Synthesis, structure and superoxide dismutase-like activity of two mixed-ligand Cu(II) complexes with N,N'-bis(2-pyridylmethyl) amantadine

被引:33
|
作者
Zhou, Ying-Hua [1 ]
Liu, Xian-Wen [1 ]
Chen, Li-Qing [1 ]
Wang, Su-Qing [1 ]
Cheng, Yong [1 ]
机构
[1] Anhui Normal Univ, Key Lab Funct Mol Solids, Anhui Lab Mol Based Mat,Minist Educ, Coll Chem & Mat Sci,Ctr Nano Sci & Technol, Wuhu 241000, Peoples R China
关键词
Copper complex; Crystal structure; Mimic; Superoxide dismutase; Adamantane; X-RAY-STRUCTURE; COPPER(II) COMPLEXES; DNA CLEAVAGE; ADAMANTANE; CYTOTOXICITY; MECHANISM; BINDING; MIMICS; BACTERIA;
D O I
10.1016/j.poly.2016.07.027
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Two mixed-ligand Cu(II) complexes, [Cu(L-1)(L-2)](ClO4)(2)center dot H2O (1) and [Cu(L-1)(L-3)](ClO4)(2)center dot H2O center dot CH3OH (2) (L-1 = N,N'-bis(2-pyridylmethyl)amantadine, L-2 = 5,5'-dimethy-2,2'-bipyridine, and L-3 = 1,10-phenanthroline), were synthesized and characterized by elemental analysis, UV-Vis, infrared spectra and single crystal X-ray diffraction. Copper ions in 1 and 2 behave the slightly distorted tetragonal pyramid configuration provided by CuN5 coordination set. Both complexes exhibit the quasi-reversible Cu(11)/Cu (1) one-electron redox waves determined by the cyclic voltammetry. Moreover, the frontier molecular orbital energies were obtained by DFT calculations with B3LYP method at LanL2DZ basis. Furthermore, by using NBT assay at pH 7.8, the superoxide dismutase (SOD)-like activity (IC50) of 1 and 2 were measured to be 0.167 and 0.242 mu M, respectively. The difference in SOD-like activities of two complexes could be ascribed to the rigidity of the auxiliary ligands. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:788 / 794
页数:7
相关论文
共 50 条
  • [1] Synthesis, structure and superoxide dismutase-like activity of copper(II) complexes based on N,N′-bis(2-quinolinylmethyl)amantadine
    Zhou, Ying-Hua
    Tao, Jun
    Sun, Da-Liang
    Chen, Li-Qing
    Jia, Wei-Guo
    Cheng, Yong
    POLYHEDRON, 2015, 85 : 849 - 856
  • [2] Mechanism of superoxide dismutase-like activity of Fe(II) and Fe(III) complexes of tetrakis-N,N,N′,N′ (2-pyridylmethyl)ethylenediamine
    Hirano, T
    Hirobe, M
    Kobayashi, K
    Odani, A
    Yamauchi, O
    Ohsawa, M
    Satow, Y
    Nagano, T
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2000, 48 (02) : 223 - 230
  • [3] Synthesis, crystal structure, spectroscopy, and nuclease activity of copper(II) complexes containing N,N-bis(2-pyridylmethyl)amine ligand
    Qian, Jing
    Wang, Li-Ping
    Tian, Jin-Lei
    Yan, Shi-Ping
    JOURNAL OF COORDINATION CHEMISTRY, 2011, 64 (11) : 1991 - 2001
  • [4] MIXED-LIGAND COMPLEX OF COBALT(III) CONTAINING N,N'-BIS(2-PYRIDYLMETHYL)ETHYLENEDIAMINE AND ETHYLENEDIAMINE
    UTSUNO, S
    HAYASHI, A
    KONDO, S
    UTSUMI, M
    CHEMISTRY LETTERS, 1979, (04) : 351 - 354
  • [5] Synthesis, characterization and potent superoxide dismutase-like activity of novel bis(pyrazole)-2,2′-bipyridyl mixed ligand copper(II) complexes
    Potapov, Andrei S.
    Nudnova, Evgenia A.
    Domina, Galina A.
    Kirpotina, Liliya N.
    Quinn, Mark T.
    Khlebnikov, Andrei I.
    Schepetkin, Igor A.
    DALTON TRANSACTIONS, 2009, (23) : 4488 - 4498
  • [6] Superoxide dismutase mimetic complex of Mn(II)/N,N-bis(2-pyridylmethyl)-(S)-histidine
    Yamato, K
    Miyahara, I
    Ichimura, A
    Hirotsu, K
    Kojima, Y
    Sakurai, H
    Shiomi, D
    Sato, K
    Takui, T
    CHEMISTRY LETTERS, 1999, (04) : 295 - 296
  • [7] REDOX BEHAVIOR OF FE(II)-N,N,N'N'-TETRAKIS(2-PYRIDYLMETHYL)-TRANS-1,2-CYCLOHEXANEDIAMINE COMPLEX AS A SUPEROXIDE DISMUTASE-LIKE MIMIC
    NAKAGAWA, M
    HANAOKA, K
    TERASAKI, A
    MORI, Y
    HOKAZONO, H
    SATO, M
    IIDA, T
    CHEMISTRY LETTERS, 1994, (09) : 1721 - 1724
  • [8] DETERMINATION OF THE SUPEROXIDE DISMUTASE-LIKE ACTIVITY OF CIMETIDINE-CU(II) COMPLEXES
    GOLDSTEIN, S
    CZAPSKI, G
    FREE RADICAL RESEARCH COMMUNICATIONS, 1991, 12-3 : 205 - 210
  • [9] Synthesis and characterization of trinuclear copper(II) complexes bridged with N,N′-bis(2-pyridylmethyl)-Dithiooxamidate
    Cui, JZ
    Cheng, P
    Liao, DZ
    Jiang, ZH
    Yan, SP
    Wang, GL
    CHINESE JOURNAL OF INORGANIC CHEMISTRY, 1999, 15 (02) : 238 - 242
  • [10] NI-II, PD-II AND PT-II COMPLEXES CONTAINING N,N'-BIS(2-PYRIDYLMETHYL)OXAMIDE AS LIGAND
    LAUSSAC, JP
    LAURENT, JP
    INORGANICA CHIMICA ACTA, 1979, 35 (01) : L307 - L308