The conjugates of uracil-cyclen Zn(II) complexes: synthesis, characterization, and their interaction with plasmid DNA.
As an important nucleobase in RNA, uracil was introduced into the side chain of cyclen (1,4,7,10-tetraazacyclododecane) by using phenylene dimethylene group as bridge. The target compounds 5 were obtained in high yields. Subsequent experiments demonstrated that the uracil-cyclen conjugates can bind Zn(2+) cation rapidly in water, and the catalytic activities of their Zn(II) complexes 6 in DNA cleavage were also studied. The results showed that Zn(II) complexes can catalyze the cleavage of supercoiled DNA (pUC 19 plasmid DNA) (Form I) to produce nicked DNA (Form II and Form III) with high selectivity. In water solution, complex 6b may form a unique and stable supramolecular structure, which benefits the DNA cleavage process.
Xia
Chuan-Qin
CQ
Department of Chemistry, Key Laboratory of Green Chemistry and Technology (Ministry of Education), Sichuan University, Chengdu, PR China.
Jiang
Ning
N
Zhang
Ji
J
Chen
Shan-Yong
SY
Lin
Hong-Hui
HH
Tan
Xin-Yu
XY
Yue
Yang
Y
Yu
Xiao-Qi
XQ
D001483:Base Sequence; D001665:Binding Sites; D002413:Cations, Divalent; D000080027:Cyclams; D004247:DNA / Q000737:chemistry*; D004249:DNA Damage; D004587:Electrophoresis, Agar Gel; D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D006863:Hydrogen-Ion Concentration; D009690:Nucleic Acid Conformation; D009942:Organometallic Compounds / Q000138:chemical synthesis*; D010957:Plasmids / Q000737:chemistry / Q000235:genetics*; D021241:Spectrometry, Mass, Electrospray Ionization; D014498:Uracil / Q000737:chemistry*; D014867:Water / Q000737:chemistry; D015032:Zinc / Q000737:chemistry*
D002413:Cations, Divalent; D000080027:Cyclams; D006571:Heterocyclic Compounds; D009942:Organometallic Compounds; D014867:Water; D014498:Uracil; D004247:DNA; C038072:cyclen; D015032:Zinc