American Journal of Applied Chemistry

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Synthesis, Characterisation and Acetylcholinesterase Inhibition Activity of Nickel(II) and Copper(II) Complexes of 3-Hydroxybenzaldehyde-4-nitrobenzoic Acid Hydrazone

Received: 28 February 2019    Accepted: 29 April 2019    Published: 26 May 2019
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Abstract

A new ligand namely 3-hydroxybenzaldehyde-4-nitrobenzoic acid hydrazone, its Nickel(II) and Copper(II) complexes were synthesised and characterised by spectroscopic methods: 1H NMR, Infrared (IR), UV-Vis, magnetic susceptibility measurement and % metal analysis. 1H NMR spectroscopy showed the diagnostic N-H signal at 12.10 ppm indicating the formation of the ligand. Infrared spectra showed that the ligand coordinated to the metal ion in keto form through the carbonyl oxygen (C=O) and the azomethine nitrogen (C=N). The UV-Vis spectrum of the ligand displayed two prominent bands at 47169 cm-1 and 30303 cm-1 which were ascribed to the intraligand transitions of π-π*, and n-π* respectively. These bands had hypsochromic shifts in the metal complexes indicating coordination with the metal ion. The nickel complex had a magnetic moment of 2.92 B.M, suggesting an octahedral geometry, while the copper complex had a value of 1.65 B.M. which is close to the expected value for a d9 copper(II) complex with possibility antiferromagnetic interactions. The % metal calculated had a good agreement with the observed values. The acetylcholinesterase inhibition activity of the ligand measured was 190 ± 20 μg/mL compared to the standard Eserin that had 68 ± 1.13 μg/mL. The copper(II) complex had a value of 220 ± 20 μg/mL, while the Nickel(II) complex had the least inhibitory value at 390 ± 80 μg/mL. The compounds could serve as primary target in the study of acetylcholinesterase inhibitors

DOI 10.11648/j.ajac.20190702.14
Published in American Journal of Applied Chemistry (Volume 7, Issue 2, April 2019)
Page(s) 64-71
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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

3-Hydroxybenzaldehyde-4-nitrobenzoic Acid Hydrazone, Acetylcholinesterase Inhibition, Octahedral Geometry

References
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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 Biochemistry, Obafemi Awolowo University, Ile-Ife, Nigeria

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    Temitope Adekunle Ajayeoba, Olawale Folorunso Akinyele, Ayowole Olaolu Ayeni, Idowu Julius Olawuni. (2019). Synthesis, Characterisation and Acetylcholinesterase Inhibition Activity of Nickel(II) and Copper(II) Complexes of 3-Hydroxybenzaldehyde-4-nitrobenzoic Acid Hydrazone. American Journal of Applied Chemistry, 7(2), 64-71. https://doi.org/10.11648/j.ajac.20190702.14

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    ACS Style

    Temitope Adekunle Ajayeoba; Olawale Folorunso Akinyele; Ayowole Olaolu Ayeni; Idowu Julius Olawuni. Synthesis, Characterisation and Acetylcholinesterase Inhibition Activity of Nickel(II) and Copper(II) Complexes of 3-Hydroxybenzaldehyde-4-nitrobenzoic Acid Hydrazone. Am. J. Appl. Chem. 2019, 7(2), 64-71. doi: 10.11648/j.ajac.20190702.14

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    AMA Style

    Temitope Adekunle Ajayeoba, Olawale Folorunso Akinyele, Ayowole Olaolu Ayeni, Idowu Julius Olawuni. Synthesis, Characterisation and Acetylcholinesterase Inhibition Activity of Nickel(II) and Copper(II) Complexes of 3-Hydroxybenzaldehyde-4-nitrobenzoic Acid Hydrazone. Am J Appl Chem. 2019;7(2):64-71. doi: 10.11648/j.ajac.20190702.14

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  • @article{10.11648/j.ajac.20190702.14,
      author = {Temitope Adekunle Ajayeoba and Olawale Folorunso Akinyele and Ayowole Olaolu Ayeni and Idowu Julius Olawuni},
      title = {Synthesis, Characterisation and Acetylcholinesterase Inhibition Activity of Nickel(II) and Copper(II) Complexes of 3-Hydroxybenzaldehyde-4-nitrobenzoic Acid Hydrazone},
      journal = {American Journal of Applied Chemistry},
      volume = {7},
      number = {2},
      pages = {64-71},
      doi = {10.11648/j.ajac.20190702.14},
      url = {https://doi.org/10.11648/j.ajac.20190702.14},
      eprint = {https://download.sciencepg.com/pdf/10.11648.j.ajac.20190702.14},
      abstract = {A new ligand namely 3-hydroxybenzaldehyde-4-nitrobenzoic acid hydrazone, its Nickel(II) and Copper(II) complexes were synthesised and characterised by spectroscopic methods: 1H NMR, Infrared (IR), UV-Vis, magnetic susceptibility measurement and % metal analysis. 1H NMR spectroscopy showed the diagnostic N-H signal at 12.10 ppm indicating the formation of the ligand. Infrared spectra showed that the ligand coordinated to the metal ion in keto form through the carbonyl oxygen (C=O) and the azomethine nitrogen (C=N). The UV-Vis spectrum of the ligand displayed two prominent bands at 47169 cm-1 and 30303 cm-1 which were ascribed to the intraligand transitions of π-π*, and n-π* respectively. These bands had hypsochromic shifts in the metal complexes indicating coordination with the metal ion. The nickel complex had a magnetic moment of 2.92 B.M, suggesting an octahedral geometry, while the copper complex had a value of 1.65 B.M. which is close to the expected value for a d9 copper(II) complex with possibility antiferromagnetic interactions. The % metal calculated had a good agreement with the observed values. The acetylcholinesterase inhibition activity of the ligand measured was 190 ± 20 μg/mL compared to the standard Eserin that had 68 ± 1.13 μg/mL. The copper(II) complex had a value of 220 ± 20 μg/mL, while the Nickel(II) complex had the least inhibitory value at 390 ± 80 μg/mL. The compounds could serve as primary target in the study of acetylcholinesterase inhibitors},
     year = {2019}
    }
    

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  • TY  - JOUR
    T1  - Synthesis, Characterisation and Acetylcholinesterase Inhibition Activity of Nickel(II) and Copper(II) Complexes of 3-Hydroxybenzaldehyde-4-nitrobenzoic Acid Hydrazone
    AU  - Temitope Adekunle Ajayeoba
    AU  - Olawale Folorunso Akinyele
    AU  - Ayowole Olaolu Ayeni
    AU  - Idowu Julius Olawuni
    Y1  - 2019/05/26
    PY  - 2019
    N1  - https://doi.org/10.11648/j.ajac.20190702.14
    DO  - 10.11648/j.ajac.20190702.14
    T2  - American Journal of Applied Chemistry
    JF  - American Journal of Applied Chemistry
    JO  - American Journal of Applied Chemistry
    SP  - 64
    EP  - 71
    PB  - Science Publishing Group
    SN  - 2330-8745
    UR  - https://doi.org/10.11648/j.ajac.20190702.14
    AB  - A new ligand namely 3-hydroxybenzaldehyde-4-nitrobenzoic acid hydrazone, its Nickel(II) and Copper(II) complexes were synthesised and characterised by spectroscopic methods: 1H NMR, Infrared (IR), UV-Vis, magnetic susceptibility measurement and % metal analysis. 1H NMR spectroscopy showed the diagnostic N-H signal at 12.10 ppm indicating the formation of the ligand. Infrared spectra showed that the ligand coordinated to the metal ion in keto form through the carbonyl oxygen (C=O) and the azomethine nitrogen (C=N). The UV-Vis spectrum of the ligand displayed two prominent bands at 47169 cm-1 and 30303 cm-1 which were ascribed to the intraligand transitions of π-π*, and n-π* respectively. These bands had hypsochromic shifts in the metal complexes indicating coordination with the metal ion. The nickel complex had a magnetic moment of 2.92 B.M, suggesting an octahedral geometry, while the copper complex had a value of 1.65 B.M. which is close to the expected value for a d9 copper(II) complex with possibility antiferromagnetic interactions. The % metal calculated had a good agreement with the observed values. The acetylcholinesterase inhibition activity of the ligand measured was 190 ± 20 μg/mL compared to the standard Eserin that had 68 ± 1.13 μg/mL. The copper(II) complex had a value of 220 ± 20 μg/mL, while the Nickel(II) complex had the least inhibitory value at 390 ± 80 μg/mL. The compounds could serve as primary target in the study of acetylcholinesterase inhibitors
    VL  - 7
    IS  - 2
    ER  - 

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