An electrochemical study of 9-chloroacridine redox behavior and its interaction with double-stranded DNA

Rupar, Jelena; Aleksic, Milivoje; Dobričić, Vladimir; Brborić, Jasmina; Čudina, Olivera

doi:10.1016/j.bioelechem.2020.107579

Cited by 15 publications

(25 citation statements)

References 55 publications

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“…However, when DNA coated electrodes were interacted with DHPC, amplitude of the current for guanine oxidation decreased, and shifted to larger positive potentials (red curve). This proves the strong interaction between DHPC and DNA, where the positive potential shift indicates the intercalative interactions between them [18]. As shown in Figure 5A, the oxidation current of DHPC (blue curve) increased significantly after its interaction with DNA.…”

Section: Resultsmentioning

confidence: 59%

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A Novel Molecule: 1‐(2,6 Dichlorobenzyl)‐4‐(2‐(2‐4‐hydroxybenzylidene)hydrazinyl)pyridinium Chloride and its Interaction with DNA

et al. 2021

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Herein, a novel pyridine derivative, 1‐(2,6 dichlorobenzyl)‐4‐(2‐(2‐4‐hydroxybenzylidene)hydrazinyl)‐pyridinium chloride (DHPC), was synthesized as a candidate drug molecule. Interaction of DHPC with DNA was used to explore its effect on DNA via Differential Pulse Voltammetry, Cyclic Voltammetry, and Electrochemical Impedance Spectroscopy. We demonstrated that oxidation signal of guanine bases of DNA decreased significantly while that of DHPC increased after its interaction with one another. Our candidate drug molecule exhibits LOD and LOQ, e.g., 1.5 μg/mL and 4.9 μg/mL, respectively. Toxicity effect value for DHPC (S%) was calculated as %31, demonstrating the candidate drug molecule's toxic effect on DNA.

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Section: Resultsmentioning

confidence: 59%

“…Slope of Equation 1 (86 mV/pH) is different from the ideal slope, e.g., 59 mV/pH, which suggests that the number of transferred protons and electrons are not equal [18].…”

Section: Resultsmentioning

confidence: 93%

A Novel Molecule: 1‐(2,6 Dichlorobenzyl)‐4‐(2‐(2‐4‐hydroxybenzylidene)hydrazinyl)pyridinium Chloride and its Interaction with DNA

et al. 2021

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“…Electrochemical sensors have emerged as promising alternatives to conventional analytical methods because of their simplicity, portability, rapid response and low-cost fabrication (Mahmoudi-Moghaddam et al, 2019;Malakootian et al, 2022). In recent years, MIPs have gained significant attention as recognition elements in electrochemical sensors for the selective detection of target molecules (Akbari Javar et al, 2022;Rupar et al, 2020). MIPs are synthetic materials with specific binding sites that are complementary to the target analyte, enabling high selectivity and sensitivity.…”

Section: Introductionmentioning

confidence: 99%

A molecular imprinting electrochemical sensor for detection of anticancer drug amsacrine

Zhang,

Zhang

2024

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Purpose The purpose of this study is to develop a molecular imprinting electrochemical sensor for the specific detection of the anticancer drug amsacrine. The sensor used a composite of bacterial cellulose (BC) and silver nanoparticles (AgNPs) as a platform for the immobilization of a molecularly imprinted polymer (MIP) film. The main objective was to enhance the electrochemical properties of the sensor and achieve a high level of selectivity and sensitivity toward amsacrine molecules in complex biological samples. Design/methodology/approach The composite of BC-AgNPs was synthesized and characterized using FTIR, XRD and SEM techniques. The MIP film was molecularly imprinted to selectively bind amsacrine molecules. Electrochemical characterization, including cyclic voltammetry and electrochemical impedance spectroscopy, was performed to evaluate the modified electrode’s conductivity and electron transfer compared to the bare glassy carbon electrode (GCE). Differential pulse voltammetry was used for quantitative detection of amsacrine in the concentration range of 30–110 µM. Findings The developed molecular imprinting electrochemical sensor demonstrated significant improvements in conductivity and electron transfer compared to the bare GCE. The sensor exhibited a linear response to amsacrine concentrations between 30 and 110 µM, with a low limit of detection of 1.51 µM. The electrochemical response of the sensor showed remarkable changes before and after amsacrine binding, indicating the successful imprinting of amsacrine in the MIP film. The sensor displayed excellent selectivity for amsacrine in the presence of interfering substances, and it exhibited good stability and reproducibility. Originality/value This study presents a novel molecular imprinting electrochemical sensor design using a composite of BC and AgNPs as a platform for MIP film immobilization. The incorporation of BC-AgNPs improved the sensor’s electrochemical properties, leading to enhanced sensitivity and selectivity for amsacrine detection. The successful imprinting of amsacrine in the MIP film contributes to the sensor's specificity. The sensor's ability to detect amsacrine in a concentration range relevant to anticancer therapy and its excellent performance in complex sample matrices add significant value to the field of electrochemical sensing for pharmaceutical analysis.

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“…In addition to the aforementioned amino acridines, the acridine derivatives with potential therapeutic applications are chloroacridines. The electrochemical behaviour of 9-chloroacridine showed that a concentration of 10 −7 M was the threshold for detecting spontaneous intercalation with DNA [ 18 ]. Research in this area continues as new 9-aminoacridine derivatives are synthesized and tested against lung cancer and cervical cancer lines, providing resolved potential for application in cancer treatment [ 19 ].…”

Section: Introductionmentioning

confidence: 99%

Can Zeolite-Supporting Acridines Boost Their Anticancer Performance?

Ranković

Jevremović

Ležaić

et al. 2023

JFB

Self Cite

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Acridine and its derivatives (9-chloroacridine and 9-aminoacridine) are investigated here, supported on FAU type zeolite Y, as a delivery system of anticancer agents. FTIR/Raman spectroscopy and electron microscopy revealed successful drug loading on the zeolite surface, while spectrofluorimetry was employed for drug quantification. The effects of the tested compounds on cell viability were evaluated using in vitro methylthiazol-tetrazolium (MTT) colorimetric technique against human colorectal carcinoma (cell line HCT-116) and MRC-5 fibroblasts. Zeolite structure remained unchanged during homogeneous drug impregnation with achieved drug loadings in the 18–21 mg/g range. The highest drug release, in the µM concentration range, with favourable kinetics was established for zeolite-supported 9-aminoacridine. The acridine delivery via zeolite carrier is viewed in terms of solvation energy and zeolite adsorption sites. The cytotoxic effect of supported acridines on HCT-116 cells reveals that the zeolite carrier improves toxicity, while the highest efficiency is displayed by zeolite-impregnated 9-aminoacridine. The 9-aminoacridine delivery via zeolite carrier favours healthy tissue preservation while accompanying increased toxicity toward cancer cells. Cytotoxicity results are well correlated with theoretical modelling and release study, providing promising results for applicative purposes.

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An electrochemical study of 9-chloroacridine redox behavior and its interaction with double-stranded DNA

Cited by 15 publications

References 55 publications

A Novel Molecule: 1‐(2,6 Dichlorobenzyl)‐4‐(2‐(2‐4‐hydroxybenzylidene)hydrazinyl)pyridinium Chloride and its Interaction with DNA

A Novel Molecule: 1‐(2,6 Dichlorobenzyl)‐4‐(2‐(2‐4‐hydroxybenzylidene)hydrazinyl)pyridinium Chloride and its Interaction with DNA

A molecular imprinting electrochemical sensor for detection of anticancer drug amsacrine

Can Zeolite-Supporting Acridines Boost Their Anticancer Performance?

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