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Synthesis, Characterization and Bacterial Growth Inhibitory Properties of Schiff-Base Ligands Derived from Amino Acids

Received: 23 January 2020    Accepted: 13 February 2020    Published: 2 March 2020
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Abstract

Schiff-base ligands and their metal complexes are attracting a lot of research in bioinorganic and medicinal chemistry owing to their improved activity in biological systems. Six schiff-base ligands derived from amino acids; N-Salicylidene Alanine, N-Salicylidene Serine, N-Benzalidene Histidine, N-Balzalidene Leucine, N-4-(dimethylamino) benzalidene Phenylalanine, and N-4-(dimethylamino)benzalidene Valine have been synthesized, characterized and their bacterial growth inhibitory properties determined against Staphylococcus aureus and Escherichia coli. These schiff-bases are synthesized by the condensation reaction between carbonyl compounds (aldehydes and ketones) and amines (amino acids). Characterization of the schiff-base ligands is done using melting/decomposition temperatures, FTIR spectroscopy, US-visible spectroscopy, and solubility. It is observed that, all the schiff-base ligands contain the imine or azomethine (C=N) group with a stretching frequency ranging from 2200 - 2400 cm-1. In addition, all the schiff-base ligands are seen to be soluble in water, which is paramount in their application in biological systems. The structures of the schiff-base ligands were deduced based on the characterization techniques. Furthermore, the bacterial growth inhibitory properties of the schiff-base ligands were done using the Agar Well Diffusion method. The results reveal that, all the schiff-base ligands show no toxicity effect or negative bacterial growth properties against gram positive (Staphylococcus aureus) and gram negative (Escherichia coli) bacteria.

Published in Science Journal of Chemistry (Volume 8, Issue 1)
DOI 10.11648/j.sjc.20200801.11
Page(s) 1-6
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), 2024. Published by Science Publishing Group

Keywords

Amino Acids, Characterization, Schiff-Bases, Synthesis, Biological Activities, Imine Group

References
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[5] N. K. Chaudhary and P. Mishra, bioinorganic chemistry and applications, 2017, pp 1-13.
[6] T. Mangamamba, M. C. Ganorkar, and G. Swarnabala, International Journal of Inorganic Chemistry, 2014, pp 1-22.
[7] Emad Yousif et al., Arabian Journal of Chemistry, 2017, (10), pp S1639-S1644.
[8] Majid Rezaeivala, Journal of Saudi Chemical Society, 2017, (21), pp 420-424.
[9] ElieneLeandrodeAraújo et al., International Journal of Biological Macromolecules, 2017, (95), pp 168-176.
[10] Rathore et al., Eur. J. Chem. 2010, pp. S566–S572 7 (S1).
[11] E. Yousif et al., Arabian, J. Chem., 2013, pp 1-5.
[12] Chohan Z. H., Arif M., Akhtar M. A., Supuran C. T., Bioinorganic Chemistry and Application, 2006, pp 1-13.
[13] El-Sherif A. A., Aljahdali M. S., Journal of Coordination Chemistry, 2013, 66 (19): pp 3423-3468.
[14] Rimbu C., Danac R., Pui A., Chem Pharm Bull., 2014, 62 (1), pp 12-15.
[15] De Souza A. O., Galetti F. C. S., Silva C. L., Bicalho B., Parma M. M., Fonseca S. F., Marsaioli A. J., Trindade A. C. L. B., Gil R. P. F., Bezerra F. S., Quimica Nova, 2007, (30), pp 1563-1566.
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[17] G. L. Miessler, P. J. Fisher, and D. A. Tarr, Inorganic Chemistry, 2013, 5th Edition.
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  • APA Style

    James Tembei Titah, Coulibaly Wacothon Karime, Kevin Chambers, Anita Balogh, Kevin Joannou. (2020). Synthesis, Characterization and Bacterial Growth Inhibitory Properties of Schiff-Base Ligands Derived from Amino Acids. Science Journal of Chemistry, 8(1), 1-6. https://doi.org/10.11648/j.sjc.20200801.11

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    ACS Style

    James Tembei Titah; Coulibaly Wacothon Karime; Kevin Chambers; Anita Balogh; Kevin Joannou. Synthesis, Characterization and Bacterial Growth Inhibitory Properties of Schiff-Base Ligands Derived from Amino Acids. Sci. J. Chem. 2020, 8(1), 1-6. doi: 10.11648/j.sjc.20200801.11

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    AMA Style

    James Tembei Titah, Coulibaly Wacothon Karime, Kevin Chambers, Anita Balogh, Kevin Joannou. Synthesis, Characterization and Bacterial Growth Inhibitory Properties of Schiff-Base Ligands Derived from Amino Acids. Sci J Chem. 2020;8(1):1-6. doi: 10.11648/j.sjc.20200801.11

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  • @article{10.11648/j.sjc.20200801.11,
      author = {James Tembei Titah and Coulibaly Wacothon Karime and Kevin Chambers and Anita Balogh and Kevin Joannou},
      title = {Synthesis, Characterization and Bacterial Growth Inhibitory Properties of Schiff-Base Ligands Derived from Amino Acids},
      journal = {Science Journal of Chemistry},
      volume = {8},
      number = {1},
      pages = {1-6},
      doi = {10.11648/j.sjc.20200801.11},
      url = {https://doi.org/10.11648/j.sjc.20200801.11},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjc.20200801.11},
      abstract = {Schiff-base ligands and their metal complexes are attracting a lot of research in bioinorganic and medicinal chemistry owing to their improved activity in biological systems. Six schiff-base ligands derived from amino acids; N-Salicylidene Alanine, N-Salicylidene Serine, N-Benzalidene Histidine, N-Balzalidene Leucine, N-4-(dimethylamino) benzalidene Phenylalanine, and N-4-(dimethylamino)benzalidene Valine have been synthesized, characterized and their bacterial growth inhibitory properties determined against Staphylococcus aureus and Escherichia coli. These schiff-bases are synthesized by the condensation reaction between carbonyl compounds (aldehydes and ketones) and amines (amino acids). Characterization of the schiff-base ligands is done using melting/decomposition temperatures, FTIR spectroscopy, US-visible spectroscopy, and solubility. It is observed that, all the schiff-base ligands contain the imine or azomethine (C=N) group with a stretching frequency ranging from 2200 - 2400 cm-1. In addition, all the schiff-base ligands are seen to be soluble in water, which is paramount in their application in biological systems. The structures of the schiff-base ligands were deduced based on the characterization techniques. Furthermore, the bacterial growth inhibitory properties of the schiff-base ligands were done using the Agar Well Diffusion method. The results reveal that, all the schiff-base ligands show no toxicity effect or negative bacterial growth properties against gram positive (Staphylococcus aureus) and gram negative (Escherichia coli) bacteria.},
     year = {2020}
    }
    

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  • TY  - JOUR
    T1  - Synthesis, Characterization and Bacterial Growth Inhibitory Properties of Schiff-Base Ligands Derived from Amino Acids
    AU  - James Tembei Titah
    AU  - Coulibaly Wacothon Karime
    AU  - Kevin Chambers
    AU  - Anita Balogh
    AU  - Kevin Joannou
    Y1  - 2020/03/02
    PY  - 2020
    N1  - https://doi.org/10.11648/j.sjc.20200801.11
    DO  - 10.11648/j.sjc.20200801.11
    T2  - Science Journal of Chemistry
    JF  - Science Journal of Chemistry
    JO  - Science Journal of Chemistry
    SP  - 1
    EP  - 6
    PB  - Science Publishing Group
    SN  - 2330-099X
    UR  - https://doi.org/10.11648/j.sjc.20200801.11
    AB  - Schiff-base ligands and their metal complexes are attracting a lot of research in bioinorganic and medicinal chemistry owing to their improved activity in biological systems. Six schiff-base ligands derived from amino acids; N-Salicylidene Alanine, N-Salicylidene Serine, N-Benzalidene Histidine, N-Balzalidene Leucine, N-4-(dimethylamino) benzalidene Phenylalanine, and N-4-(dimethylamino)benzalidene Valine have been synthesized, characterized and their bacterial growth inhibitory properties determined against Staphylococcus aureus and Escherichia coli. These schiff-bases are synthesized by the condensation reaction between carbonyl compounds (aldehydes and ketones) and amines (amino acids). Characterization of the schiff-base ligands is done using melting/decomposition temperatures, FTIR spectroscopy, US-visible spectroscopy, and solubility. It is observed that, all the schiff-base ligands contain the imine or azomethine (C=N) group with a stretching frequency ranging from 2200 - 2400 cm-1. In addition, all the schiff-base ligands are seen to be soluble in water, which is paramount in their application in biological systems. The structures of the schiff-base ligands were deduced based on the characterization techniques. Furthermore, the bacterial growth inhibitory properties of the schiff-base ligands were done using the Agar Well Diffusion method. The results reveal that, all the schiff-base ligands show no toxicity effect or negative bacterial growth properties against gram positive (Staphylococcus aureus) and gram negative (Escherichia coli) bacteria.
    VL  - 8
    IS  - 1
    ER  - 

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Author Information
  • Department of Mathematical and Physical Sciences, Concordia University of Edmonton, Chemistry Research Laboratory, Edmonton, Canada

  • Department of Chemistry and Biochemistry, Peleforo Gon Coulibaly University, Korhogo, Ivory Coast

  • Department of Mathematical and Physical Sciences, Concordia University of Edmonton, Chemistry Research Laboratory, Edmonton, Canada

  • Department of Mathematical and Physical Sciences, Concordia University of Edmonton, Chemistry Research Laboratory, Edmonton, Canada

  • Department of Mathematical and Physical Sciences, Concordia University of Edmonton, Chemistry Research Laboratory, Edmonton, Canada

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