Voltammetric Study of Antitumor Efficient Ethylenediamine-Type of Ligands
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2018
Authors
Mihajlović-Lalić, Ljiljana E.Stanković, Dalibor M.
Poljarević, Jelena M.
Sabo, Tibor J.
Manojlović, Dragan D.
Article (Published version)
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© 2018 The Electrochemical Society
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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-G127Funding / projects:
- Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-MESTD-Basic Research (BR or ON)-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-MESTD-Basic Research (BR or ON)-172030)
- Strengthening of the MagBioVin Research and Innovation Team for Development of Novel Approaches for Tumour Therapy based on Nanostructured Materials (EU-FP7-621375)
DOI: 10.1149/2.1121810jes
ISSN: 0013-4651; 1945-7111
WoS: 000441061800121
Scopus: 2-s2.0-85053785892
URI
http://jes.ecsdl.org/lookup/doi/10.1149/2.1121810jeshttps://vinar.vin.bg.ac.rs/handle/123456789/7892
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VinčaTY - 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 . .