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Electrochemical characterization of phenytoin and its derivatives on bare gold electrode

Authorized Users Only
2015
Authors
Trišović, Nemanja
Božić, Bojan
Lović, Jelena
Vitnik, Vesna
Vitnik, Željko
Petrović, Slobodan D.
Avramov Ivić, Milka
Article (Published version)
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Abstract
Phenytoin (5,5-diphenylhydantoin), one of the most frequently used anticonvulsant and antiarrhythmic drugs, was examined and determined at bare gold electrode in 0.05 M NaHCO3 using its anodic activity by cyclic voltammetry (CV) and square wave voltammetry (SWV). Gold electrode is highly sensitive to the phenytoin concentration (the investigated level of concentrations is usually found in human serum of patients treated with phenytoin), providing linear relationships for a set of lower concentrations (0.5, 0.6, 0.8, 1.0 mu mol dm(-3)) and for a set of higher concentrations (10, 20, 30, 40, 50 mu mol dm(-3)). The effects of the substituent on the phenyl rings on the electrochemical behavior of two derivatives, 5,5-di(4-chlorophenyl) hydantoin and 5,5-di(4-methylphenyl) hydantoin, were examined by CV. A computational study in correlation with the experimental voltammetric results enabled to propose the oxidation mechanisms: the investigated compounds undergo oxidation involving transfer ...of 1e(-) and 1 proton by irreversible, diffusion controlled process.

Keywords:
phenytoin derivatives / gold electrode / concentration dependency / DFT calculation
Source:
Electrochimica Acta, 2015, 161, 378-387
Publisher:
  • Oxford : Pergamon-Elsevier Science Ltd
Funding / projects:
  • Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-172013)
  • Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)
  • New approach in designing materials for energy conversion and energy storage systems (RS-172060)
  • Modeling and Numerical Simulations of Complex Many-Body Systems (RS-171017)

DOI: 10.1016/j.electacta.2015.02.114

ISSN: 0013-4686

WoS: 000351693500049

Scopus: 2-s2.0-84923375507
[ Google Scholar ]
13
12
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/1756
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Trišović, Nemanja
AU  - Božić, Bojan
AU  - Lović, Jelena
AU  - Vitnik, Vesna
AU  - Vitnik, Željko
AU  - Petrović, Slobodan D.
AU  - Avramov Ivić, Milka
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1756
AB  - Phenytoin (5,5-diphenylhydantoin), one of the most frequently used anticonvulsant and antiarrhythmic drugs, was examined and determined at bare gold electrode in 0.05 M NaHCO3 using its anodic activity by cyclic voltammetry (CV) and square wave voltammetry (SWV). Gold electrode is highly sensitive to the phenytoin concentration (the investigated level of concentrations is usually found in human serum of patients treated with phenytoin), providing linear relationships for a set of lower concentrations (0.5, 0.6, 0.8, 1.0 mu mol dm(-3)) and for a set of higher concentrations (10, 20, 30, 40, 50 mu mol dm(-3)). The effects of the substituent on the phenyl rings on the electrochemical behavior of two derivatives, 5,5-di(4-chlorophenyl) hydantoin and 5,5-di(4-methylphenyl) hydantoin, were examined by CV. A computational study in correlation with the experimental voltammetric results enabled to propose the oxidation mechanisms: the investigated compounds undergo oxidation involving transfer of 1e(-) and 1 proton by irreversible, diffusion controlled process.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Electrochimica Acta
T1  - Electrochemical characterization of phenytoin and its derivatives on bare gold electrode
VL  - 161
SP  - 378
EP  - 387
DO  - 10.1016/j.electacta.2015.02.114
ER  - 
@article{
author = "Trišović, Nemanja and Božić, Bojan and Lović, Jelena and Vitnik, Vesna and Vitnik, Željko and Petrović, Slobodan D. and Avramov Ivić, Milka",
year = "2015",
abstract = "Phenytoin (5,5-diphenylhydantoin), one of the most frequently used anticonvulsant and antiarrhythmic drugs, was examined and determined at bare gold electrode in 0.05 M NaHCO3 using its anodic activity by cyclic voltammetry (CV) and square wave voltammetry (SWV). Gold electrode is highly sensitive to the phenytoin concentration (the investigated level of concentrations is usually found in human serum of patients treated with phenytoin), providing linear relationships for a set of lower concentrations (0.5, 0.6, 0.8, 1.0 mu mol dm(-3)) and for a set of higher concentrations (10, 20, 30, 40, 50 mu mol dm(-3)). The effects of the substituent on the phenyl rings on the electrochemical behavior of two derivatives, 5,5-di(4-chlorophenyl) hydantoin and 5,5-di(4-methylphenyl) hydantoin, were examined by CV. A computational study in correlation with the experimental voltammetric results enabled to propose the oxidation mechanisms: the investigated compounds undergo oxidation involving transfer of 1e(-) and 1 proton by irreversible, diffusion controlled process.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Electrochimica Acta",
title = "Electrochemical characterization of phenytoin and its derivatives on bare gold electrode",
volume = "161",
pages = "378-387",
doi = "10.1016/j.electacta.2015.02.114"
}
Trišović, N., Božić, B., Lović, J., Vitnik, V., Vitnik, Ž., Petrović, S. D.,& Avramov Ivić, M.. (2015). Electrochemical characterization of phenytoin and its derivatives on bare gold electrode. in Electrochimica Acta
Oxford : Pergamon-Elsevier Science Ltd., 161, 378-387.
https://doi.org/10.1016/j.electacta.2015.02.114
Trišović N, Božić B, Lović J, Vitnik V, Vitnik Ž, Petrović SD, Avramov Ivić M. Electrochemical characterization of phenytoin and its derivatives on bare gold electrode. in Electrochimica Acta. 2015;161:378-387.
doi:10.1016/j.electacta.2015.02.114 .
Trišović, Nemanja, Božić, Bojan, Lović, Jelena, Vitnik, Vesna, Vitnik, Željko, Petrović, Slobodan D., Avramov Ivić, Milka, "Electrochemical characterization of phenytoin and its derivatives on bare gold electrode" in Electrochimica Acta, 161 (2015):378-387,
https://doi.org/10.1016/j.electacta.2015.02.114 . .

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