tetrachloro(4-methyl-11-[4-(4-methyl-1,4,8,11-tetraaza-bicyclo[6.6.2]hexadec-11-ylmethyl)benzyl]-1,4,8,11-tetraaza-bicyclo[6.6.2]hexadecane)dimanganese(II) | 1612786-96-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tetrachloro(4-methyl-11-[4-(4-methyl-1,4,8,11-tetraaza-bicyclo[6.6.2]hexadec-11-ylmethyl)benzyl]-1,4,8,11-tetraaza-bicyclo[6.6.2]hexadecane)dimanganese(II)
• 英文别名: Dichloromanganese; 11-methyl-4-[[4-[(11-methyl-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl)methyl]phenyl]methyl]-1,4,8,11-tetrazabicyclo[6.6.2]hexadecane；dichloromanganese;4-methyl-11-[[4-[(11-methyl-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl)methyl]phenyl]methyl]-1,4,8,11-tetrazabicyclo[6.6.2]hexadecane
• CAS: 1612786-96-5
• 化学式: C₃₄H₆₂Cl₄Mn₂N₈
• 分子量: 834.608
• InChiKey: UJKOGZUTVKOSBX-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  48
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  25.9
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-methyl-11-[4-(4-methyl-1,4,8,11-tetraaza-bicyclo[6.6.2]hexadec-11-ylmethyl)-benzyl]-1,4,8,11-tetraaza-bicyclo[6.6.2]hexadecane 、 manganese(ll) chloride 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以60%的产率得到tetrachloro(4-methyl-11-[4-(4-methyl-1,4,8,11-tetraaza-bicyclo[6.6.2]hexadec-11-ylmethyl)benzyl]-1,4,8,11-tetraaza-bicyclo[6.6.2]hexadecane)dimanganese(II)
  参考文献：
  名称：

  Synthesis and antimalarial activity of metal complexes of cross-bridged tetraazamacrocyclic ligands

  摘要：

  Using transition metals such as manganese(II), iron(II), cobalt(II), nickel(II), copper(II), and zinc(II), several new metal complexes of cross-bridged tetraazamacrocyclic chelators namely, cyclen- and cyclam-analogs with benzyl groups, were synthesized and screened for in vitro antimalarial activity against chloroquine-resistant (W2) and chloroquine-sensitive (D6) strains of Plasmodium falciparum. The metal-free chelators tested showed little or no antimalarial activity. All the metal complexes of the dibenzyl cross-bridged cyclam ligand exhibited potent antimalarial activity. The Mn2+ complex of this ligand was the most potent with IC(50)s of 0.127 and 0.157 mu M against the chloroquine-sensitive (D6) and chloroquine-resistant (W2) P. falciparum strains, respectively. In general, the dibenzyl hydrophobic ligands showed better anti-malarial activity compared to the activity of monobenzyl ligands, potentially because of their higher lipophilicity and thus better cell penetration ability. The higher antimalarial activity displayed by the manganese complex for the cyclam ligand in comparison to that of the cyclen, correlates with the larger pocket of cyclam compared to that of cyclen which produces a more stable complex with the Mn2+. Few of the Cu2+ and Fe2+ complexes also showed improvement in activity but Ni2+, Co2+ and Zn2+ complexes did not show any improvement in activity upon the metal-free ligands for anti-malarial development. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2014.05.003