Oxidative DNA cleavage by Cu(II) complexes: Effect of periphery substituent groups
| Autor: | Gyeong Jin Park, Young-Ae Lee, Jinheung Kim, Gyeongwon Kim, Youngmee Kim, Seog K. Kim, Ga Ye Lee, Wei Wang, Cheal Kim |
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| Rok vydání: | 2015 |
| Předmět: |
inorganic chemicals
Stereochemistry Substituent Cleavage (embryo) Linear dichroism Biochemistry Inorganic Chemistry chemistry.chemical_compound Coordination Complexes Dimethyl Sulfoxide DNA Cleavage Sodium Azide chemistry.chemical_classification Reactive oxygen species DNA Superhelical organic chemicals Free Radical Scavengers Catalase chemistry Dipicolylamine Benzyl group 1 2-Dihydroxybenzene-3 5-Disulfonic Acid Disodium Salt Oxidation-Reduction DNA Copper Methyl group Plasmids |
| Zdroj: | Journal of inorganic biochemistry. 153 |
| ISSN: | 1873-3344 |
| Popis: | A series of structurally-related [Cu(R-benzyl-dipicolylamine)(NO3)2] complexes, where R=methoxy- (1), methyl- (2), H- (3), fluoro- (4), and nitro-group (5), were synthesized, and their activity on DNA cleavage was investigated by linear dichroism (LD) and electrophoresis. The addition of a benzyl group to the dipicolylamine ligand of the [Cu(dipicolylamine)(NO3)2] complex (A), i.e., the [Cu(benzyl-dipicolylamine)(NO3)2] complex (3), caused significant enhancement in the efficiency of oxidative cleavage of both super-coiled (sc) and double stranded (ds) DNA, as evidenced by the electrophoresis pattern and faster decrease in the LD intensity at 260nm. The efficiency in DNA cleavage was also altered with further modifications of the benzyl group by the introduction of various substituents at the para-position. The cleavage efficiency appeared to be the largest when the methyl group was attached. The order of efficiency in DNA cleavage was methyl>methoxy≈H>fluoro≈nitro group. When an electron-withdrawing group was introduced, the cleavage efficiency decreased remarkably. The reactive oxygen species involved in the cleavage process were the superoxide radical and singlet oxygen. A possible mechanism for this variation in the DNA cleavage efficiency was proposed. |
| Databáze: | OpenAIRE |
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