Research Article
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Electrochemistry, DFT Calculations, and Antioxidant Capability of Cobalt Cefazolin Complex

Year 2022, Volume: 9 Issue: 4, 1083 - 1090, 30.11.2022
https://doi.org/10.18596/jotcsa.1171945

Abstract

The synthesis, characterization, electrochemistry, theoretical investigation and antioxidant capability of cobalt cefazolin [Co(Cefaz)Cl] complex are reported here. Electrochemical characterization of the complex was carried out by using cyclic voltammetry (CV) and Linear Sweep Voltammetry (LSV) methods. Two irreversible oxidative responses and one quasi-reversible reduction couple were observed for the complex on the voltammograms. The ground state energies of the molecules have been estimated using B3LYP functional with LanL2DZ basis set based on time dependent density functional theory (TD-DFT). According to the theoretical calculation, [Co(Cefaz)Cl] complex can be expected to exhibit greater reactivity from Cefazolin (Cefaz) ligand, and the higher antioxidant properties were observed for the complex. The experimental results are in good agreement with the theoretical calculations.

Supporting Institution

The Scientific Research Projects Coordination Unit of Istanbul University-Cerrahpasa

Project Number

35195

References

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  • 4. Gentry LO, Zeluff BJ, Cooley DA. Antibiotic Prophylaxis in Open-Heart Surgery: A Comparison of Cefamandole, Cefuroxime, and Cefazolin. The Annals of Thoracic Surgery [Internet]. 1988 Aug [cited 2022 Sep 21];46(2):167–71.
  • 5. Casanova J, Alzuet G, Borrás J, Timoneda J, García-Granda S, Cándano-González I. Coordination behavior of sulfathiazole. Crystal structure of dichloro-disulfathiazole ethanol Cu(II) complex. Superoxide dismutase activity. Journal of Inorganic Biochemistry [Internet]. 1994 Nov [cited 2022 Sep 21];56(2):65–76.
  • 6. Aravind L. An evolutionary classification of the metallo-beta-lactamase fold proteins. In Silico Biol. 1999;1(2):69–91.
  • 7. Anacona JR, Alvarez P. Synthesis and Antibacterial Activity of Metal Complexes of Cefazolin. Transition Metal Chemistry [Internet]. 2002 [cited 2022 Sep 21];27(8):856–60.
  • 8. Anacona JR. Synthesis And Antibacterial Activity Of Some Metal Complexes Of Beta-Lactamic Antibiotics. Journal of Coordination Chemistry [Internet]. 2001 Nov 1 [cited 2022 Sep 21];54(3–4):355–65.
  • 9. Malkin V, Malkina O, Eriksson L, Salahub D. Modern Density Functional Theory. A Tool for Chemistry. Seminario J, Politzer P, editors. Amsterdam, the Netherlands: Elsevier; 1995.
  • 10. Becke AD. Density‐functional thermochemistry. III. The role of exact exchange. The Journal of Chemical Physics [Internet]. 1993 Apr [cited 2022 Sep 21];98(7):5648–52.
  • 11. Lee C, Yang W, Parr RG. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys Rev B [Internet]. 1988 Jan 15 [cited 2022 Sep 21];37(2):785–9.
  • 12. Frisch M, Trucks G, Schlegel H, Scuseria G, Robb M, Cheeseman J, et al. Gaussian 09, Revision A.02. Gaussian, Inc.; 2016.
  • 13. Parr RG, Szentpály L v., Liu S. Electrophilicity Index. J Am Chem Soc [Internet]. 1999 Mar 1 [cited 2022 Sep 21];121(9):1922–4.
  • 14. Parr RG, Pearson RG. Absolute hardness: companion parameter to absolute electronegativity. J Am Chem Soc [Internet]. 1983 Dec [cited 2022 Sep 21];105(26):7512–6.
  • 15. Pearson RG. Absolute electronegativity and hardness correlated with molecular orbital theory. Proc Natl Acad Sci USA [Internet]. 1986 Nov [cited 2022 Sep 21];83(22):8440–1.
  • 16. Apak R, Güçlü K, Özyürek M, Karademir SE. Novel Total Antioxidant Capacity Index for Dietary Polyphenols and Vitamins C and E, Using Their Cupric Ion Reducing Capability in the Presence of Neocuproine: CUPRAC Method. J Agric Food Chem [Internet]. 2004 Dec 1 [cited 2022 Sep 21];52(26):7970–81.
  • 17. Sánchez‐Moreno C, Larrauri JA, Saura‐Calixto F. A procedure to measure the antiradical efficiency of polyphenols. Journal of the Science of Food and Agriculture [Internet]. 1998;76(2):270–6.
  • 18. Shiekh R, Rahman I, Malik M, Masudi S, Luddin N. Synthesis, Spectral, Electrochemical and Biological Studies of Nitrogen Donor Macrocyclic Ligand and its Transition Metal Complexes. 2012;7:12829–45.
  • 19. Apak R. Current Issues in Antioxidant Measurement. J Agric Food Chem [Internet]. 2019 Aug 21 [cited 2022 Sep 21];67(33):9187–202.
  • 20. Damena T, Zeleke D, Desalegn T, Demissie TB, Eswaramoorthy R. Synthesis, Characterization, and Biological Activities of Novel Vanadium(IV) and Cobalt(II) Complexes. ACS Omega [Internet]. 2022 Feb 8 [cited 2022 Sep 21];7(5):4389–404.
  • 21. Brand-Williams W, Cuvelier ME, Berset C. Use of a free radical method to evaluate antioxidant activity. LWT - Food Science and Technology [Internet]. 1995 [cited 2022 Sep 21];28(1):25–30.
  • 22. İlhan Ceylan B, Deniz NG, Kahraman S, Ulkuseven B. cis-Dioxomolybdenum(VI) complexes of a new ONN chelating thiosemicarbazidato ligand; Synthesis, characterization, crystal, molecular structures and antioxidant activities. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy [Internet]. 2015 Apr [cited 2022 Sep 21];141:272–7.
  • 23. Liao MS, Lu Y, Parker VD, Scheiner S. DFT Calculations and Spectral Measurements of Charge-Transfer Complexes Formed by Aromatic Amines and Nitrogen Heterocycles with Tetracyanoethylene and Chloranil. J Phys Chem A [Internet]. 2003 Oct 1 [cited 2022 Sep 21];107(42):8939–48.
Year 2022, Volume: 9 Issue: 4, 1083 - 1090, 30.11.2022
https://doi.org/10.18596/jotcsa.1171945

Abstract

Project Number

35195

References

  • 1. Lancini D, Parenti F. Antibiotics (Russian translation). Moscow, Russia: Mir publishing; 1985.
  • 2. Garzone P, Lyon J, Yu VL. Third-Generation and Investigational Cephalosporins: I. Structure-Activity Relationships and Pharmacokinetic Review. Drug Intelligence & Clinical Pharmacy [Internet]. 1983 Jul [cited 2022 Sep 21];17(7–8):507–15.
  • 3. Dajani AS. Prevention of Bacterial Endocarditis: Recommendations by the American Heart Association. JAMA [Internet]. 1997 Jun 11 [cited 2022 Sep 21];277(22):1794.
  • 4. Gentry LO, Zeluff BJ, Cooley DA. Antibiotic Prophylaxis in Open-Heart Surgery: A Comparison of Cefamandole, Cefuroxime, and Cefazolin. The Annals of Thoracic Surgery [Internet]. 1988 Aug [cited 2022 Sep 21];46(2):167–71.
  • 5. Casanova J, Alzuet G, Borrás J, Timoneda J, García-Granda S, Cándano-González I. Coordination behavior of sulfathiazole. Crystal structure of dichloro-disulfathiazole ethanol Cu(II) complex. Superoxide dismutase activity. Journal of Inorganic Biochemistry [Internet]. 1994 Nov [cited 2022 Sep 21];56(2):65–76.
  • 6. Aravind L. An evolutionary classification of the metallo-beta-lactamase fold proteins. In Silico Biol. 1999;1(2):69–91.
  • 7. Anacona JR, Alvarez P. Synthesis and Antibacterial Activity of Metal Complexes of Cefazolin. Transition Metal Chemistry [Internet]. 2002 [cited 2022 Sep 21];27(8):856–60.
  • 8. Anacona JR. Synthesis And Antibacterial Activity Of Some Metal Complexes Of Beta-Lactamic Antibiotics. Journal of Coordination Chemistry [Internet]. 2001 Nov 1 [cited 2022 Sep 21];54(3–4):355–65.
  • 9. Malkin V, Malkina O, Eriksson L, Salahub D. Modern Density Functional Theory. A Tool for Chemistry. Seminario J, Politzer P, editors. Amsterdam, the Netherlands: Elsevier; 1995.
  • 10. Becke AD. Density‐functional thermochemistry. III. The role of exact exchange. The Journal of Chemical Physics [Internet]. 1993 Apr [cited 2022 Sep 21];98(7):5648–52.
  • 11. Lee C, Yang W, Parr RG. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys Rev B [Internet]. 1988 Jan 15 [cited 2022 Sep 21];37(2):785–9.
  • 12. Frisch M, Trucks G, Schlegel H, Scuseria G, Robb M, Cheeseman J, et al. Gaussian 09, Revision A.02. Gaussian, Inc.; 2016.
  • 13. Parr RG, Szentpály L v., Liu S. Electrophilicity Index. J Am Chem Soc [Internet]. 1999 Mar 1 [cited 2022 Sep 21];121(9):1922–4.
  • 14. Parr RG, Pearson RG. Absolute hardness: companion parameter to absolute electronegativity. J Am Chem Soc [Internet]. 1983 Dec [cited 2022 Sep 21];105(26):7512–6.
  • 15. Pearson RG. Absolute electronegativity and hardness correlated with molecular orbital theory. Proc Natl Acad Sci USA [Internet]. 1986 Nov [cited 2022 Sep 21];83(22):8440–1.
  • 16. Apak R, Güçlü K, Özyürek M, Karademir SE. Novel Total Antioxidant Capacity Index for Dietary Polyphenols and Vitamins C and E, Using Their Cupric Ion Reducing Capability in the Presence of Neocuproine: CUPRAC Method. J Agric Food Chem [Internet]. 2004 Dec 1 [cited 2022 Sep 21];52(26):7970–81.
  • 17. Sánchez‐Moreno C, Larrauri JA, Saura‐Calixto F. A procedure to measure the antiradical efficiency of polyphenols. Journal of the Science of Food and Agriculture [Internet]. 1998;76(2):270–6.
  • 18. Shiekh R, Rahman I, Malik M, Masudi S, Luddin N. Synthesis, Spectral, Electrochemical and Biological Studies of Nitrogen Donor Macrocyclic Ligand and its Transition Metal Complexes. 2012;7:12829–45.
  • 19. Apak R. Current Issues in Antioxidant Measurement. J Agric Food Chem [Internet]. 2019 Aug 21 [cited 2022 Sep 21];67(33):9187–202.
  • 20. Damena T, Zeleke D, Desalegn T, Demissie TB, Eswaramoorthy R. Synthesis, Characterization, and Biological Activities of Novel Vanadium(IV) and Cobalt(II) Complexes. ACS Omega [Internet]. 2022 Feb 8 [cited 2022 Sep 21];7(5):4389–404.
  • 21. Brand-Williams W, Cuvelier ME, Berset C. Use of a free radical method to evaluate antioxidant activity. LWT - Food Science and Technology [Internet]. 1995 [cited 2022 Sep 21];28(1):25–30.
  • 22. İlhan Ceylan B, Deniz NG, Kahraman S, Ulkuseven B. cis-Dioxomolybdenum(VI) complexes of a new ONN chelating thiosemicarbazidato ligand; Synthesis, characterization, crystal, molecular structures and antioxidant activities. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy [Internet]. 2015 Apr [cited 2022 Sep 21];141:272–7.
  • 23. Liao MS, Lu Y, Parker VD, Scheiner S. DFT Calculations and Spectral Measurements of Charge-Transfer Complexes Formed by Aromatic Amines and Nitrogen Heterocycles with Tetracyanoethylene and Chloranil. J Phys Chem A [Internet]. 2003 Oct 1 [cited 2022 Sep 21];107(42):8939–48.
There are 23 citations in total.

Details

Primary Language English
Subjects Physical Chemistry, Electrochemistry
Journal Section Articles
Authors

Elif Turker Acar 0000-0002-0950-0584

Project Number 35195
Publication Date November 30, 2022
Submission Date September 7, 2022
Acceptance Date September 21, 2022
Published in Issue Year 2022 Volume: 9 Issue: 4

Cite

Vancouver Turker Acar E. Electrochemistry, DFT Calculations, and Antioxidant Capability of Cobalt Cefazolin Complex. JOTCSA. 2022;9(4):1083-90.