2'-Hydroxy-2,4,5'-trichlorchalcon | 6623-08-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2'-Hydroxy-2,4,5'-trichlorchalcon
• 英文别名: (E)-1-(5-chloro-2-hydroxyphenyl)-3-(2,4-dichlorophenyl)prop-2-en-1-one；(2E)-1-(5-chloro-2-hydroxyphenyl)-3-(2,4-dichlorophenyl)prop-2-en-1-one
• CAS: 6623-08-1
• 化学式: C₁₅H₉Cl₃O₂
• 分子量: 327.594
• InChiKey: BKAQLPYRQWWKRT-GORDUTHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-羟基-5-氯苯乙酮 、 2,4-二氯苯甲醛 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以75%的产率得到2'-Hydroxy-2,4,5'-trichlorchalcon
  参考文献：
  名称：

  Biological evaluation of synthetic analogues of curcumin: chloro-substituted-2′-hydroxychalcones as potential inhibitors of tubulin polymerization and cell proliferation

  摘要：

  A series of chloro-substituted-2'-hydroxychalcones were prepared and evaluated for their cytotoxic effects against K562 and SK-N-MC human cancer cell lines and as the inhibitors of tubulin polymerization. The 3,5'-dichloro- analogue (compound 3) inhibited the assembly of protofilaments with 89% inhibition. Compound 3 was found to be bound to tubulin with a dissociation constant of 3.7 mu M and altered far-UV circular dichroism spectrum of tubulin and altered far-UV circular dichroism spectrum of tubulin.

  DOI：

  10.1007/s00044-010-9344-z

文献信息

• Biological evaluation of synthetic analogues of curcumin: chloro-substituted-2′-hydroxychalcones as potential inhibitors of tubulin polymerization and cell proliferation
  作者：Hassan Aryapour、Gholam Hossein Riazi、Alireza Foroumadi、Shahin Ahmadian、Abbas Shafiee、Oveis Karima、Majid Mahdavi、Saeed Emami、Maedeh Sorkhi、Sirus Khodadady

  DOI：10.1007/s00044-010-9344-z

  日期：2011.5

  A series of chloro-substituted-2'-hydroxychalcones were prepared and evaluated for their cytotoxic effects against K562 and SK-N-MC human cancer cell lines and as the inhibitors of tubulin polymerization. The 3,5'-dichloro- analogue (compound 3) inhibited the assembly of protofilaments with 89% inhibition. Compound 3 was found to be bound to tubulin with a dissociation constant of 3.7 mu M and altered far-UV circular dichroism spectrum of tubulin and altered far-UV circular dichroism spectrum of tubulin.