Copper (II) complexes with some antibiotics: synthesis, FT-IR study and in vitro antibacterial activity

  • Authors

    • Amira Cipurković University of Tuzla
    • Snježana Marić University of Tuzla
    • Emir Horozić University of Tuzla
    • Darja Husejnagić University of Tuzla
    • Suada Cipurković University of Tuzla
    2023-03-02
    https://doi.org/10.14419/ijac.v11i1.32251
  • Copper (II) complexes with commercial antibiotics, amoxicillin (AMX), azithromycin (AZT) and ciprofloxacin (CFL) were synthesized and isolated as solids. Structures of the isolated products were determined by FTIR spectroscopy. Antibacterial activities were determined on reference bacterial strains from the ATCC collection by diffusion technique. The results show that AMX and CFL coordinate Cu (II) ion as bidentate O-donor ligand. AZT coordinates metal center as bidentate NO-donor ligand. A difference in the morphology of antibiotic crystals and the synthesized complexes was found. Complex of Cu (AMX)2 show complete absence of antibacterial activity, while the other com-plexes show the same or even lower activity than the parent ligands.

     

  • References

    1. Amin AS, El-Ansary AL, Issa YM (1994) Colorimetric determination of amoxycillin in pure form and in pharmaceutical preparations. Talanta 41(5), 691-694. https://doi.org/10.1016/0039-9140(94)80050-2.
    2. Cipurković A, Horozić E, Ljubijankić N, Odobašić A, Galijašević S, Saletović M (2017) Synthesis and spectral characterization of Fe (II) and Mn(II) complexes with oral fluorouracil pro-drug Capecitabine. RASAYAN Journal of Chemistry 10(4), 1381-1390. https://doi.org/10.7324/RJC.2017.1041905.
    3. Cipurković A, Marić S, Horozić E, Hodžić S, Husejnagić D, Kolarević L, Zukić A, Bjelošević D (2019) Complexes of Co(II), Cu(II) and Ni(II) with Antineoplastic Agent Imatinib Mesylate: Synthesis, Characterization and Biological Activity. American Journal of Chemistry 9(6), 159-164.
    4. Climova A, Pivovarova E, Szczesio M, Gobis K, Ziembicka D, Korga-Plewko A, Kubik J, Iwan M, Antos-Bielska M, Krzy˙zowska M, Czylkowska A (2023) Anticancer and antimicrobial activity of new copper (II) complexes, Journal of Inorganic Biochemistry 240, 112108. https://doi.org/10.1016/j.jinorgbio.2022.112108.
    5. Čongrádyová A, Jomová K, Kucková L, Kožíšek J, Moncoľ J, Valko M (2014) Antimicrobial activity of copper(II) complexes. Microbiol Biotech Food Sci 3 (special issue 1) 67-70.
    6. Đokić S, Vajtner Z, Lopotar N, Mrvoš-Sermek D, Kamenar B, Nagl A (1995) Complexes of Azithromycin with Some Divalent Metal Ions. Croatica Chemica Acta 68(2), 375-381. https://hrcak.srce.hr/136758
    7. Duncan C, White A R (2012) Copper complexes as therapeutic agents. Metallomics, 4, 127 – 138. https://doi.org/10.1039/C2MT00174H.
    8. Dunn CJ, Barradell LB (1996) Azithromycin. A review of its pharmacological properties and use as 3-day therapy in respiratory tract infections. Drugs 51(3), 483-505. https://doi.org/10.2165/00003495-199651030-00013.
    9. Fernandez-Torres R, Olías Consentino M, Bello Lopez MA, Mochon MC (2010) Simultaneous determination of 11 antibiotics and their main metabolites from four different groups by reversed-phase high-performance liquid chromatography–diode array–fluorescence (HPLC–DAD–FLD) in human urine samples. Talanta 81(3), 871-880. https://doi.org/10.1016/j.talanta.2010.01.031.
    10. Foulds G, Shepard RM, Johnson RB (1990) The pharmacokinetics of azithromycin in human serum and tissues. Journal of Antimicrobial Chemotherapy 25, 73-82. https://doi.org/10.1093/jac/25.suppl_A.73 .
    11. Frei A, Zuegg J, Elliott A G, Baker M, Braese S, Brown C, Chen F, Dowson CG, Dujardin G, Jung N, King AP, Mansour AM, Massi M, Moat J, Mohamed HA, Renfrew AK, Rutledge PJ, Sadler PJ, Todd MH, Willans CE, Wilson JJ, Cooper MA, Blaskovich MAT (2020) Metal complexes as a promising source as a new antibiotics. Chem. Sci. 11, 2627 –2639. https://doi.org/10.1039/C9SC06460E.
    12. Horozić E, Ademović Z, Cipurković A, Suljagić J, Roša E, Sejfić A, Husejnagić D, Hodžić S (2019) Synthesis, spectral characterization, antibacterial and antifungal activity of Copper(II)-pABA Complex. Technologica Acta 12(1), 27-30.
    13. Horozić E, Cipurković A, Ademović Z, Kolarević L, Bjelošević D, Zukić A, Hodžić S, Husejnagić D, Ibišević M (2018) Synthesis, characterization and in vitro antimicrobial activity of the Cu(II) and Fe(III) complexes with 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid. Bulletin of the Chemists and Technologists of Bosnia and Herzegovina 51, 1-5.
    14. Imran M, Iqbal J, Mehmood T, Latif S (2006) Synthesis, Characterization and in vitro Screening of Amoxicillin and its Complexes with Ag(I), Cu(II), Co(II), Zn(II) and Ni(II). Journal of Biological Sciences 6(5), 946-949. https://doi.org/10.3923/jbs.2006.946.949 .
    15. Kaur SP, Rao R, Nanda S (2011) Amoxicillin: A broad spectrum antibiotic. International Journal of Pharmacy and Pharmaceutical Science 3(3), 30-37.
    16. Kolumbić-Lakoš A, Pangerčić A, Gašparić M, Matrapazovski-Kukuruzović M, Kovačić D, Baršić B (2011) Safety and effectiveness of azithromycin in the treatment of respiratory infections in children. Current Medical Research and Opinion 28(1), 155-162. https://doi.org/10.1185/03007995.2011.639355.
    17. Penezić A, Gašparić M, Kolumbić-Lakoš A, Matrapazovski-Kukuruzović M, Kovačić D, Baršić B (2015) Effectiveness and safety of azithromycin in the treatment of upper respiratory tract infections. Croatian Journal of Infection 35(1), 17-25.
    18. Saeed Arayne M, Sultana N, Shamim S, Naz A (2014) Synthesis Characterization and Antimicrobial Activities of Azithromycin Metal Complexes. Modern Chemistry & Applications 2(3). https://doi.org/10.4172/2329-6798.1000133.
    19. Sovari SN and Zobi F (2020) Recent Studies on the Antimicrobial Activity of Transition Metal Complexes of Groups 6–12. Chemistry 2, 418–452. https://doi.org/10.3390/chemistry2020026.
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    Cipurković, A., Marić, S., Horozić, E., Husejnagić, D., & Cipurković, S. (2023). Copper (II) complexes with some antibiotics: synthesis, FT-IR study and in vitro antibacterial activity. International Journal of Advanced Chemistry, 11(1), 10-14. https://doi.org/10.14419/ijac.v11i1.32251