Formation of Tebuconazole Complexes with Cadmium(II) Investigated by Electrospray Ionization Mass Spectrometry

Norková, Renáta; Dytrtová, Jana Jaklová; Jakl, Michal; Schröder, Detlef

doi:10.1007/s11270-011-1055-7

Cited by 19 publications

(5 citation statements)

References 17 publications

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“…Concerning the triazole moiety, it is not electrochemically active unless the utilization of complexation reaction with metal ions. 55 The piperazine ring is thus a clear target of electrooxidation of itraconazole, as this heterocyclic possesses lone electron pairs on N atoms and its oxidation was described for other compounds possessing this moiety at different electrode materials [14][15][16][17][18][56][57][58][59] Although, comparison of electrochemical oxidation mechanism of piperazine ring itself in different compounds is not reasonable, because the various groups attached to the two piperazine nitrogens significantly change their basicity and redox behavior, but some comparisons could be benefit to through the light on the oxidation mechanism of itraconazole drug under investigation.…”

Section: Resultsmentioning

confidence: 99%

A Simple Approach for Trace Voltammetrical Determination of Itraconazole an Inhibitor of the Cytochrome P-450 14 α-demethylase Enzyme in Formulation and Human Plasma Utilizing Graphene-Carbon Paste Electrode in Situ Modified with an Anionic Surfactant

El‐Desoky

Khattab

2020

J. Electrochem. Soc.

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An economical graphene-carbon paste electrode (GR/CPE) in situ modified with surfactants was used for improvement the sensitivity and selectivity of the electrochemical measurement of itraconazole drug. Among the surfactants, cationic (cetyltrimethyl ammonium bromide, CTAB) and non-ionic (Triton X-100) displayed a decrease in peak current intensity, while anionic (sodium dodecyl sulfate, SDS) exhibited better change in the electrical properties of the electrode-solution interface. The adsorbed-SDS at GR/CPE interacts with itraconazole molecules through hydrophobic and electrostatic attraction which encourages the electron transmission between the drug and electrode surface. Compared with CPE and GR/CPE, SDS-GR/CPE exhibits the enhanced peak current intensity and reduces the over potential toward itraconazole oxidation as a result of the combined effect of GR and SDS. % composition of GR/CPE and SDS concentration were optimized. Wide linear dependence of the current on bulk itraconazole concentration (1.5 × 10 −9 -7.0 × 10 −7 M) was achieved in Britton-Robinson buffer, pH 2.0 containing 0.5 mM SDS at 0.3%(w/w) GR/CPE. SDS-GR/CPE presents adequately LOD value (1.36 × 10 −9 ± 1.07 × 10 −10 M) for the determination of itraconazole in human plasma. SDS-GR/CPE avoids interference from important common substances in biological and pharmaceutical samples. The fabricated sensor has desirable stability and reproducibility that can be used in routine quality control and pharmacokinetic studies.

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Section: Resultsmentioning

confidence: 99%

A Simple Approach for Trace Voltammetrical Determination of Itraconazole an Inhibitor of the Cytochrome P-450 14 α-demethylase Enzyme in Formulation and Human Plasma Utilizing Graphene-Carbon Paste Electrode in Situ Modified with an Anionic Surfactant

El‐Desoky

Khattab

2020

J. Electrochem. Soc.

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“…In soil, tebuconazole has a half-life ranging from 49 to 610 days under aerobic conditions [6]. Regular use of tebuconazole in agriculture leads to its accumulation in soils and, subsequently, can cause risks for surface water, groundwater, and soil ecosystems [7]. According to the United States Environmental Protection Agency (US EPA), tebuconazole is listed as a possible carcinogen with a rating of C, and it has the potential to affect the endocrine system of different species by interacting with the steroidogenesis pathway [8].…”

Section: Introductionmentioning

confidence: 99%

Rapid Detection of Tebuconazole Based on Aptasensor and Aggregation of Silver Nanoparticles

Truong

Duyen

Toi

2021

Journal of Nanomaterials

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Tebuconazole is a triazole fungicide used in agriculture to treat pathogenic fungi. It is listed as a possible carcinogen and it shows a potential risk for the environment at very low concentration. Therefore, the detection and monitoring of tebuconazole in food and environment play an important role. The current methods for the analysis of tebuconazole employ gas-liquid chromatography (GLC) and high-performance liquid chromatography (HPLC) after sample extraction with organic solvents and column cleaning. Besides the advantages of these methods such as efficiency, repeatability, and accuracy, they are still time-consuming and costly. Herein, we report a simple, sensitive platform for the fast detection of pesticides with a low cost. The detection technique exploits a pesticide-specific DNA aptamer as the bioreceptor of an optical biosensor. Instead of trying to capture the pesticide on the sensor surface, our method allows the DNA aptamers, which are adsorbed on the nanoparticle’s surface, to detach from the nanoparticles when interacting with the pesticide. This leads to the pesticide-induced aggregation and the change of the absorption spectrum of metallic nanoparticles upon high-salt concentrations, which can be monitored with unaided eye or absorbance measurement. Using tebuconazole as a model analyte for detection of pesticide, the designed aptasensor showed a high sensitivity and selectivity with a detection limit of ~10 nM and reaction time within ~20 min. In the case of tebuconazole detection in spiked rice samples, the average recoveries were in the range of 89.90–110.86% with the relative standard deviations (RSD) of 3.11–4.32%. These results indicate that our sensing platform can be exploited for the rapid detection of pesticides in real samples.

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“…Concerning the electrochemistry of triazole and imidazole agents, literature data are rather scarce. Since the triazole moiety is not electrochemically active, a universal approach could be the utilization of complexation reactions with metal ions [10], i.e., enhancement of voltammetric signals assigned to oxidation of a metallic electrode in the presence of the triazolic compound due to its complexation reaction [11,12]. The direct redox activity of triazoles relies on other moieties, e.g., electrochemical oxidation of the amino group in amitrole [13,14] or reduction of azomethine moiety (e.g., in propiconazole).…”

Section: Introductionmentioning

confidence: 99%

Voltammetric study of triazole antifungal agent terconazole on sp3 and sp2 carbon-based electrode materials

Fischer

González-Martín

Lochyński

et al. 2020

Journal of Electroanalytical Chemistry

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This is a PDF file of an article that has undergone enhancements after acceptance, such as the addition of a cover page and metadata, and formatting for readability, but it is not yet the definitive version of record. This version will undergo additional copyediting, typesetting and review before it is published in its final form, but we are providing this version to give early visibility of the article. Please note that, during the production process, errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain.

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Formation of Tebuconazole Complexes with Cadmium(II) Investigated by Electrospray Ionization Mass Spectrometry

Cited by 19 publications

References 17 publications

A Simple Approach for Trace Voltammetrical Determination of Itraconazole an Inhibitor of the Cytochrome P-450 14 α-demethylase Enzyme in Formulation and Human Plasma Utilizing Graphene-Carbon Paste Electrode in Situ Modified with an Anionic Surfactant

A Simple Approach for Trace Voltammetrical Determination of Itraconazole an Inhibitor of the Cytochrome P-450 14 α-demethylase Enzyme in Formulation and Human Plasma Utilizing Graphene-Carbon Paste Electrode in Situ Modified with an Anionic Surfactant

Rapid Detection of Tebuconazole Based on Aptasensor and Aggregation of Silver Nanoparticles

Voltammetric study of triazole antifungal agent terconazole on sp3 and sp2 carbon-based electrode materials

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