Spectrophotometric study on binding of 2-thioxanthone acetic acid with ct-DNA

Ataci, Nese; Ozcelik, Elif; Arsu, Nergis

doi:10.1016/j.saa.2018.06.001

Cited by 22 publications

(8 citation statements)

References 42 publications

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“…Prior to in vivo research, the interactions between pharmaceutical molecules and DNA can be determined in the chemical laboratory, using the following techniques: spectroscopic methods (NMR [ 17 , 18 , 19 ], IR [ 19 , 20 ], Raman [ 21 , 22 ], and UV–Vis spectroscopy [ 23 , 24 , 25 , 26 , 27 , 28 , 29 ], linear and circular dichroism [ 19 , 20 , 29 ], spectrofluorimetry [ 2 , 25 , 27 , 28 , 29 ]), mass spectrometry [ 30 , 31 ], equilibrium dialysis [ 32 ], surface plasmon resonance (SPR) [ 33 , 34 ], and to some extent, molecular modeling techniques [ 1 , 3 , 6 , 35 , 36 ]. All the above-mentioned methods are generally applicable in the assessment of the position, strength, and mechanism of the interaction, which in turn are crucial to understanding the drug’s mechanism of action.…”

Section: Introductionmentioning

confidence: 99%

“…Spectrophotometric techniques are useful due to their low sample consumption and their ability to provide information regarding the binding affinity. Changes in the spectrum of the studied drug in the presence of different DNA concentrations allow the DNA–drug binding mode and the value of binding constant [ 25 ] to be determined. However, they cannot be used for compounds which do not have absorption maxima in the tested range or their absorption maximum coincides with the maximum absorption of DNA.…”

Section: Introductionmentioning

confidence: 99%

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What Can Electrochemical Methods Offer in Determining DNA–Drug Interactions?

2021

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The interactions of compounds with DNA have been studied since the recognition of the role of nucleic acid in organisms. The design of molecules which specifically interact with DNA sequences allows for the control of the gene expression. Determining the type and strength of such interaction is an indispensable element of pharmaceutical studies. Cognition of the therapeutic action mechanisms is particularly important for designing new drugs. Owing to their sensitivity, simplicity, and low costs, electrochemical methods are increasingly used for this type of research. Compared to other techniques, they require a small number of samples and are characterized by a high reliability. These methods can provide information about the type of interaction and the binding strength, as well as the damage caused by biologically active molecules targeting the cellular DNA. This review paper summarizes the various electrochemical approaches used for the study of the interactions between pharmaceuticals and DNA. The main focus is on the papers from the last decade, with particular attention on the voltammetric techniques. The most preferred experimental approaches, the electrode materials and the new methods of modification are presented. The data on the detection ranges, the binding modes and the binding constant values of pharmaceuticals are summarized. Both the importance of the presented research and the importance of future prospects are discussed.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

What Can Electrochemical Methods Offer in Determining DNA–Drug Interactions?

2021

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“…Most of the near-infrared fluorescence (NIR) probes are based on this structure, combining a rigid planarity capability and beneficially shifting the emission wavelength into the NIR region. Indeed, during the development of this work, new tetracyclic thioxanthenes, with a quinazoline–chromene scaffold, were synthesized and described as potential antitumor agent kinase inhibitors [ 8 , 22 ], while three other new thioxanthenes were revealed to be promising as theranostic agents [ 23 , 24 , 25 , 26 ], highlighting the potential of the rationale herein followed.…”

Section: Introductionmentioning

confidence: 99%

Tetracyclic Thioxanthene Derivatives: Studies on Fluorescence and Antitumor Activity

et al. 2021

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Thioxanthones are bioisosteres of the naturally occurring xanthones. They have been described for multiple activities, including antitumor. As such, the synthesis of a library of thioxanthones was pursued, but unexpectedly, four tetracyclic thioxanthenes with a quinazoline–chromene scaffold were obtained. These compounds were studied for their human tumor cell growth inhibition activity, in the cell lines A375-C5, MCF-7 and NCI-H460. Photophysical studies were also performed. Two of the compounds displayed GI50 values below 10 µM for the three tested cell lines, and structure–activity relationship studies were established. Three compounds presented similar wavelengths of absorption and emission, characteristic of dyes with a push-pull character. The structures of two compounds were elucidated by X-ray crystallography. Two tetracyclic thioxanthenes emerged as hit compounds. One of the two compounds accumulated intracellularly as a bright fluorescent dye in the green channel, as analyzed by both fluorescence microscopy and flow cytometry, making it a promising theranostic cancer drug candidate.

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“…The electrostatic interactions between the metal cations of the polymers and phosphate anions of DNA led to the formation of conjugate structure . Therefore, it is necessary to introduce new compounds as anticancer drug candidate and more simple techniques.…”

Section: Introductionmentioning

confidence: 99%

The formation of a metallosupramolecular porous helicate through salicylaldehydethiosemicarbazone: Synthesis, Characterization, Cytotoxic activity, DNA binding and DFT calculations

Altiparmak

Eroğlu

Ozcelik

et al. 2019

Applied Organom Chemis

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The reaction of salicylaldehyde‐S‐methylisothiosemicarbazone in the presence of ethylenediamine base and iron (III)chloride generated unforeseen homotopic dinuclear triple‐stranded iron (III)helicate. The synthesized helicate was characterized by elemental analysis, IR, UV–Vis spectroscopy, magnetic moment measurement, and evaluated cytotoxic activities against K562, HL‐60 and THP‐1 leukemia cells. In addition, solid‐state structure has been determined by single‐crystal X‐ray diffraction technique. In the complex, three dinucleating O, N, N, O donor ligands provide three diazine (═N─N═) bridges between the metal ions and facial O3N3 coordination spheres around them. The ligands are folded about the N─N single bond and coordinated to the two metal ions in a helical fashion to form the triple helical structure. In the crystal lattice, chains of centrosymmetric R22()12 rings, which are connected to one another via π─π stacking interactions, are generated by C─H···O intermolecular interactions. The results are also confirmed by the density functional theory (DFT) calculations. The results obtained from the cytotoxicity test showed to be effective in low concentrations on the leukemia cells. An intercalative binding mode of helicate‐DNA complex was confirmed with the high intrinsic binding constant (Kb = 8×106 M−1) and competitive displacement assay of Ethidium bromide with high Ksv value.

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Spectrophotometric study on binding of 2-thioxanthone acetic acid with ct-DNA

Cited by 22 publications

References 42 publications

What Can Electrochemical Methods Offer in Determining DNA–Drug Interactions?

What Can Electrochemical Methods Offer in Determining DNA–Drug Interactions?

Tetracyclic Thioxanthene Derivatives: Studies on Fluorescence and Antitumor Activity

The formation of a metallosupramolecular porous helicate through salicylaldehydethiosemicarbazone: Synthesis, Characterization, Cytotoxic activity, DNA binding and DFT calculations

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