Design, synthesis, DNA-binding affinity, cytotoxicity, apoptosis, and cell cycle arrest of Ru(II) polypyridyl complexes

Reddy, P. Venugopal; Reddy, M. Rajender; Srishailam, A.; Kumar, Yata Praveen; Chintakuntla, Nagamani; Deepika, N.; Nagasuryaprasad, K; Singh, Surya S.; Satyanarayana, S.

doi:10.1016/j.ab.2015.06.015

Cited by 27 publications

(1 citation statement)

References 67 publications

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“…LibDock algorithm was employed to perform the docking calculations. The optimal binding mode of IPA to 1BNA was determined by selecting the highest LibDock score docked conformation [ 22 ].…”

Section: Methodsmentioning

confidence: 99%

Elucidating the Interaction of Indole-3-Propionic Acid and Calf Thymus DNA: Multispectroscopic and Computational Modeling Approaches

Wei,

Zhang,

Pan

et al. 2024

Foods

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Indole-3-propionic acid (IPA) is a plant growth regulator with good specificity and long action. IPA may be harmful to human health because of its accumulation in vegetables and fruits. Therefore, in this study, the properties of the interaction between calf thymus DNA (ctDNA) and IPA were systematically explored using multispectroscopic and computational modeling approaches. Analysis of fluorescence spectra showed that IPA binding to ctDNA to spontaneously form a complex was mainly driven by hydrogen bonds and hydrophobic interaction. DNA melting analysis, viscosity analysis, DNA cleavage study, and circular dichroism measurement revealed the groove binding of IPA to ctDNA and showed that the binding did not significantly change ctDNA confirmation. Furthermore, molecular docking found that IPA attached in the A-T rich minor groove region of the DNA. Molecular dynamics simulation showed that DNA and IPA formed a stable complex and IPA caused slight fluctuations for the residues at the binding site. Gel electrophoresis experiments showed that IPA did not significantly disrupt the DNA structure. These findings may provide useful information on the potential toxicological effects and environmental risk assessments of IPA residue in food at the molecular level.

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Section: Methodsmentioning

confidence: 99%

Elucidating the Interaction of Indole-3-Propionic Acid and Calf Thymus DNA: Multispectroscopic and Computational Modeling Approaches

Wei,

Zhang,

Pan

et al. 2024

Foods

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Synthesis, Characterization, Photophysical and Electrochemical Studies of Ruthenium(II) Complexes with 4′‐Substituted Terpyridine Ligands and Their Biological Applications

Ezhilarasu

Balasubramanian

2018

ChemistrySelect

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Three 4′‐(4‐Methylbenzoate‐benzyloxy)‐2,2′:6′,2′′‐terpyridine (MBBtpy), 4′‐(4‐Ethylbenzoate‐benzyloxy)‐2,2′:6′,2′′‐terpyridine (EBBtpy) and 4′‐(5‐(1,3‐Dimethylbenzoate)‐benzyloxy)‐2,2′:6′,2′′‐terpyridine (DMBBtpy) ligands and seven ruthenium(II) symmetrical [Ru(MBBtpy)2](PF6)2 (Ru1), [Ru(EBBtpy)2](PF6)2 (Ru2), [Ru(DMBBtpy)2](PF6)2 (Ru3) and unsymmetrical [Ru(MBBtpy)(EBBtpy)](PF6)2 (Ru4), [Ru(MBBtpy)(ttpy)](PF6)2 (Ru5), [Ru(MBBtpy)(Brttpy)](PF6)2 (Ru6), [Ru(MBBtpy)(HOttpy)](PF6)2 (Ru7) complexes were synthesized and characterized by UV/Vis, Fluorescence, FTIR, 1H & 13C NMR, ESI‐mass spectral studies and electrochemical studies. The crystal structure of HOttpy ligand was determined by single crystal X‐ray diffraction. The cyclic voltammograms of Ru(II) complexes exhibit a quasi‐reversible oxidation peak corresponding to RuII/RuIII process. The peak current Ipa and Ipc increases with increase in scan rate. The Ru(II) complexes tested for in vitro antimicrobial activity against four human pathogens and fungus Candida albicans showed good antibacterial and antifungal activity. The binding of Ru(II) complexes with calf thymus DNA was determined by UV/Vis spectroscopy. The cleavage activity of ruthenium(II) complexes studied by gel electrophoresis indicates that these complexes can cleave pUC19 DNA more efficiently when compared to that of control.

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Synthesis and Evaluation of In Vitro DNA/Protein Binding Affinity, Antimicrobial, Antioxidant and Antitumor Activity of Mononuclear Ru(II) Mixed Polypyridyl Complexes

Chintakuntla

et al. 2015

J Fluoresc

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The four novel Ru(II) complexes [Ru(phen)2MAFIP](2+) (1) [MAFIP = 2-(5-(methylacetate)furan-2-yl)-1 H-imidazo[4,5-f] [1, 10]phenanthroline, phen = 1,10-Phenanthroline], [Ru(bpy)2MAFIP](2+) (2) (bpy = 2,2'-bipyridine) and [Ru(dmb)2MAFIP](2+) (3) (dmb = 4,4'-dimethyl-2,2'-bipyridine) and [Ru(hdpa)2MAFIP](2+) (4) (hdpa = 2,2-dipyridylamine) have been synthesized and fully characterized via elemental analysis, NMR spectroscopy, EI-MS and FT-IR spectroscopy. In addition, the DNA-binding behaviors of the complexes 1-4 with calf thymus DNA were investigated by UV-Vis absorption, fluorescence studies and viscosity measurement. The DNA-binding experiments showed that the complexes 1-4 interact with CT-DNA through an intercalative mode. BSA protein binding affinity of synthesized complexes was determined by UV/Vis absorption and fluorescence emission titrations. The binding affinity of ruthenium complexes was supported by molecular docking. The photoactivated cleavage of plasmid pBR322 DNA by ruthenium complexes 1-4 was investigated. All the synthesized compounds were tested for antimicrobial activity by using three Gram-negative (Escherichia coli, Salmonella typhi and Pseudomonas aeruginosa) and three Gram-positive (Micrococcus luteus, Bacillus subtilis and Bacillus megaterium) organisms, these results indicated that complex 3 was more activity compared to other complexes against all tested microbial strains while moderate antimicrobial activity profile was noticed for complex 4. The antioxidant activity experiments show that the complexes exhibit moderate antioxidant activity. The cytotoxicity of synthesized complexes on HeLa cell lines has been examined by MTT assay. The apoptosis assay was carried out with Acridine Orange (AO) staining methods and the results indicate that complexes can induce the apoptosis of HeLa cells. The cell cycle arrest investigated by flow cytometry and these results indicate that complexes 1-4 induce the cell cycle arrest at G0/G1 phase.

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Design, synthesis, DNA-binding affinity, cytotoxicity, apoptosis, and cell cycle arrest of Ru(II) polypyridyl complexes

Cited by 27 publications

References 67 publications

Elucidating the Interaction of Indole-3-Propionic Acid and Calf Thymus DNA: Multispectroscopic and Computational Modeling Approaches

Elucidating the Interaction of Indole-3-Propionic Acid and Calf Thymus DNA: Multispectroscopic and Computational Modeling Approaches

Synthesis, Characterization, Photophysical and Electrochemical Studies of Ruthenium(II) Complexes with 4′‐Substituted Terpyridine Ligands and Their Biological Applications

Synthesis and Evaluation of In Vitro DNA/Protein Binding Affinity, Antimicrobial, Antioxidant and Antitumor Activity of Mononuclear Ru(II) Mixed Polypyridyl Complexes

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