Comparative studies on DNA-binding and in vitro antitumor activity of enantiomeric ruthenium(II) complexes

Hong, Wen‐Xu; Huang, Fenglan; Huan, Tianwen; Xu, Xu; Han, Qingguo; Wang, Gaofeng; Xu, Hong; Duan, Shan; Duan, Yinfei; Long, Xun; Liu, Ying; Hu, Zhangli

doi:10.1016/j.jinorgbio.2017.11.024

Cited by 40 publications

(28 citation statements)

References 53 publications

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“…A classical intercalation probe (EB) between the two strands of DNA results in significant increase in viscosity of the DNA solution due to an increase in separation of base pairs at the intercalation sites and hence, an increase in overall DNA length. In contrast, partial, nonclassical intercalation of ligand could crook the DNA helix, resulting in shortening of DNA length and, concomitantly, reducing its viscosity [ 32 ]. The thickness of CT-DNA increases with increase in the ratio of complexes to CT-DNA is associated with the specific intercalation binding mode [ 28 ].…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of Oxidovanadium(IV) Complexes of 2-((E)-(6-Fluorobenzo[d]thiazol-2-ylimino)methyl)-6-methoxyphenol and Their Antimicrobial, Antioxidant, and DNA-Binding Studies

Savithri

Revanasiddappa

2018

Bioinorganic Chemistry and Applications

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Two novel oxidovanadium(IV) complexes with a new bidentate (O- and N-) imine-based ligand 2-((E)-(6-fluorobenzo[d]thiazol-2-ylimino)methyl)-6-methoxyphenol (HL) were synthesized under in situ experimental condition where VOSO4 acts as a kinetic template in the ratio 2 : 1 (L : M) and mixed ligand complex using 1,10-phenanthroline (phen) in 1 : 1 : 1 (L : M : phen) ratio. The synthesized compounds were structurally characterized by microanalysis, magnetic susceptibility, FTIR, electronic spectra, TG/DTA, ESR, and molar conductance studies. Based on the spectral studies, the complexes have the general composition [VO(L)2] (C1) and [VO(L)phen] (C2) in a square pyramid geometrical fashion. The synthesized compounds were primarily screened for their in vitro growth inhibiting activity against different strains of bacteria, namely, E. coli, B. subtilis, S. aureus, and P. aeruginosa by the disc diffusion method. Also, the antifungal activity was determined against C. albicans and A. niger by the Bateman poisoned technique. The in vitro antioxidant activity of all the compounds was determined by DPPH free radical-scavenging assay. Intercalative mode of DNA-binding properties of the oxidovanadium(IV) complexes with calf-thymus DNA (CT-DNA) was investigated using UV, fluorescence spectra, and viscosity measurements.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of Oxidovanadium(IV) Complexes of 2-((E)-(6-Fluorobenzo[d]thiazol-2-ylimino)methyl)-6-methoxyphenol and Their Antimicrobial, Antioxidant, and DNA-Binding Studies

Savithri

Revanasiddappa

2018

Bioinorganic Chemistry and Applications

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“…Docking results showed that compound 1b interacts with DNA helix at regions of DA17; DG10 and DG16; with binding energy of −7.75 kcal/mol and 1c interacts with DNA at the region of DC 21 with binding energy −8.45 kcal/mol. Docked compounds were analyzed in terms of energy, hydrogen bonding, non‐covalent and hydrophobic interaction between compounds and DNA (Figure ) ,. The docked results clearly explained that there is strong interaction between the compounds and 1BNA DNA through intercalative mode of binding.…”

Section: Chemistrymentioning

confidence: 98%

Synthesis, In Vitro Biological Evaluation and In Silico Studies of Some New Heterocyclic Schiff Bases

et al. 2018

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2‐Hydroxy‐naphthaldehyde based heterocyclic Schiff base derivatives (1 a‐1 h) were prepared and characterized by multi‐spectroscopic techniques and elemental analysis. Antibacterial activity of all the compounds was tested against Streptococcus pneumoniae, Enterococcus faecalis, Pseudomonas aeruginosa, Salmonella enterica, Klebsiella pneumoniae and Escherichia coli bacterial strains. The antifungal potential of the synthesized compounds was also tested against three Candida strains (Candida albicans, Candida glabrata and Candida tropicalis). In the antibacterial activity, the compounds showed high MIC values and thus found less potent against all the tested bacterial strains. Interestingly, compounds 1 b and 1 c exhibited significant activity with MIC 125 μg/ml against all the tested fungal strains. Hemolytic assay against human RBCs revealed that compounds 1 b and 1 c showed less toxicity than the standard drug fluconazole at each tested concentration (25‐1000 μg/ml). In growth kinetics studies, compounds 1 b and 1 c significantly inhibited the growth of Candida cells at 2MIC and MIC concentrations. The interaction ability of lead compounds (1 b and 1 c) with Ct–DNA was carried out by absorption, fluorescence, hydrodynamic, cyclic voltammetery measurements and circular dichroism. Results suggested that compound 1 b and 1 c bind to Ct–DNA via an intercalative mode supported by molecular docking studies. The antioxidant potential of heterocyclic derivatives 1 b and 1 c was estimated by DPPH free radical and hydrogen peroxide assay which confirm that compounds exhibited significant antioxidant activity.

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“…As standard parameters for Ru(II) cannot be recognized in Autodock4.2 and zinc possess the same valence (II) and similar atomic radius with ruthenium, Zn (II) parameters were used intead. [30] 2.4 DNA photocleavage experiments The photoinduced DNA cleavage by ruthenium complex was examined by gel electrophoresis. Supercoiled pBR 322 DNA (0.2 μg) was treated with the ruthenium complex in buffer C, and the solution was then irradiated at room temperature with UV light (360 nm) after incubation in the dark for 1 h. The samples were analyzed by electrophoresis for 1 h at 80 V on a 0.8% agarose gel in buffer D. The gel was stained with 1 μg•mL −1 EB and photographed under UV light.…”

Section: Molecular Dockingmentioning

confidence: 99%

A Promising Dna Groove Binder and Photocleaver Based on a Dinuclear Ruthenium(ii) Complex

Wang

et al. 2019

J. Chil. Chem. Soc.

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A dinuclear ruthenium complex [Ru 2 (bpy) 4 (bip-phenol)](ClO 4) 4 {bpy = 2,2′-bipyridine, bip-phenol = 2,4-bis(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl) phenol} has been synthesized and characterized. The calf thymus (ct) DNA binding properties of the complex are investigated by means of DNA viscosity and optical spectroscopic techniques of UV-visible absorption and emission spectral titrations, steady-state emission quenching with ferrocyanide, ethidium bromide competitive binding, DNA thermal denaturation and reverse salt effect, together with molecular simulation technology. The results suggest that the complex is a promising DNA groove binder with a large DNA binding constant on 10 6 M −1 order of magnitude. The fluorescence of the complex manifests by 6.3-fold upon binding saturately to DNA. The complex is also demonstrated to be an efficient photocleaver of pBR 322 DNA.

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Comparative studies on DNA-binding and in vitro antitumor activity of enantiomeric ruthenium(II) complexes

Cited by 40 publications

References 53 publications

Synthesis and Characterization of Oxidovanadium(IV) Complexes of 2-((E)-(6-Fluorobenzo[d]thiazol-2-ylimino)methyl)-6-methoxyphenol and Their Antimicrobial, Antioxidant, and DNA-Binding Studies

Synthesis and Characterization of Oxidovanadium(IV) Complexes of 2-((E)-(6-Fluorobenzo[d]thiazol-2-ylimino)methyl)-6-methoxyphenol and Their Antimicrobial, Antioxidant, and DNA-Binding Studies

Synthesis, In Vitro Biological Evaluation and In Silico Studies of Some New Heterocyclic Schiff Bases

A Promising Dna Groove Binder and Photocleaver Based on a Dinuclear Ruthenium(ii) Complex

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