Oxidative DNA cleavage by Cu(II) complexes: Effect of periphery substituent groups

Wang, Wei; Lee, Young Ae; Kim, Gyeongwon; Kim, Seog K.; Lee, Ga Ye; Kim, Jinheung; Kim, Youngmee; Park, Gyeong Jin; Kim, Cheal

doi:10.1016/j.jinorgbio.2015.07.015

Cited by 21 publications

(8 citation statements)

References 54 publications

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“…To study cleavage ability of metal-containing substances and their cleavage pathway, an assay is widely used, which employs a special type of DNA, a plasmid DNA (Wang et al, 2015;Kettenman et al, 2018;Kadoya et al, 2019). Single strand DNA cleavage (SSC) is the process, in which one scission is introduced in one of the two DNA strands in one cleavage event.…”

Section: Resultsmentioning

confidence: 99%

“…The influence of ligands surrounding the active center of metal-containing artificial nucleases was investigated on the copper -dipicolamine complexes (Wang et al, 2015). It was shown that replacement of a hydrogen atom of the dipicoyl ligand with a benzyl group enhanced the efficiency both of SSC and DSC cleavage; also introducing an electron donating group resulted in further increase in efficiency, whereas the presence of electron withdrawing group reduced the efficiency; the introducing of different ROS-inhibitors decreased the intensity of cleavage.…”

Section: Fig 3 Intensity Of Bands Of Different Forms Of Plasmid Pucmentioning

confidence: 99%

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Further evidence for redox activation of the plasmid – dirhenium(III) complexes interactions

2020

The Journal of v. N. Karazin Kharkiv National University, Series "Biology"

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The DNA-interactions in vitro are still necessary investigations for determination of the possible anticancer properties of the compounds, candidates for application in cancer therapy. The aim of the present work was to realize if the interaction of cis-dicarboxylates of dirhenium(III), with pivalato- (I), isobutirato- (II) and adamanthyl- (III) ligands cleaves the plasmid in the same manner and what is the influence of the ligands on this process. For experiments we used the prokaryotic plasmid which is good model to analyze DNA-cleaving ability of different substances that exists in supercoiled conformation and turns to nicked and linear forms. It was shown that gradual conversion of the supercoiled Form I to a mixture of supercoiled (Form I) and nicked (Form II) DNA takes place and increasing amounts of Form II are produced with higher concentrations of I–III under increasing of concentration that showed the DNA-cleaving abilities of all investigated dirhenium complexes. This process was taking place with different intensity in the range I ˃ II ˃ III, that demonstrates the influence of the organic radical on the cleaving activity of the dirhenium(III) complexes. Under hydrogen peroxide conditions, I and II showed close results, demonstrating more intensive process of cleaving, including formation of the linear plasmid (Form III) under higher concentration, witnessing about redox-activation of the DNA-cleaving reaction. Cleaving activity of III was approximately the same in all experiments, that was demonstrated only by decreasing of the supercoiled form I and increasing of the nicked form II of the plasmid and by absolutely absence of the linear form III of the plasmid. The electrophoresis mobility shift assays showed that rhenium cluster compounds have nuclease activity and confirmed that natural DNA may be their target in the living cells. The conclusion was made that the mechanism of DNA-cleavage reaction of the dirhenium(III) complexes is multiple in which the electron donating (withdrawing) effects of the ligands and catalytic activity of the metal core should be taken in consideration.

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Section: Resultsmentioning

confidence: 99%

Section: Fig 3 Intensity Of Bands Of Different Forms Of Plasmid Pucmentioning

confidence: 99%

Further evidence for redox activation of the plasmid – dirhenium(III) complexes interactions

2020

The Journal of v. N. Karazin Kharkiv National University, Series "Biology"

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“…Besides, other researchers believe that Cu(II) complexes cleave DNA by the generated 1 O 2 12 for some unknown reasons. In addition, there are conflicting views on Cu(II) complexes causing DNA cleavage, To be specific, some researchers believe that Cu(II) complexes bind to ascorbic acids (VC) first 12,13 before the formed Cu(I) complexes cleave DNA by eq a or b, mentioned above. Other have shown that Cu(II) complexes bind to glutathiones (GSH) first, 10 and similarly, the formed Cu(I) cleave DNA by eq a or b.…”

Section: •−mentioning

confidence: 99%

Theoretical Studies on DNA-Cleavage Mechanism of Copper(II) Complexes: Probing Generation of Reactive Oxygen Species

Miao

Deng

Gao

et al. 2018

J. Chem. Inf. Model.

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Theoretical studies on DNA-cleavage properties of [Cu(bba)(diimine)] 1-4 have been carried out using density functional theory (DFT) and docking methods. The optimized structures of Cu(II) complexes were docked into DNA, glutathiones (GSH), and ascorbic acids (VC) so that the corresponding docking models were obtained. To explore DNA-cleavage properties of Cu(II) complexes, the docking models of complexes with GSH and VC were further optimized using DFT method, while the docking models of complexes with DNA were optimized using QM/MM method because DNA is a supramolecular system. The rate constants k between complexes and DNA, GSH, and VC, oxidation-reduction potentials of complexes, and binding energies of complexes with GSH and VC were computed. The DNA-cleavage abilities of Cu(II) complexes in the presence VC, GSH, and HO were explored and the experimental results could be reasonably explained. Finally, the DNA-cleavage mechanism of Cu(II) complexes was described in detail, which would contribute to future design of novel anticancer Cu(II) complexes.

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“…As the linker, we adopted a unit described for a membrane-anchored Zn/DPA chemosensor. [28][29] Employing the same Zn/DPA component as the phosphate-directing unit, we varied the membrane-directing part using oleoyl (CA1), pyrenebutyryl (CA2), and biotin (CA3) groups. The oleoyl chain, a component of phospholipids in the cellular membrane, in CA1 is among the most widely used, and efficient, hydrophobic tails.…”

Section: Introductionmentioning

confidence: 99%

Coordinative Amphiphiles as Tunable siRNA Transporters

et al. 2016

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In this study, we developed coordinative amphiphiles for use as novel siRNA transporters. As a modification of a conventional cationic lipid structure, we replaced the cationic head with zinc(II)-dipicolylamine complex (Zn/DPA) as a phosphate-directing group, and used various membrane-directing groups in the place of the hydrophobic tails. These simple amphiphiles are readily synthesized and easy to modify. The Zn/DPA head groups bind to the phosphate backbones of siRNAs, and to our surprise, they prevented the enzymatic degradation of siRNAs by RNase A. Interestingly, the Zn/DPA head itself exhibited moderate transfection efficiency, and its combination with a membrane-directing group-oleoyl (CA1), pyrenebutyryl (CA2), or biotin (CA3)-enhanced the delivery efficiency without imparting significant cytotoxicity. Notably, the uptake pathway was tunable depending on the nature of the membrane-directing group. CA1 delivered siRNAs mainly through caveolae-mediated endocytosis, and CA2 through clathrin- and caveolin-independent endocytosis; CA3 recruited siRNAs specifically into biotin receptor-positive HepG2 cells through receptor-mediated endocytosis. Thus, it appears possible to develop tunable siRNA transporters simply by changing the membrane-directing parts. These are the first examples of amphiphilic siRNA transporters accompanying coordinative interactions between the amphiphiles and siRNAs.

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Oxidative DNA cleavage by Cu(II) complexes: Effect of periphery substituent groups

Cited by 21 publications

References 54 publications

Further evidence for redox activation of the plasmid – dirhenium(III) complexes interactions

Further evidence for redox activation of the plasmid – dirhenium(III) complexes interactions

Theoretical Studies on DNA-Cleavage Mechanism of Copper(II) Complexes: Probing Generation of Reactive Oxygen Species

Coordinative Amphiphiles as Tunable siRNA Transporters

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