Arm effects of mononuclear armed cyclen copper complexes on DNA cleavage

被引:9
作者
Li, Jing [1 ]
Yue, Yang [1 ]
Zhang, Ji [1 ]
Lu, Qiao-Sen [1 ]
Li, Kun [1 ]
Huang, Yu [1 ]
Zhang, Zhong-Wei [2 ]
Lin, Hong-Hui [2 ]
Wang, Na [1 ]
Yu, Xiao-Qi [1 ,3 ]
机构
[1] Sichuan Univ, Dept Chem, Key Lab Green Chem & Technol, Minist Educ, Chengdu 610064, Sichuan, Peoples R China
[2] Sichuan Univ, Coll Life Sci, Key Lab Bioresources & Ecoenvironm, Minist Educ, Chengdu 610064, Sichuan, Peoples R China
[3] Sichuan Univ, W China Hosp, W China Med Sch, State Key Lab Biotherapy, Chengdu 610041, Sichuan, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1007/s11243-008-9108-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Novel cyclen copper(II) complexes appending different side arms were synthesized as DNA cleavage agents. Both the intermediates and mononuclear complexes were characterized by H-1 NMR, ESI-HRMS, Elemental analyses and IR, and their catalytic activities for DNA cleavage and DNA binding abilities were investigated. The results indicate that the copper(II) complexes could catalyze the cleavage of supercoiled DNA (pUC 19 plasmid DNA) under physiological conditions to produce nicked DNA with high yields (nearly 100%) via an oxidative mechanism in the absence of exogenous agents; The copper complex bearing an 9-anthryl group gave superior DNA interactions to those bearing phenyl or methyl groups.
引用
收藏
页码:759 / 765
页数:7
相关论文
共 45 条
[1]   A double-functionalized cyclen with carbamoyl and dansyl groups (cyclen=1,4,7,10-tetraazacyclododecane):: A selective fluorescent probe for Y3+ and La3+ [J].
Aoki, S ;
Kawatani, H ;
Goto, T ;
Kimura, E ;
Shiro, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (06) :1123-1132
[2]   Metal chelation-controlled twisted intramolecular charge transfer and its application to fluorescent sensing of metal ions and anions [J].
Aoki, S ;
Kagata, D ;
Shiro, M ;
Takeda, K ;
Kimura, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (41) :13377-13390
[3]   Zinc-nucleic acid interaction [J].
Aoki, S ;
Kimura, E .
CHEMICAL REVIEWS, 2004, 104 (02) :769-787
[4]   Guanidine is a Zn2+-binding ligand at neutral pH in aqueous solution [J].
Aoki, S ;
Iwaida, K ;
Hanamoto, N ;
Shiro, M ;
Kimura, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (19) :5256-5257
[5]   A new, facile synthesis of 1,4,7,10-tetraazacyclododecane: Cyclen [J].
Athey, PS ;
Kiefer, GE .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (12) :4081-4085
[6]   QUENCHING OF DNA-ETHIDIUM FLUORESCENCE BY AMSACRINE AND OTHER ANTITUMOR AGENTS - A POSSIBLE ELECTRON-TRANSFER EFFECT [J].
BAGULEY, BC ;
LEBRET, M .
BIOCHEMISTRY, 1984, 23 (05) :937-943
[7]   DNA binding mode and sequence specificity of piperazinylcarbonyloxyethyl derivatives of anthracene and pyrene [J].
Becker, HC ;
Nordén, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (51) :11947-11952
[8]  
BHASHYAM SI, 1997, J MED CHEM, V40, P3734, DOI DOI 10.1021/JM970308+
[9]   Synthesis of a cyclen-functionalized α-amino acid and its incorporation into peptide sequence [J].
Chen, SY ;
Huang, Y ;
Zhang, GL ;
Cheng, H ;
Xia, CQ ;
Ma, LJ ;
Yu, H ;
Yu, XQ .
SYNTHESIS-STUTTGART, 2005, (06) :888-892
[10]   Oxoazabenzo[de]anthracenes conjugated to amino acids:: Synthesis and evaluation as DNA-binding antitumor agents [J].
Dias, N ;
Goossens, JF ;
Baldeyrou, B ;
Lansiaux, A ;
Colson, P ;
Di Salvo, A ;
Bernal, J ;
Turnbull, A ;
Mincher, DJ ;
Bailly, C .
BIOCONJUGATE CHEMISTRY, 2005, 16 (04) :949-958