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

Olawale Folorunso Akinyele; Adeyanju Bukola Adesina; Temitope Adekunle Ajayeoba; Emmanuel Gabriel Fakola

doi:doi:10.11648/j.sjc.20231104.11

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

Olawale Folorunso Akinyele, Adeyanju Bukola Adesina, Temitope Adekunle Ajayeoba, Emmanuel Gabriel Fakola

Published in Science Journal of Chemistry (Volume 11, Issue 4)

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
Creative Commons	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), 2023. 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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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

Olawale Folorunso Akinyele

Department of Chemistry, Obafemi Awolowo University, Ile-Ife, Nigeria
Adeyanju Bukola Adesina

Department of Chemistry, Obafemi Awolowo University, Ile-Ife, Nigeria
Temitope Adekunle Ajayeoba

Department of Chemistry, Obafemi Awolowo University, Ile-Ife, Nigeria
Emmanuel Gabriel Fakola

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

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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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ACS 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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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

Copy | Download

@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}
}

Copy | Download

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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