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Metal Complexes of Heterocyclic Sulphonamide: Synthesis, Characterization and Biological Activity

Received: 16 November 2021     Accepted: 2 December 2021     Published: 9 December 2021
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Abstract

The metal complex of heterocyclic sulphonamide with aminopyridine is a substantial class of pharmaceutical drugs used to treat infection, diabetes, anti-inflammatory issues and neurological disorders in the field of medicinal chemistry. The research reports the synthesis, characterization and biological activity of metal complexes of heterocyclic sulphonamide of aminopyridine. Sulphonamide of heterocyclic pyridine was synthesized by reacting 2-aminopyridine and tosyl chloride in an aqueous alkaline solution at ambient temperature. The iron (II) and copper (II) complexes of the ligand were also synthesized and recrystallized with suitable solvents, and the purity levels were ascertained with melting point and thin layer chromatographic pattern. Structural elucidation of the compounds was done via Nuclear Magnetic Resonance (NMR), Ultraviolet-Visible Spectroscopy (UV-VIS) Infrared (IR), Electrospray Ionization Mass Spectrometry (ESI-MS) Micro elemental analysis. Some absorption bands in the IR spectrum of heterocyclic sulphonamide derivatives were found to shift either to higher or lower wavenumbers in the complexes, indicating the involvement of azomethine nitrogen in coordination with the metal ion. The synthesized ligand and its metal complexes were screened for antimicrobial activity against Gram (-) Escherichia coli, Gram (-) Salmonella typhi, Gram (+) Staphylococcus aureus, Aspergillus flavus, Aspergillus niger and Saccharomyces cerevisiae. The ligand did not show activity against the selected bacterial and fungal strains whereas; some of the coordinated ligands gave a substantial improvement on their bactericidal and fungicidal activity. The complex of copper (II) was not bioactive to all the bacteria strains but sensitive to all the fungi strains. The complex of iron (II) was susceptible to the bacteria and fungi strains, except Aspergillus flavus that was inactive. When compared to Ciprofloxacin and Ketoconazole, with a broad-spectrum antibiotic, the standard antimicrobial agents were better in sensitivity than the synthesized compound.

Published in Science Journal of Analytical Chemistry (Volume 9, Issue 4)
DOI 10.11648/j.sjac.20210904.14
Page(s) 104-109
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), 2021. Published by Science Publishing Group

Keywords

Biological Activity, Metal Complexes, Sulphonamide, Synthesis

References
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    Kingsley John Orie, Remy Ukachukwu Duru, Raphael I-oro Ngochindo. (2021). Metal Complexes of Heterocyclic Sulphonamide: Synthesis, Characterization and Biological Activity. Science Journal of Analytical Chemistry, 9(4), 104-109. https://doi.org/10.11648/j.sjac.20210904.14

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    ACS Style

    Kingsley John Orie; Remy Ukachukwu Duru; Raphael I-oro Ngochindo. Metal Complexes of Heterocyclic Sulphonamide: Synthesis, Characterization and Biological Activity. Sci. J. Anal. Chem. 2021, 9(4), 104-109. doi: 10.11648/j.sjac.20210904.14

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    AMA Style

    Kingsley John Orie, Remy Ukachukwu Duru, Raphael I-oro Ngochindo. Metal Complexes of Heterocyclic Sulphonamide: Synthesis, Characterization and Biological Activity. Sci J Anal Chem. 2021;9(4):104-109. doi: 10.11648/j.sjac.20210904.14

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  • @article{10.11648/j.sjac.20210904.14,
      author = {Kingsley John Orie and Remy Ukachukwu Duru and Raphael I-oro Ngochindo},
      title = {Metal Complexes of Heterocyclic Sulphonamide: Synthesis, Characterization and Biological Activity},
      journal = {Science Journal of Analytical Chemistry},
      volume = {9},
      number = {4},
      pages = {104-109},
      doi = {10.11648/j.sjac.20210904.14},
      url = {https://doi.org/10.11648/j.sjac.20210904.14},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjac.20210904.14},
      abstract = {The metal complex of heterocyclic sulphonamide with aminopyridine is a substantial class of pharmaceutical drugs used to treat infection, diabetes, anti-inflammatory issues and neurological disorders in the field of medicinal chemistry. The research reports the synthesis, characterization and biological activity of metal complexes of heterocyclic sulphonamide of aminopyridine. Sulphonamide of heterocyclic pyridine was synthesized by reacting 2-aminopyridine and tosyl chloride in an aqueous alkaline solution at ambient temperature. The iron (II) and copper (II) complexes of the ligand were also synthesized and recrystallized with suitable solvents, and the purity levels were ascertained with melting point and thin layer chromatographic pattern. Structural elucidation of the compounds was done via Nuclear Magnetic Resonance (NMR), Ultraviolet-Visible Spectroscopy (UV-VIS) Infrared (IR), Electrospray Ionization Mass Spectrometry (ESI-MS) Micro elemental analysis. Some absorption bands in the IR spectrum of heterocyclic sulphonamide derivatives were found to shift either to higher or lower wavenumbers in the complexes, indicating the involvement of azomethine nitrogen in coordination with the metal ion. The synthesized ligand and its metal complexes were screened for antimicrobial activity against Gram (-) Escherichia coli, Gram (-) Salmonella typhi, Gram (+) Staphylococcus aureus, Aspergillus flavus, Aspergillus niger and Saccharomyces cerevisiae. The ligand did not show activity against the selected bacterial and fungal strains whereas; some of the coordinated ligands gave a substantial improvement on their bactericidal and fungicidal activity. The complex of copper (II) was not bioactive to all the bacteria strains but sensitive to all the fungi strains. The complex of iron (II) was susceptible to the bacteria and fungi strains, except Aspergillus flavus that was inactive. When compared to Ciprofloxacin and Ketoconazole, with a broad-spectrum antibiotic, the standard antimicrobial agents were better in sensitivity than the synthesized compound.},
     year = {2021}
    }
    

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  • TY  - JOUR
    T1  - Metal Complexes of Heterocyclic Sulphonamide: Synthesis, Characterization and Biological Activity
    AU  - Kingsley John Orie
    AU  - Remy Ukachukwu Duru
    AU  - Raphael I-oro Ngochindo
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    PY  - 2021
    N1  - https://doi.org/10.11648/j.sjac.20210904.14
    DO  - 10.11648/j.sjac.20210904.14
    T2  - Science Journal of Analytical Chemistry
    JF  - Science Journal of Analytical Chemistry
    JO  - Science Journal of Analytical Chemistry
    SP  - 104
    EP  - 109
    PB  - Science Publishing Group
    SN  - 2376-8053
    UR  - https://doi.org/10.11648/j.sjac.20210904.14
    AB  - The metal complex of heterocyclic sulphonamide with aminopyridine is a substantial class of pharmaceutical drugs used to treat infection, diabetes, anti-inflammatory issues and neurological disorders in the field of medicinal chemistry. The research reports the synthesis, characterization and biological activity of metal complexes of heterocyclic sulphonamide of aminopyridine. Sulphonamide of heterocyclic pyridine was synthesized by reacting 2-aminopyridine and tosyl chloride in an aqueous alkaline solution at ambient temperature. The iron (II) and copper (II) complexes of the ligand were also synthesized and recrystallized with suitable solvents, and the purity levels were ascertained with melting point and thin layer chromatographic pattern. Structural elucidation of the compounds was done via Nuclear Magnetic Resonance (NMR), Ultraviolet-Visible Spectroscopy (UV-VIS) Infrared (IR), Electrospray Ionization Mass Spectrometry (ESI-MS) Micro elemental analysis. Some absorption bands in the IR spectrum of heterocyclic sulphonamide derivatives were found to shift either to higher or lower wavenumbers in the complexes, indicating the involvement of azomethine nitrogen in coordination with the metal ion. The synthesized ligand and its metal complexes were screened for antimicrobial activity against Gram (-) Escherichia coli, Gram (-) Salmonella typhi, Gram (+) Staphylococcus aureus, Aspergillus flavus, Aspergillus niger and Saccharomyces cerevisiae. The ligand did not show activity against the selected bacterial and fungal strains whereas; some of the coordinated ligands gave a substantial improvement on their bactericidal and fungicidal activity. The complex of copper (II) was not bioactive to all the bacteria strains but sensitive to all the fungi strains. The complex of iron (II) was susceptible to the bacteria and fungi strains, except Aspergillus flavus that was inactive. When compared to Ciprofloxacin and Ketoconazole, with a broad-spectrum antibiotic, the standard antimicrobial agents were better in sensitivity than the synthesized compound.
    VL  - 9
    IS  - 4
    ER  - 

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Author Information
  • Department of Pure and Industrial Chemistry, University of Port Harcourt, Port Harcourt, Nigeria

  • Department of Pure and Industrial Chemistry, University of Port Harcourt, Port Harcourt, Nigeria

  • Department of Pure and Industrial Chemistry, University of Port Harcourt, Port Harcourt, Nigeria

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