DNA binding and cleavage behaviors of copper(II) complexes with amidino-O-methylurea and N-methylphenyl-amidino-O-methylurea, and their antibacterial activities

被引:131
作者
Chaveerach, Unchulee [1 ,2 ]
Meenongwa, Atittaya [1 ,2 ]
Trongpanich, Yanee [3 ]
Soikum, Chaiyaporn [4 ]
Chaveerach, Prapansak [4 ]
机构
[1] Khon Kaen Univ, Dept Chem, Khon Kaen 40002, Thailand
[2] Khon Kaen Univ, Ctr Excellence Innovat Chem, Fac Sci, Khon Kaen 40002, Thailand
[3] Khon Kaen Univ, Dept Biochem, Fac Sci, Khon Kaen 40002, Thailand
[4] Khon Kaen Univ, Dept Vet Publ Hlth, Fac Vet Med, Khon Kaen 40002, Thailand
关键词
Amidino-O-alkylurea; Copper(II); DNA binding; DNA cleavage; Nuclease activity; Antibacterial; CRYSTAL-STRUCTURE; METAL-IONS; ACIDS;
D O I
10.1016/j.poly.2009.10.031
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The two designed coppee(II) complexes, [Cu(L-1m)(2)]Cl-2 (1) (L-1m = amidino-O-methylurea) and [Cu(L-2m)(2)] Cl-2 (2) (L-2m = N-methylphenyl-amidino-o-methylurea), have been investigated for their interaction with calf thymus DNA by utilizing the absorption titration method, viscometric studies and thermal denaturation. The cleavage reaction on pBR322 DNA has been monitored by agarose gel electrophoresis. The results suggest that the two complexes can bind to DNA by non-intercalative modes and exhibit nuclease activities in which supercoiled plasmid DNA is converted to the linear form. Complex 2, with an intrinsic binding constant (K-b) of 1.16 x 10(5) M-1, shows a higher binding efficiency and a better nuclease activity than complex 1, with a K-b value of 5.67 x 10(4) M-1. Their DNA cleavage potential can be significantly enhanced by hydrogen peroxide, indicating an oxidative cleavage process. Further examination of the antibacterial activities against Campylobacter has revealed inhibition zones of 9.0 (for 1) and 14.5 mm (for 2), which are in agreement with their minimum inhibitory concentration (MIC) values of 1.56 and 0.78 mg mL(-1), respectively. The substantially better reactivity of 2 results from the aromatic moieties on the side chain of the L-2m ligand which act as an additional binding site. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:731 / 738
页数:8
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