Diethylenetriamine derivatives modified with naphthalene: Synthesis, copper(II) complexes and their nuclease activities

作者：An Yan; Liu Si Dong; Zhu Yan; Huang Hua Zhen; Li Liang Nian; Mao Zong Wan^*

来源：Chinese Journal of Inorganic Chemistry, 2006, 22(8): 1387-1391.

• diethylenetriamine
• copper ion
• DNA affinity
• DNA cleavage

Two diethylenetriamine derivatives modified with planar naphthalene ring, 4-(alpha-naphthylmethyl)-diethylenetriamine and 4-(beta-naphthylmethyl)-diethylenetriamine, were synthesized and characterized by elemental analysis, NMR and MS techniques. Their behaviors in solution and Cu(II) binding were determined by potentiometric titration. The presence of hydrophobic rings markedly lowers the pK(a) values of Cu2 -coordinated water molecules by a factor of 1.09 and 0.59, with pK(a) values of 8.4 for [Cu(L-1)(H2O)(2)](2 ) and 8.9 for [Cu(L-2)(H2O)](2 ), respectively, comparing with the corresponding one of unmodified diethylenetriamine (pK(a) similar to 9.49). The affinity to calf thymus DNA of the ligands and their Cu(II) complexes was studied by viscosity experiments. Both ligands and their copper complexes can interact with CT DNA by insert mode. In the absence of H2O2 or any reducing agent, supercoiled plasmid pBR322 DNA cleavage by Cu(II) complexes was studied. The result shows that the Cu(II) complex of L-1 is with higher nuclease activity.

• 出版日期2006-8
• 单位中山大学