Oxidative DNA Cleavage Mediated by Water-soluble Carboxyl Iron(III) Corrole

被引:10
|
作者
Zhang Yang [1 ]
Chen Huan [1 ]
Wen Jin-Yan [1 ]
Wang Xiang-Li [1 ]
Wang Hui [2 ]
Ji Liang-Nian [2 ,3 ]
Liu Hai-Yang [1 ,2 ]
机构
[1] S China Univ Technol, Dept Chem, Guangzhou 510641, Guangdong, Peoples R China
[2] Sun Yat Sen Univ, State Key Lab Optoelect Mat & Technol, Guangzhou 510275, Guangdong, Peoples R China
[3] Sun Yat Sen Univ, MOE Lab Bioinorgan & Synthet Chem, Guangzhou 510275, Guangdong, Peoples R China
来源
关键词
Corrole; Iron; DNA; Oxidative cleavage; NUCLEASE ACTIVITY; PORPHYRINS; BINDING; METALLOPORPHYRINS; COMPLEXES; IRON;
D O I
10.7503/cjcu20130610
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new water-soluble iron corrole, 5,10,15 -tris[4-(carboxy)phenyl] corrolato-iron (III) ((FeTCPC)-T-III), was synthesized and characterized. UV-Vis, fluorescence and CD spectra, as well as relative viscosity were used to study the interaction between (FeTCPC)-T-III and ct-DNA. Agarose gel electrophrosis was also carried out to investigate the oxidative cleavage ability of (FeTCPC)-T-III to pBR322 DNA in the presence of hydrogen peroxide(H2O2) or tert-BuOOH(TBPH). The results suggest that (FeTCPC)-T-III binds to CT-DNA via an outside binding mode with intrinsic binding constant K-b of 1.96x10(5)L.mol(-1). In the presence of H2O2 or TBPH, (FeTCPC)-T-III exhibits good oxidative cleavage activity toward pBR322 DNA, and TBPH shows a higher oxidative efficiency. Inhibitor tests reveal that neither the hydroxyl radicals nor singlet oxygen is involved in (FeTCPC)-T-III mediated DNA oxidative cleavage. It is suggested that (oxo) iron(V) corrole is the possible active intermediate involved in DNA oxidative damage.
引用
收藏
页码:2462 / 2469
页数:8
相关论文
共 40 条
  • [1] An JM, 1997, B KOREAN CHEM SOC, V18, P117
  • [2] Corrole-based applications
    Aviv, Iris
    Gross, Zeev
    [J]. CHEMICAL COMMUNICATIONS, 2007, (20) : 1987 - 1999
  • [3] A cationic zinc porphyrin as a chiroptical probe for Z-DNA
    Balaz, M
    De Napoli, M
    Holmes, AE
    Mammana, A
    Nakanishi, K
    Berova, N
    Purrello, R
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (26) : 4006 - 4009
  • [4] Detailed spectroscopic investigations to reveal the nature of interaction of anionic porphyrin with calf thymus DNA
    Bhattacharya, Sudeshna
    Mandal, Gopa
    Ganguly, Tapan
    [J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 2010, 101 (01) : 89 - 96
  • [5] Interactions of a Tetraanionic Porphyrin with DNA: from a Z-DNA Sensor to a Versatile Supramolecular Device
    D'Urso, Alessandro
    Mammana, Angela
    Balaz, Milan
    Holmes, Andrea E.
    Berova, Nina
    Lauceri, Rosaria
    Purrello, Roberto
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (06) : 2046 - +
  • [6] The role of porphyrin chemistry in tumor imaging and photodynamic therapy
    Ethirajan, Manivannan
    Chen, Yihui
    Joshi, Penny
    Pandey, Ravindra K.
    [J]. CHEMICAL SOCIETY REVIEWS, 2011, 40 (01) : 340 - 362
  • [7] Photophysical properties of a new, stable corrole-porphyrin dyad
    Flamigni, Lucia
    Ventura, Barbara
    Tasior, Mariusz
    Gryko, Daniel T.
    [J]. INORGANICA CHIMICA ACTA, 2007, 360 (03) : 803 - 813
  • [8] Cationic Metal-Corrole Complexes: Design, Synthesis, and Properties of Guanine-Quadruplex Stabilizers
    Fu, Boqiao
    Zhang, Dan
    Weng, Xiaocheng
    Zhang, Ming
    Ma, Heng
    Ma, Yuzhi
    Zhou, Xiang
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (30) : 9431 - 9441
  • [9] Cationic corrole derivatives: a new family of G-quadruplex inducing and stabilizing ligands
    Fu, Boqiao
    Huang, Jing
    Ren, Lige
    Weng, Xiaocheng
    Zhou, Yangyang
    Du, Yuhao
    Wu, Xiaojun
    Zhou, Xiang
    Yang, Guangfu
    [J]. CHEMICAL COMMUNICATIONS, 2007, (31) : 3264 - 3266
  • [10] DNA binding and catalytic properties of positively charged corroles
    Gershman, Zoya
    Goldberg, Israel
    Gross, Zeev
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (23) : 4320 - 4324