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Voltammetric Study of Antitumor Efficient Ethylenediamine-Type of Ligands

Authorized Users Only
2018
Authors
Mihajlović-Lalić, Ljiljana E.
Stanković, Dalibor M.
Poljarević, Jelena M.
Sabo, Tibor J.
Manojlović, Dragan D.
Article (Published version)
,
© 2018 The Electrochemical Society
Metadata
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Abstract
The electrochemical behavior of four dialkyl esters (methyl, ethyl, n-propyl and n-butyl) of (S,S)-α,α ′-(1,2-ethanediyldiimino)- bis[cyclohexanepropanoic acid] with moderate antitumor activity has been studied by cyclic voltammetry. I-E curves recorded at boron-doped diamond electrode in -2.00 < Ep < 0.00 V range show a single oxidative peak located in the -0.95 < Ep,a < -0.52 V region in a form of one-electron wave. The electrochemical processes appear to be irreversible for all compounds except for the compound with methyl substituent which demonstrates well-defined reversible electron transfer. Derivatives with bulkier moieties are easier to oxidize. For all investigated compounds an amine-centered redox process is dominant. Further investigation indicates that electrochemical reaction is diffusion controlled, chemically irreversible process. The results are discussed in terms of linking their electrochemical activity to antitumor effect. © 2018 The Electrochemical Society.
Keywords:
cyclic voltammetry / ethylenediamine derivatives / structure activity relationship (SAR)
Source:
Journal of The Electrochemical Society, 2018, 165, 10, G123-G127
Funding / projects:
  • Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)
  • Application of advanced oxidation processes and nanostructured oxide materials for the removal of pollutants from the environment, development and optimisation of instrumental techniques for efficiency monitoring (RS-172030)
  • Strengthening of the MagBioVin Research and Innovation Team for Development of Novel Approaches for Tumour Therapy based on Nanostructured Materials (EU-621375)

DOI: 10.1149/2.1121810jes

ISSN: 0013-4651; 1945-7111

WoS: 000441061800121

Scopus: 2-s2.0-85053785892
[ Google Scholar ]
1
1
URI
http://jes.ecsdl.org/lookup/doi/10.1149/2.1121810jes
https://vinar.vin.bg.ac.rs/handle/123456789/7892
Collections
  • Radovi istraživača
Institution/Community
Vinča
TY  - JOUR
AU  - Mihajlović-Lalić, Ljiljana E.
AU  - Stanković, Dalibor M.
AU  - Poljarević, Jelena M.
AU  - Sabo, Tibor J.
AU  - Manojlović, Dragan D.
PY  - 2018
UR  - http://jes.ecsdl.org/lookup/doi/10.1149/2.1121810jes
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7892
AB  - The electrochemical behavior of four dialkyl esters (methyl, ethyl, n-propyl and n-butyl) of (S,S)-α,α ′-(1,2-ethanediyldiimino)- bis[cyclohexanepropanoic acid] with moderate antitumor activity has been studied by cyclic voltammetry. I-E curves recorded at boron-doped diamond electrode in -2.00 < Ep < 0.00 V range show a single oxidative peak located in the -0.95 < Ep,a < -0.52 V region in a form of one-electron wave. The electrochemical processes appear to be irreversible for all compounds except for the compound with methyl substituent which demonstrates well-defined reversible electron transfer. Derivatives with bulkier moieties are easier to oxidize. For all investigated compounds an amine-centered redox process is dominant. Further investigation indicates that electrochemical reaction is diffusion controlled, chemically irreversible process. The results are discussed in terms of linking their electrochemical activity to antitumor effect. © 2018 The Electrochemical Society.
T2  - Journal of The Electrochemical Society
T1  - Voltammetric Study of Antitumor Efficient Ethylenediamine-Type of Ligands
VL  - 165
IS  - 10
SP  - G123
EP  - G127
DO  - 10.1149/2.1121810jes
ER  - 
@article{
author = "Mihajlović-Lalić, Ljiljana E. and Stanković, Dalibor M. and Poljarević, Jelena M. and Sabo, Tibor J. and Manojlović, Dragan D.",
year = "2018",
abstract = "The electrochemical behavior of four dialkyl esters (methyl, ethyl, n-propyl and n-butyl) of (S,S)-α,α ′-(1,2-ethanediyldiimino)- bis[cyclohexanepropanoic acid] with moderate antitumor activity has been studied by cyclic voltammetry. I-E curves recorded at boron-doped diamond electrode in -2.00 < Ep < 0.00 V range show a single oxidative peak located in the -0.95 < Ep,a < -0.52 V region in a form of one-electron wave. The electrochemical processes appear to be irreversible for all compounds except for the compound with methyl substituent which demonstrates well-defined reversible electron transfer. Derivatives with bulkier moieties are easier to oxidize. For all investigated compounds an amine-centered redox process is dominant. Further investigation indicates that electrochemical reaction is diffusion controlled, chemically irreversible process. The results are discussed in terms of linking their electrochemical activity to antitumor effect. © 2018 The Electrochemical Society.",
journal = "Journal of The Electrochemical Society",
title = "Voltammetric Study of Antitumor Efficient Ethylenediamine-Type of Ligands",
volume = "165",
number = "10",
pages = "G123-G127",
doi = "10.1149/2.1121810jes"
}
Mihajlović-Lalić, L. E., Stanković, D. M., Poljarević, J. M., Sabo, T. J.,& Manojlović, D. D.. (2018). Voltammetric Study of Antitumor Efficient Ethylenediamine-Type of Ligands. in Journal of The Electrochemical Society, 165(10), G123-G127.
https://doi.org/10.1149/2.1121810jes
Mihajlović-Lalić LE, Stanković DM, Poljarević JM, Sabo TJ, Manojlović DD. Voltammetric Study of Antitumor Efficient Ethylenediamine-Type of Ligands. in Journal of The Electrochemical Society. 2018;165(10):G123-G127.
doi:10.1149/2.1121810jes .
Mihajlović-Lalić, Ljiljana E., Stanković, Dalibor M., Poljarević, Jelena M., Sabo, Tibor J., Manojlović, Dragan D., "Voltammetric Study of Antitumor Efficient Ethylenediamine-Type of Ligands" in Journal of The Electrochemical Society, 165, no. 10 (2018):G123-G127,
https://doi.org/10.1149/2.1121810jes . .

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