Characterization, nucleolytic, cytotoxic and antibacterial property of tetrakis(μ-4-chloro-2-nitrobenzoato-κ2O,O′)bis[aquacopper(II)], tetrakis(μ-2-chloro-6-fluorobenzoato-κ2O,O′)bis[aquacopper(II)] and tetrakis(μ-2-chlorobenzoato-κ2O,O′)bis[aquacopper(II)]

被引:13
|
作者
Lim, Eng-Khoon [1 ]
Teoh, Siang-Guan [1 ]
Goh, Siu-Mun [1 ]
Ch'ng, Cynn-Dee [1 ]
Ng, Chew-Hee [2 ]
Fun, Hoong-Kun [3 ]
Rosli, Mohd Mustaclim [3 ]
Najimudin, Nazalan [4 ]
Beh, Hooi-Kheng [5 ]
Seow, Lay-Jing [5 ]
Ismail, Norhayati [5 ]
Ismail, Zhari [5 ]
Asmawi, Mohd Zaini [5 ]
Cheah, Yew-Hoong [6 ]
机构
[1] Univ Sains Malaysia, Sch Chem Sci, George Town 11800, Malaysia
[2] Univ Tunku Abdul Rahman, Fac Sci & Engn, Kuala Lumpur 53300, Malaysia
[3] Univ Sains Malaysia, Sch Phys, Xray Crystallog Unit, George Town 11800, Malaysia
[4] Univ Sains Malaysia, Sch Biol Sci, George Town 11800, Malaysia
[5] Univ Sains Malaysia, Sch Pharmaceut Sci, George Town 11800, Malaysia
[6] Inst Med Res, Bioassay Unit, Herbal Med Res Ctr, Kuala Lumpur 50588, Malaysia
关键词
Dicopper(II) complexes; DNA cleavage; Cytotoxic; Antibacterial; OXIDATIVE CLEAVAGE ACTIVITY; RAY CRYSTAL-STRUCTURES; DOUBLE-STRAND CLEAVAGE; COPPER(II) COMPLEXES; DNA-BINDING; BIOLOGICAL-ACTIVITY; ANTIPROLIFERATIVE ACTIVITY; ANTIMICROBIAL ACTIVITY; TRINUCLEAR COPPER(II); 1,10-PHENANTHROLINE;
D O I
10.1016/j.poly.2009.02.006
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Three water soluble dicopper(II) complexes, tetrakis(mu-4-chloro-2-nitrobenzoato-kappa O-2,O' bis[aquacopper(II)] (1), tetrakis(mu-2-chloro-6-fluorobenzoato-kappa O-2,O')bis[aquacopper(II)] (2) and tetrakis(mu-2-chlorobenzoato-kappa O-2,O')bis[aquacopper(II)] (3), have been synthesized. Complex 1 crystallizes in monoclinic system, space group C2/c with a = 28.813(3), b = 7.2368(6), c = 17.0053(14) angstrom, beta = 105.395 degrees and Z = 4, while 2 crystallizes in triclinic system, space group P (1) over bar with a = 7.5638(2), b = 13.0494(4), c = 16.7079(5) angstrom, alpha = 106.003 degrees, beta = 90.388 degrees, gamma = 91.855 degrees and Z = 2. In addition, all the complexes have been characterized by their elemental analysis, FT-IR, UV-Vis spectroscopy and cyclic voltammetry. All complexes have been found to be redox active displaying two quasi-reversible redox couples corresponding to (CuCuII)-Cu-II to (CuCuI)-Cu-II and (CuCuI)-Cu-II to (CuCuI)-Cu-I redox processes, respectively. The results from the gel electrophoresis experiment of 1-3 on pBR322 DNA, have demonstrated the occurrence of oxidative cleavage in the presence of hydrogen peroxide. The hydroxyl radical has been found to be the reactive oxygen species that is responsible for the cleavage reaction. In the antiproliferation tests against MCF-7, DU 145, HeLa and HepG2 cancer cell lines, all complexes show significant preference against HepG2 cell lines. All complexes also show significant preference against HepG2 cancer cells line over Chang human normal liver cells which means 1-3 are more potent against cancer cells than normal cells. In antibacterial tests against nine pathogenic bacterial species, all complexes show a very selective trend whereby they exhibit antibacterial activity against the Gram negative bacteria Enterobacter aerogenes. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1320 / 1330
页数:11
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