Copper(II) complexes of 1,10-phenanthroline-derived ligands: Studies on DNA binding properties and nuclease activity

Hirohama, Tomoya; Kuranuki, Yuko; Ebina, Eriko; Sugizaki, Takashi; Arii, Hidekazu; Chikira, Makoto; Selvi, P. Tamil; Palaniandavar, Mallayan

doi:10.1016/j.jinorgbio.2005.02.020

Cited by 195 publications

(101 citation statements)

References 65 publications

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“…Interestingly K ϩ (nϪ1) and K n ϩ values of complexes 1 and 2 are near unity, which suggest that they are involved in DNA interaction favoring both oxidation states equally. A similar observation has been made by Mahadaven et al [58][59][60] Furthermore, the significant shift in the electrode potentials and peak current ratios on addition of CT DNA can be explained in terms of the diffusion of an equilibrium mixture of free and DNA bound metal complexes to the electrode surface 61) thus implying a strong binding of 1 and 2 with CT DNA. A summary of the voltammetric results for the complexes 1 and 2 in the absence and the presence of CT DNA are given in Table 3.…”

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confidence: 78%

Synthesis and Characterization of Glucose-Bis(pyrazole)-Cu(II)/Ni(II) Complexes and Their in Vitro DNA Binding Studies

Tabassum

Bhat

2010

CHEMICAL & PHARMACEUTICAL BULLETIN

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In the forefront is the recent area of glycobiology a "sweet and safe" approach for the development of new drugs in medicinal inorganic chemistry.1) The use of glycosyl substituents for enhanced tissue target, improved solubility and reduced toxicity has attracted many researchers to explore the possibility of carbohydrate-based drug strategies. [2][3][4][5] Chen et al. have synthesized a novel carbohydrate linked to cisplatin analogue, cis-dichloro [(2-b-D-glucopyranosidyl)propane-1,3-diamine]platinum and examined selective cytotoxicity towards cancer cells.6) This complex exhibits specific in vitro antitumour activity against human ovarian cancer cell A2780S and human melanoma cancer cell MeWo. Some of the cancer cell antigens are carbohydrates and several trials are being carried out to develop carbohydrate derived cancer vaccines.7) Globo H is a prominent epitope on cancer cells; therefore a potential vaccine was prepared consisting of the synthetic hexasaccharide chain of Globo H linked to KLH. 8)Recently, Nakase et al. have demonstrated artemisinin tagged to transferrin via carbohydrate chain exhibits high potency and specificity against cancer cells. 9) Carbohydrate linked to biologically relevant molecules like pyrazole and imidazole act as an attractive scaffold for transition metal ions. [10][11][12] The interaction of transition metal-saccharide complexes with DNA is significantly important (DNA is one of the main molecular targets in the action of anticancer drugs), as many naturally occurring antitumour agents are capable of modifying nucleic acids only in presence of metal ions and oxygen. [13][14][15][16] Of these antitumour agents, a vast majority usually contains sugar derivatives as their back bone. Thus, there has been profound interest in the design, study of DNA binding and cleavage properties of glucose-derived transition metal complexes and development of these complexes as metallo-drugs. 17,18) Since there are many alterations in the genes that code for the protein in tumor, the focus of such studies is also on proteins which drive and control cell cycle progression. 19,20) Herein, we describe the synthesis, characterization of Dglucose-bis pyrazolyl metal complexes of Cu(II) 1 and Ni(II) 2 and their binding properties with CT DNA. Furthermore, DNA cleavage of pBR322 DNA by complex 1 was carried out by employing agarose gel electrophoresis. The "binding study" of complex 1 towards human serum albumin (HSA), L-tryptophan and their mixtures with DNA was studied to recognize the most favoured biomolecule, for which it shows highest binding affinity. ExperimentalMaterials and Methods D-Glucose, CuCl 2 · 2H 2 O, NiCl 2 · 6H 2 O (Qualigens), pyrazole (Fluka). Tris (TrisϭTris(hydroxymethyl)aminomethane) base (Merck), 6ϫ loading dye (Fermental Life Science) and super coiled plasmid DNA pBR322 (Genei) were utilized as received. Disodium salt of calf thymus DNA, human serum albumin and L-tryptophan were purchased from Sigma Chemical Company and stored at 4°C. All reagent grade compounds were used w...

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confidence: 78%

Synthesis and Characterization of Glucose-Bis(pyrazole)-Cu(II)/Ni(II) Complexes and Their in Vitro DNA Binding Studies

Tabassum

Bhat

2010

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…The present work stems from our continuous interest in defining and evaluating the key DNA-binding interactions of copper(II) complexes of diimine ligands [26][27][28][29] and also from our current efforts to explore the relationship between structure and nuclease activity of copper(II) complexes [30,31]. In this report, we explore the DNAbinding properties of a series of copper(II) complexes of the type [Cu(imda)(diimine)], where H 2 imda = iminodiacetic acid and diimine = 1,10-phenanthroline (phen), 5,6-dimethyl-1,10-phenanthroline (5,6-dmp) and dipyrido-[3,2-d:2 0 ,3 0 -f]-quinoxaline (dpq).…”

Section: Introductionmentioning

confidence: 99%

Structures, spectra, and DNA-binding properties of mixed ligand copper(II) complexes of iminodiacetic acid: The novel role of diimine co-ligands on DNA conformation and hydrolytic and oxidative double strand DNA cleavage

Selvakumar

Rajendiran

Maheswari

et al. 2006

Journal of Inorganic Biochemistry

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290

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“…Increments in DNA concentration result in shifts of absorption bands, which denote an effect of hyperchromism, resulting from a direct interaction between CT-DNA and the chalcones. These changes are similar to those small molecules that bind to double--stranded DNA through noncovalent interactions 28,29 In this sense, the binding constants for the chalcone compounds with CT-DNA were determined by absorption titration at room temperature through the stepwise addition of a CT-DNA solution (10 μL, ∼4×10 -4 mol L -1 ) to a solution of each chalcone (2 mL of (1) …”

Section: Interaction Of Chalcones With Ct-dna By Spectrophotometric Tmentioning

confidence: 94%

Interaction of Chalcones With Ct-Dna by Spectrophotometric Analysis and Theoreticalsimulations

et al. 2016

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publicado na web em 08/07/2016 Chalcones are open chain molecules precursors of flavonoids and isoflavonoids, found spread in edible plants. Because they are easily accessible trough Claisen Shmidt condensation, a great variety of derivatives are available. They have also shown potential in pharmacological and biological applications. It is known that chalcone derivatives display a role in the treatment of complex diseases such as cancer, among others, where the DNA is considered as the target for the action of these kinds of compounds. This action is commonly explained as the inhibition of the DNA replications and transcriptions through interactions. However, not conclusive associations between these DNA-Drug interactions and toxicity have been found. This research focuses on the capacity of a chalcone`s family to interact with DNA. Therefore, the binding constants for each compounds with Calf Thymus DNA [CT-DNA] were determined by spectrophotometric titration at room temperature. In addition, the effect of increasing the chalcone`s concentration over the relative viscosity of CT-DNA at room temperature was assessed. On the other hand, with the aim to find the optimal DNAchalcone configurations, as well as consistently predict their binding, a computational work was undertaken. To accomplish these goals within a reasonable time framework, an empirical scoring function (AScore) and a docking engine (ShapeDock) were performed using the ArgusLab package. The results of viscosity and docking measurement provided structural insights which suggest that chalcones bind with DNA via interaction as well as intercalation. The presence of interactions is also evidenced by the spectrophotometric study which showed luminescence quenching of the chalcones upon interaction with CT-DNA.

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Copper(II) complexes of 1,10-phenanthroline-derived ligands: Studies on DNA binding properties and nuclease activity

Cited by 195 publications

References 65 publications

Synthesis and Characterization of Glucose-Bis(pyrazole)-Cu(II)/Ni(II) Complexes and Their in Vitro DNA Binding Studies

Synthesis and Characterization of Glucose-Bis(pyrazole)-Cu(II)/Ni(II) Complexes and Their in Vitro DNA Binding Studies

Structures, spectra, and DNA-binding properties of mixed ligand copper(II) complexes of iminodiacetic acid: The novel role of diimine co-ligands on DNA conformation and hydrolytic and oxidative double strand DNA cleavage

Interaction of Chalcones With Ct-Dna by Spectrophotometric Analysis and Theoreticalsimulations

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