Effect of Various Intercalators on the Fenton‐Type Oxidative Cleavage of Double‐Stranded DNA

Kim, Yang Soo; Sung, Giwoong; Kim, Gyeongwon; Park, Jongjin; Jin, Biao; Kim, Seog K.

doi:10.1002/asia.201400099

Cited by 4 publications

(11 citation statements)

References 40 publications

(88 reference statements)

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“…43,44 Agarose gel electrophoresis The orientation factor, S, can be calculated by assuming an angle of 86° between the DNA base plane and the local DNA helix axis.…”

Section: Ld Measurementmentioning

confidence: 99%

“…Transition-metal-mediated hydroxyl radical production occurs via a number of routes; two well-known pathways are the Fenton and the Haber-Weiss mechanism. 44 The former reaction results in increased flexibility of DNA, whereas the latter causes shortening of the DNA strand. 46,47 The magnitude of LD decreased gradually with time without changing its shape, suggesting increased flexibility and/or shortened DNA length.…”

Section: Mechanism Of Dna Cleavagementioning

confidence: 99%

“…[41][42][43][44] Here, we report the synthesis and characterization of various transition metal complexes containing a dipyridylamine-based ligand bearing the anthracene moiety (Fig. [41][42][43][44] Here, we report the synthesis and characterization of various transition metal complexes containing a dipyridylamine-based ligand bearing the anthracene moiety (Fig.…”

Section: Introductionmentioning

confidence: 99%

“…[37][38][39][40] A recent development in the eld of DNA cleavage are measurements of the reaction kinetics of the drug-mediated DNA cleavage by the linear dichroism (LD) technique. [41][42][43][44] Here, we report the synthesis and characterization of various transition metal complexes containing a dipyridylamine-based ligand bearing the anthracene moiety (Fig. 1).…”

Section: Introductionmentioning

confidence: 99%

“…[41][42][43][44] Here, we report the synthesis and characterization of various transition metal complexes containing a dipyridylamine-based ligand bearing the anthracene moiety (Fig. The experimental results showed that they can induce considerable oxidative DNA cleavage in the presence hydrogen peroxide and dioxygen.…”

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confidence: 99%

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Synthesis, DNA binding profile and DNA cleavage pathway of divalent metal complexes

et al. 2015

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Graphical AbstractDivalent metal complexes of dipyridylamine ligand with an anthracene moiety induced considerable oxidative DNA cleavage in the presence hydrogen peroxide and dioxygen. AbstractComplexes of dipyridylamine based ligand with an anthracene moiety containing divalent metal ions Co(II), Cu(II), Ni(II), Zn(II) and Cd(II) were characterized structurally. The experimental results showed that they can induce considerable oxidative DNA cleavage in the presence hydrogen peroxide and dioxygen. The Zn(II) complex did not show any appreciable cleavage activity, whereas the Cd(II) and Ni(II) complexes were moderately active. On the other hand, Cu(II) and Co(II) complex showed the formation of a significant quantity of linear DNA resulting from the double-strand breaks. Mechanistic studies revealed the involvement of HO• and the superoxide anion to be the reactive species in the scission process in aerobic media. A mechanism involving either the Fenton or the Haber-Weiss reaction was proposed for the DNA cleavage mediated by these complexes. The Cu(II) complex could also cleave the double stranded calf thymus DNA (ds DNA) in the presence of activators, most likely via an oxidative mechanism, whereas the activity of the other complexes was negligible under similar reaction conditions. The kinetic aspects of ds DNA cleavage with the Cu(II) are detailed. The interaction of the five metal complexes with ds DNA was investigated by UV absorption and linear dichroism studies, and the mode of complexes binding to ds DNA is proposed. 4 species. 21,25-29 The chemistry of nucleic acid degradation by synthetic nucleases has been the subject of numerous studies. 18,30-36 On the other hand, only a limited number of reports have examined the actual rates of product formation (kinetics) during chemical nuclease induced DNA scissoring. 37-40 A recent development in the field of DNA cleavage are measurements of the reaction kinetics of the drug-mediated DNA cleavage by the linear dichroism (LD)technique. [41][42][43][44] Here, we report the synthesis and characterization of various transition metal complexes containing a dipyridylamine-based ligand bearing the anthracene moiety (Fig. 1).Anthracene moiety is one of fused aromatic hydrocarbons and is expected to intercalate between DNA base pair, thereby, enhance the binding efficiency to DNA. The ability of the complexes to promote the cleavage of two different DNA, namely, pBR322 plasmid DNA, and calf thymus DNA, was investigated. In the latter case, the detailed degradation kinetics were evaluated using the LD technique. The binding mode of the metal complexes to calf thymus DNA was also examined by absorption and LD spectroscopy.All chemicals were used as received unless stated otherwise. Calf thymus DNA (referred to as dsDNA) was purchased from Sigma and dissolved in a 5 mM cacodylate buffer (pH 7.0) containing 1 mM EDTA and 100 mM NaCl by gentle shaking at 4 °C. The dsDNA solution was dialyzed several times against 5 mM cacodylate buffer (pH 7.0) at 4 °C. The dsDNA concentrat...

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“…43,44 Agarose gel electrophoresis The orientation factor, S, can be calculated by assuming an angle of 86° between the DNA base plane and the local DNA helix axis.…”

Section: Ld Measurementmentioning

confidence: 99%

Section: Mechanism Of Dna Cleavagementioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

“…[41][42][43][44] Here, we report the synthesis and characterization of various transition metal complexes containing a dipyridylamine-based ligand bearing the anthracene moiety (Fig. The experimental results showed that they can induce considerable oxidative DNA cleavage in the presence hydrogen peroxide and dioxygen.…”

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confidence: 99%

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Synthesis, DNA binding profile and DNA cleavage pathway of divalent metal complexes

et al. 2015

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Spontaneous Reduction of Mononuclear High‐Spin Iron(III) Complexes to Mononuclear Low‐Spin Iron(II) Complexes in Aqueous Media and Nuclease Activity via Self‐Activation

Ghosh

Tyagi

Dhara

2014

Chemistry An Asian Journal

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Mononuclear high-spin [Fe(III) (Pyimpy)Cl3 ]⋅2 CH2 Cl2 (1⋅2 CH2 Cl2 ) and [Fe(III) (Me-Pyimpy)Cl3 ] (2), as well as low-spin Fe(II) (Pyimpy)2 ](ClO4 )2 (3) and [Fe(II) (Me-Pyimpy)2 ](ClO4 )2 (4) complexes of tridentate ligands Pyimpy and Me-Pyimpy have been synthesized and characterized by analytical techniques, spectral, and X-ray structural analyses. We observed an important type of conversion and associated spontaneous reduction of mono-chelated high-spin Fe(III) (1⋅2 CH2 Cl2 and 2) complexes to low-spin bis-chelated Fe(II) complexes 3 and 4, respectively. This process has been explored in detail by UV/Vis, fluorescence, and (1) H NMR spectroscopic measurements. The high positive potentials observed in electrochemical studies suggested a better stabilization of Fe(II) centers in 3 and 4. Theoretical studies by density functional theory (DFT) calculations supported an increased stabilization for 3 in polar solvents. Self-activated nuclease activity of complexes 1⋅2CH2 Cl2 and 2 during their spontaneous reduction was examined for the first time and the mechanism of nuclease activity was investigated.

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Dependence of the base sequence on the [Cu(2,2′-bipyridine)2(NO3)](NO3)-induced oxidative DNA cleavage probed by linear dichroism

Won

Kim

Jung

et al. 2018

Inorganica Chimica Acta

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Effect of Various Intercalators on the Fenton‐Type Oxidative Cleavage of Double‐Stranded DNA

Cited by 4 publications

References 40 publications

Synthesis, DNA binding profile and DNA cleavage pathway of divalent metal complexes

Synthesis, DNA binding profile and DNA cleavage pathway of divalent metal complexes

Spontaneous Reduction of Mononuclear High‐Spin Iron(III) Complexes to Mononuclear Low‐Spin Iron(II) Complexes in Aqueous Media and Nuclease Activity via Self‐Activation

Dependence of the base sequence on the [Cu(2,2′-bipyridine)2(NO3)](NO3)-induced oxidative DNA cleavage probed by linear dichroism

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