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Synthesis, Characterization and Antimicrobial Activity of Metal(II) Complexes of Benzoyl Hydrazide and Its Hydrazone Derivative Mixed with Nicotinamide

Received: 24 May 2023    Accepted: 19 June 2023    Published: 6 July 2023
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Abstract

The increasing prevalence of antimicrobial resistance has prompted the exploration of alternative antimicrobial agents. In this context, the antimicrobial properties of hydrazide derivatives and their metal complexes have garnered significant interest. In line with this motivation, the present study investigated the antimicrobial activity of Benzoyl hydrazide (BAH) and its hydrazone derivative, acetophenone-benzoylhydrazone (ABH), along with their corresponding metal(II) complexes. Synthesis and characterization of BAH, ABH, and their metal complexes were conducted using a range of spectroscopic techniques. The structural elucidation of the hydrazide and hydrazone compounds involved the utilization of infrared (FT-IR), UV–Visible, and nuclear magnetic resonance (1H-NMR and 13C-NMR) spectroscopy. Similarly, the characterization of the metal complexes was achieved through infrared (FT-IR) and UV–Visible spectroscopy. The infrared (IR) spectra of the metal complexes exhibited medium bands within the 1624 to 1503 cm-1 range, which could be attributed to the stretching vibrations of νC=N. Notably, these bands displayed frequency shifts in both higher and lower directions. Additional weak bands emerged at 692 - 520 cm-1 and 584 - 422 cm-1, corresponding to the M-O and M-N bonds, respectively. The presence of these bands further supported the formation of the metal complexes. Moreover, the electrolytic nature of the complexes was confirmed by molar conductivity measurements in aqueous solutions, which ranged from 235 to 298 Ω-1cm2mol-1. Investigation into the magnetic properties of the metal complexes showed that, with the exception of the Cu(II) complex of benzoic acid hydrazide mixed with nicotinamide, the complexes demonstrated magnetic dilution. Specifically, the room temperature magnetic moments for the Cu(II) complex were determined as 1.69 B.M and 3.79 B.M, respectively, indicative of an antiferromagnetic behavior. Furthermore, all the complexes exhibited significantly heightened antimicrobial activity compared to their respective ligands, thus highlighting their potential as effective antimicrobial agents against the tested microbes.

Published in Science Journal of Chemistry (Volume 11, Issue 4)
DOI 10.11648/j.sjc.20231104.11
Page(s) 137-145
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This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2024. Published by Science Publishing Group

Keywords

Benzoyl Hydrazide, Acetophenone-Benzoylhydrazone, Magnetic Moment, Spectroscopic Techniques, Conductivity

References
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    Olawale Folorunso Akinyele, Adeyanju Bukola Adesina, Temitope Adekunle Ajayeoba, Emmanuel Gabriel Fakola. (2023). Synthesis, Characterization and Antimicrobial Activity of Metal(II) Complexes of Benzoyl Hydrazide and Its Hydrazone Derivative Mixed with Nicotinamide. Science Journal of Chemistry, 11(4), 137-145. https://doi.org/10.11648/j.sjc.20231104.11

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    Olawale Folorunso Akinyele; Adeyanju Bukola Adesina; Temitope Adekunle Ajayeoba; Emmanuel Gabriel Fakola. Synthesis, Characterization and Antimicrobial Activity of Metal(II) Complexes of Benzoyl Hydrazide and Its Hydrazone Derivative Mixed with Nicotinamide. Sci. J. Chem. 2023, 11(4), 137-145. doi: 10.11648/j.sjc.20231104.11

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    AMA Style

    Olawale Folorunso Akinyele, Adeyanju Bukola Adesina, Temitope Adekunle Ajayeoba, Emmanuel Gabriel Fakola. Synthesis, Characterization and Antimicrobial Activity of Metal(II) Complexes of Benzoyl Hydrazide and Its Hydrazone Derivative Mixed with Nicotinamide. Sci J Chem. 2023;11(4):137-145. doi: 10.11648/j.sjc.20231104.11

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  • @article{10.11648/j.sjc.20231104.11,
      author = {Olawale Folorunso Akinyele and Adeyanju Bukola Adesina and Temitope Adekunle Ajayeoba and Emmanuel Gabriel Fakola},
      title = {Synthesis, Characterization and Antimicrobial Activity of Metal(II) Complexes of Benzoyl Hydrazide and Its Hydrazone Derivative Mixed with Nicotinamide},
      journal = {Science Journal of Chemistry},
      volume = {11},
      number = {4},
      pages = {137-145},
      doi = {10.11648/j.sjc.20231104.11},
      url = {https://doi.org/10.11648/j.sjc.20231104.11},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjc.20231104.11},
      abstract = {The increasing prevalence of antimicrobial resistance has prompted the exploration of alternative antimicrobial agents. In this context, the antimicrobial properties of hydrazide derivatives and their metal complexes have garnered significant interest. In line with this motivation, the present study investigated the antimicrobial activity of Benzoyl hydrazide (BAH) and its hydrazone derivative, acetophenone-benzoylhydrazone (ABH), along with their corresponding metal(II) complexes. Synthesis and characterization of BAH, ABH, and their metal complexes were conducted using a range of spectroscopic techniques. The structural elucidation of the hydrazide and hydrazone compounds involved the utilization of infrared (FT-IR), UV–Visible, and nuclear magnetic resonance (1H-NMR and 13C-NMR) spectroscopy. Similarly, the characterization of the metal complexes was achieved through infrared (FT-IR) and UV–Visible spectroscopy. The infrared (IR) spectra of the metal complexes exhibited medium bands within the 1624 to 1503 cm-1 range, which could be attributed to the stretching vibrations of νC=N. Notably, these bands displayed frequency shifts in both higher and lower directions. Additional weak bands emerged at 692 - 520 cm-1 and 584 - 422 cm-1, corresponding to the M-O and M-N bonds, respectively. The presence of these bands further supported the formation of the metal complexes. Moreover, the electrolytic nature of the complexes was confirmed by molar conductivity measurements in aqueous solutions, which ranged from 235 to 298 Ω-1cm2mol-1. Investigation into the magnetic properties of the metal complexes showed that, with the exception of the Cu(II) complex of benzoic acid hydrazide mixed with nicotinamide, the complexes demonstrated magnetic dilution. Specifically, the room temperature magnetic moments for the Cu(II) complex were determined as 1.69 B.M and 3.79 B.M, respectively, indicative of an antiferromagnetic behavior. Furthermore, all the complexes exhibited significantly heightened antimicrobial activity compared to their respective ligands, thus highlighting their potential as effective antimicrobial agents against the tested microbes.},
     year = {2023}
    }
    

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  • TY  - JOUR
    T1  - Synthesis, Characterization and Antimicrobial Activity of Metal(II) Complexes of Benzoyl Hydrazide and Its Hydrazone Derivative Mixed with Nicotinamide
    AU  - Olawale Folorunso Akinyele
    AU  - Adeyanju Bukola Adesina
    AU  - Temitope Adekunle Ajayeoba
    AU  - Emmanuel Gabriel Fakola
    Y1  - 2023/07/06
    PY  - 2023
    N1  - https://doi.org/10.11648/j.sjc.20231104.11
    DO  - 10.11648/j.sjc.20231104.11
    T2  - Science Journal of Chemistry
    JF  - Science Journal of Chemistry
    JO  - Science Journal of Chemistry
    SP  - 137
    EP  - 145
    PB  - Science Publishing Group
    SN  - 2330-099X
    UR  - https://doi.org/10.11648/j.sjc.20231104.11
    AB  - The increasing prevalence of antimicrobial resistance has prompted the exploration of alternative antimicrobial agents. In this context, the antimicrobial properties of hydrazide derivatives and their metal complexes have garnered significant interest. In line with this motivation, the present study investigated the antimicrobial activity of Benzoyl hydrazide (BAH) and its hydrazone derivative, acetophenone-benzoylhydrazone (ABH), along with their corresponding metal(II) complexes. Synthesis and characterization of BAH, ABH, and their metal complexes were conducted using a range of spectroscopic techniques. The structural elucidation of the hydrazide and hydrazone compounds involved the utilization of infrared (FT-IR), UV–Visible, and nuclear magnetic resonance (1H-NMR and 13C-NMR) spectroscopy. Similarly, the characterization of the metal complexes was achieved through infrared (FT-IR) and UV–Visible spectroscopy. The infrared (IR) spectra of the metal complexes exhibited medium bands within the 1624 to 1503 cm-1 range, which could be attributed to the stretching vibrations of νC=N. Notably, these bands displayed frequency shifts in both higher and lower directions. Additional weak bands emerged at 692 - 520 cm-1 and 584 - 422 cm-1, corresponding to the M-O and M-N bonds, respectively. The presence of these bands further supported the formation of the metal complexes. Moreover, the electrolytic nature of the complexes was confirmed by molar conductivity measurements in aqueous solutions, which ranged from 235 to 298 Ω-1cm2mol-1. Investigation into the magnetic properties of the metal complexes showed that, with the exception of the Cu(II) complex of benzoic acid hydrazide mixed with nicotinamide, the complexes demonstrated magnetic dilution. Specifically, the room temperature magnetic moments for the Cu(II) complex were determined as 1.69 B.M and 3.79 B.M, respectively, indicative of an antiferromagnetic behavior. Furthermore, all the complexes exhibited significantly heightened antimicrobial activity compared to their respective ligands, thus highlighting their potential as effective antimicrobial agents against the tested microbes.
    VL  - 11
    IS  - 4
    ER  - 

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Author Information
  • Department of Chemistry, Obafemi Awolowo University, Ile-Ife, Nigeria

  • Department of Chemistry, Obafemi Awolowo University, Ile-Ife, Nigeria

  • Department of Chemistry, Obafemi Awolowo University, Ile-Ife, Nigeria

  • Department of Chemistry, Obafemi Awolowo University, Ile-Ife, Nigeria

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