colchicine | 436097-53-9

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 环庚三烯酮
• 英文名称: colchicine
• 英文别名: N-(1,2,3,10-tetramethoxy-11-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide
• CAS: 436097-53-9
• 化学式: C₂₂H₂₅NO₆
• 分子量: 399.444
• InChiKey: FNRBXJVLWMXULC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  83.09
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ammonium hexafluorophosphate 、 顺-双(2,2'-二吡啶基)二氯化钌(II)二水合物 、 colchicine 在 sodium acetate 作用下， 以 甲醇 、 水 为溶剂， 以33%的产率得到
  参考文献：
  名称：

  Coordination Chemistry of Tropolone-Based Antimitotic Drugs and the Antineoplastic Behavior of Some Ruthenium(II) and Platinum(II) Derivatives

  摘要：

  Aspects of the coordination chemistry of the antimitotics colchicine (Col) and trimethylcolchicinic acid (Tmca) with the metal fragments Pt(bpy)(2+) and Ru(bpy)(2)(2+) are reported. In addition, the coordination chemistry of the tropolone anion (Tp) with the same fragments, which serves as a model for one mode of binding of the antimitotic, is described. The new complexes have been characterized by a variety of spectroscopic techniques. We have tested the in vitro antitumor activity of the new complexes against human chronic myelogenous leukemia, K562, and human colon adenocarcinoma, COLO 205. In these experiments we can demonstrate cytotoxicity comparable to that of cisplatin, and surprisingly, activity of the substitutionally-inert Ru(bpy)(2)(2+) complexes of Tmca and Col is comparable to that of colchicine itself. It is suggested that the antineoplastic activity is predominantly due to the intact complexes since solution studies of all the Ru and Pt complexes at room temperature in 0.1 M saline/5% DMSO show no degradation products over 48 h.

  DOI：

  10.1021/ic00125a037