4'-methoxyflavone
  参考文献：
  名称：

  ROLLAND, YVES;DUHAULT, JACQUES

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 2-[5-[5-hydroxy-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-2-yl]-2-methoxyphenoxy]acetate 生成 3'-O-(carboxymethyl)diosmetin
  参考文献：
  名称：

  ROLLAND, YVES;DUHAULT, JACQUES

  摘要：

  DOI：

文献信息

• Flavonoid-Related Modulators of Multidrug Resistance:  Synthesis, Pharmacological Activity, and Structure−Activity Relationships
  作者：Jacques Ferté、Jean-Marc Kühnel、Geneviève Chapuis、Yves Rolland、Guy Lewin、Marc A. Schwaller

  DOI：10.1021/jm981064b

  日期：1999.2.1

  A series of 28 flavonoid derivatives containing a N-benzylpiperazine chain have been synthesized and tested for their ability to modulate multidrug resistance (MDR) in vitro. At 5 mu M, most compounds potentiated doxorubicin cytotoxicity on resistant K562/DOX cells. They were also able to increase the intracellular accumulation of JC-1, a fluorescent molecule recently described as a probe of P-glycoprotein-mediated MDR. This suggests that these compounds act, at least in part, by inhibiting P-glycoprotein activity. As in other studies, lipophilicity was shown to influence MDR-modulating activity but was not the only determinant. Diverse di- and trimethoxy substitutions on N-benzyl were examined and found to affect the activity differently. The most active compounds had a 2,3,4-trimethoxybenzylpiperazine chain attached to either a flavone or a flavanone moiety (13, 19, 33, and 37) and were found to be more potent; than verapamil.
• ROLLAND, YVES;DUHAULT, JACQUES
  作者：ROLLAND, YVES、DUHAULT, JACQUES

  DOI：——

  日期：——
• US4970301A
  申请人：——

  公开号：US4970301A

  公开（公告）日：1990-11-13