Cobalt(II), Zinc(II), Iron(III), and Copper(II) Complexes Bearing Positively Charged Quaternary Ammonium Functionalities: Synthesis, Characterization, Electrochemical Behavior, and SOD Activity
Authors
Stojičkov, MarkoSturm, Sabrina
Čobeljić, Božidar

Pevec, Andrej

Jevtović, Mima

Scheitler, Andreas
Radanović, Dušanka

Senft, Laura
Turel, Iztok

Anđelković, Katarina K.

Miehlich, Matthias
Meyer, Karsten
Ivanović‐Burmazović, Ivana

Article (Published version)
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We have synthesized and characterized Co(II) (1), Zn(II) (2), Fe(III) (3) and Cu(II) (4) complexes of 2,2'‐[2,6‐pyridinediylbis(ethylidyne‐1‐hydrazinyl‐2‐ylidene)]bis[N,N,N‐trimethyl‐2‐oxoethanaminium] dichloride (H2LCl2) by NMR, IR, and X‐Band EPR spectroscopy, respectively, as well as by single‐crystal X‐ray structural analysis. H2LCl2 belongs to the class of diacetylpyridine bis(hydrazone) ligands and bears two positively charged quaternary ammonium functionalities. The complexes 1–3 possess a pentagonal‐bipyramidal geometry, whereas 4 has square‐pyramidal geometry. Redox reactivity and SOD activity of the complexes was studied by means of electrochemical measurements in aqueous‐buffer and DMF or DMSO solutions, respectively, as well as by stopped‐flow measurements. Complexes 1–3 do not have SOD activity, whereas 4 exhibits a high catalytic rate constant for the superoxide dismutation, kcat = 1.73 × 107 m–1 s–1 (in MOPS buffer solution of pH = 7.4). The results were discussed in ter...ms of complex redox potentials, electrostatic interactions and their spatial distribution, kinetic lability of metal centers, and stability of peroxo intermediates, respectively.
Keywords:
Cobalt / Copper / Electrochemistry / Iron / SOD activity / Structure elucidationSource:
European Journal of Inorganic Chemistry, 2020, 3347-3358Publisher:
- Wiley-VCH Verlag
Projects:
- Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids (RS-172055)
- Slovenian Research Agency (ARRS) through program P‐0175
- ERASMUS + program
- DFG (IV 80/13‐1 project)
- Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM) (RS-200026)
DOI: 10.1002/ejic.202000415
ISSN: 1099-0682
WoS: 000564577200001
Scopus: 2-s2.0-85090058906
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Hemijski fakultetTY - JOUR AU - Stojičkov, Marko AU - Sturm, Sabrina AU - Čobeljić, Božidar AU - Pevec, Andrej AU - Jevtović, Mima AU - Scheitler, Andreas AU - Radanović, Dušanka AU - Senft, Laura AU - Turel, Iztok AU - Anđelković, Katarina K. AU - Miehlich, Matthias AU - Meyer, Karsten AU - Ivanović‐Burmazović, Ivana PY - 2020 UR - http://cherry.chem.bg.ac.rs/handle/123456789/4285 AB - We have synthesized and characterized Co(II) (1), Zn(II) (2), Fe(III) (3) and Cu(II) (4) complexes of 2,2'‐[2,6‐pyridinediylbis(ethylidyne‐1‐hydrazinyl‐2‐ylidene)]bis[N,N,N‐trimethyl‐2‐oxoethanaminium] dichloride (H2LCl2) by NMR, IR, and X‐Band EPR spectroscopy, respectively, as well as by single‐crystal X‐ray structural analysis. H2LCl2 belongs to the class of diacetylpyridine bis(hydrazone) ligands and bears two positively charged quaternary ammonium functionalities. The complexes 1–3 possess a pentagonal‐bipyramidal geometry, whereas 4 has square‐pyramidal geometry. Redox reactivity and SOD activity of the complexes was studied by means of electrochemical measurements in aqueous‐buffer and DMF or DMSO solutions, respectively, as well as by stopped‐flow measurements. Complexes 1–3 do not have SOD activity, whereas 4 exhibits a high catalytic rate constant for the superoxide dismutation, kcat = 1.73 × 107 m–1 s–1 (in MOPS buffer solution of pH = 7.4). The results were discussed in terms of complex redox potentials, electrostatic interactions and their spatial distribution, kinetic lability of metal centers, and stability of peroxo intermediates, respectively. PB - Wiley-VCH Verlag T2 - European Journal of Inorganic Chemistry T1 - Cobalt(II), Zinc(II), Iron(III), and Copper(II) Complexes Bearing Positively Charged Quaternary Ammonium Functionalities: Synthesis, Characterization, Electrochemical Behavior, and SOD Activity SP - 3347 EP - 3358 DO - 10.1002/ejic.202000415 ER -
@article{ author = "Stojičkov, Marko and Sturm, Sabrina and Čobeljić, Božidar and Pevec, Andrej and Jevtović, Mima and Scheitler, Andreas and Radanović, Dušanka and Senft, Laura and Turel, Iztok and Anđelković, Katarina K. and Miehlich, Matthias and Meyer, Karsten and Ivanović‐Burmazović, Ivana", year = "2020", url = "http://cherry.chem.bg.ac.rs/handle/123456789/4285", abstract = "We have synthesized and characterized Co(II) (1), Zn(II) (2), Fe(III) (3) and Cu(II) (4) complexes of 2,2'‐[2,6‐pyridinediylbis(ethylidyne‐1‐hydrazinyl‐2‐ylidene)]bis[N,N,N‐trimethyl‐2‐oxoethanaminium] dichloride (H2LCl2) by NMR, IR, and X‐Band EPR spectroscopy, respectively, as well as by single‐crystal X‐ray structural analysis. H2LCl2 belongs to the class of diacetylpyridine bis(hydrazone) ligands and bears two positively charged quaternary ammonium functionalities. The complexes 1–3 possess a pentagonal‐bipyramidal geometry, whereas 4 has square‐pyramidal geometry. Redox reactivity and SOD activity of the complexes was studied by means of electrochemical measurements in aqueous‐buffer and DMF or DMSO solutions, respectively, as well as by stopped‐flow measurements. Complexes 1–3 do not have SOD activity, whereas 4 exhibits a high catalytic rate constant for the superoxide dismutation, kcat = 1.73 × 107 m–1 s–1 (in MOPS buffer solution of pH = 7.4). The results were discussed in terms of complex redox potentials, electrostatic interactions and their spatial distribution, kinetic lability of metal centers, and stability of peroxo intermediates, respectively.", publisher = "Wiley-VCH Verlag", journal = "European Journal of Inorganic Chemistry", title = "Cobalt(II), Zinc(II), Iron(III), and Copper(II) Complexes Bearing Positively Charged Quaternary Ammonium Functionalities: Synthesis, Characterization, Electrochemical Behavior, and SOD Activity", pages = "3347-3358", doi = "10.1002/ejic.202000415" }
Stojičkov M, Sturm S, Čobeljić B, Pevec A, Jevtović M, Scheitler A, Radanović D, Senft L, Turel I, Anđelković KK, Miehlich M, Meyer K, Ivanović‐Burmazović I. Cobalt(II), Zinc(II), Iron(III), and Copper(II) Complexes Bearing Positively Charged Quaternary Ammonium Functionalities: Synthesis, Characterization, Electrochemical Behavior, and SOD Activity. European Journal of Inorganic Chemistry. 2020;:3347-3358
Stojičkov, M., Sturm, S., Čobeljić, B., Pevec, A., Jevtović, M., Scheitler, A., Radanović, D., Senft, L., Turel, I., Anđelković, K. K., Miehlich, M., Meyer, K.,& Ivanović‐Burmazović, I. (2020). Cobalt(II), Zinc(II), Iron(III), and Copper(II) Complexes Bearing Positively Charged Quaternary Ammonium Functionalities: Synthesis, Characterization, Electrochemical Behavior, and SOD Activity. European Journal of Inorganic ChemistryWiley-VCH Verlag., 3347-3358. https://doi.org/10.1002/ejic.202000415
Stojičkov Marko, Sturm Sabrina, Čobeljić Božidar, Pevec Andrej, Jevtović Mima, Scheitler Andreas, Radanović Dušanka, Senft Laura, Turel Iztok, Anđelković Katarina K., Miehlich Matthias, Meyer Karsten, Ivanović‐Burmazović Ivana, "Cobalt(II), Zinc(II), Iron(III), and Copper(II) Complexes Bearing Positively Charged Quaternary Ammonium Functionalities: Synthesis, Characterization, Electrochemical Behavior, and SOD Activity" (2020):3347-3358, https://doi.org/10.1002/ejic.202000415 .