Synthesis, Spectroscopic, and Biological Activity Study for New Complexes of Some Metal Ions with Schiff Bases Derived From 2-Hydroxy Naphthaldehyde with 2-amine benzhydrazide

Authors

Bushra Mohan
Naser Shaalan College of Science for Girls/Department of Chemistry

DOI:

https://doi.org/10.30526/36.1.2978

Keywords:

Keywords: 2-Hydroxy naphthaldehyde, 2-amine benzhydrazide, Biological activity, Schiff base complexes.

Abstract

This study describes the preparation of tetradentate Schiff base derived from the condensation of 2-Hydroxy naphthaldehyde with 2-amine benzhydrazide and the synthesis of new complexes series with a good yield.The prepared ligand was characterized using a microanalysis technique, UV-visible, FT-IR, nuclear magnetic resonance ¹H-NMR, mass spectrometry, thermal gravimetric analysis TGA, and the addition of conductivity measurement and magnetic moment of complexes. The invitro antimicrobial activity of the prepared compounds was tested against Gram-negative Klebsiella pneumonia, Gram-positive Staphylococcus aureu, and Candida albicans by the agar well diffusion method. The spectroscopy and measurement studies showed that the ligand coordinated with the metal ion as a tetradentate ligand via oxygen and nitrogen, forming an octahedral geometry around it. The ligand and its complexes positively affect the studied microorganisms' Gram-positive and Gram-negative strains and fungi.

References

El-Boraey, H.A.; El-Gammal, O.A.; Abdel Sattar, N.G. Impact of Gamma-Ray Irradiation on Some Aryl-Amide-Bridged Schiff-Base Complexes: Spectral, TGA, XRD, and Antioxidant Properties. J. Radioanal. Nucl. Chem. 2020, 323, 241–252.

El‐Sonbati1,A.Z., et al. Synthesis, Characterization of Schiff Base Metal Complexes and Their Biological Investigation 2019, 1–16.

Helal, T.A.; Mohammed, H.J.; Mohsein, H.F. Synthesis with Spectral Investigation of New Azomethine – Azo Ligands Derived from 4-Amino Antipyrine with Its Some Complexes. Int. J. Pharm. Res. 2018, 10, 385–390, doi:10.31838/ijpr/2018.10.03.026.

John, S.F.; Aniemeke, E.; Ha, N.P.; Chong, C.R.; Gu, P.; Zhou, J.; Zhang, Y.; Graviss, E.A.; Liu, J.O.; Olaleye, O.A. Characterization of 2-Hydroxy-1-Naphthaldehyde Isonicotinoyl Hydrazone as a Novel Inhibitor of Methionine Aminopeptidases from Mycobacterium Tuberculosis. Tuberculosis 2016, 101, S73–S77.

Maher, K. Schiff Bases Derived from 2-Hydroxynaphthalene-1-Carbaldehyde and Their Metal Complexes. Asian J. Chem. 2018, 30, 1171–1182, doi:10.14233/ajchem.2018.21286.

Mbugua, S., et al. New Palladium(II) and Platinum(II) Complexes Based on Pyrrole Schiff Bases: Synthesis, Characterization, X-Ray Structure, and Anticancer Activity. ACS OMEGA 2020, 1–14.

Kumaravel, G.Utthra, P., AndRaman *, N. Exploiting the Biological Efficacy of Benzimidazole Based Schiff Base Complexes with L-Histidine as a Co-Ligand: Combined Molecular Docking, DNA Interaction, Antimicrobial and Cytotoxic Studies. Bioorganic Chem. J. 2018, 77, 269–279.

MM, A. Green Synthesis, Spectral, Thermal Characterization and Biological Activity of Schiff Base Ligand Derived from 3-Amino-1,2,4-Triazol and Its Metal Complexes. Org. Med. Chem. Int. J. 2019, 8, doi:10.19080/omcij.2019.08.555736.

Neelofar; Ali, N.; Khan, A.; Amir, S.; Khan, N.A.; Bilal, M. Synthesis of Schiff Bases Derived from 2-Hydroxy-1-Naphth-Aldehyde and Their TIN(II) Complexes for Antimicribial and Antioxidant Activities. Bull. Chem. Soc. Ethiop. 2017, 31, 445–456.

Orlova, N.; Nikolajeva, I.; Pučkins, A.; Belyakov, S.; Kirilova, E. Heterocyclic Schiff Bases of 3-Aminobenzanthrone and Their Reduced Analogues: Synthesis, Properties and Spectroscopy. Molecules 2021, 26.

Shaalan, N.; Mahdi, S. Synthesis, Characterization and Biological Activity Study of Some New Metal Complexes with Schiff’s Bases Derived from [o-Vanillin] with [2-Amino-5-(2-Hydroxy-Phenyl)-1,3,4-Thiadiazole]. Egypt. J. Chem. 2021, 64, 4059–4067, doi:10.21608/ejchem.2021.66235.3432.

Subburu 1, M. e. al. Photooxidation of 2,2?-(Ethyne-1,2-Diyl)Dianilines: An Enhanced Photocatalytic Properties of New Salophen-Based Zn(II) Complexes. Photochem 2022, 2, 358–375.

Yan, L.; Zhang, S.; Xie, Y.; Lei, C. A Fluorescent Probe for Gallium(Ⅲ) Ions Based on 2-Hydroxy-1-Naphthaldehyde and L-Serine. Dye. Pigment. 2020, 175, 108190, doi:10.1016/j.dyepig.2020.108190.

Zoubi, W. Al Biological Activities of Schiff Bases and Their Complexes: A Review of Recent Works. Int. J. Org. Chem. 2013, 03, 73–95, doi:10.4236/ijoc.2013.33a008.

Subburu 1, M. e. al. Photooxidation of 2,2?-(Ethyne-1,2-Diyl)Dianilines: An Enhanced Photocatalytic Properties of New Salophen-Based Zn(II) Complexes. Photochem 2022, 2, 358–375.17 16.

Zoubi, W. Al Biological Activities of Schiff Bases and Their Complexes: A Review of Recent Works. Int. J. Org. Chem. 2013, 03, 73–95, doi:10.4236/ijoc.2013.33a008.

Aly, S.A.; Fathalla, S.K. Preparation, Characterization of Some Transition Metal Complexes of Hydrazone Derivatives and Their Antibacterial and Antioxidant Activities. Arab. J. Chem. 2020, 13, 3735–3750, doi:10.1016/j.arabjc.2019.12.003.

Majeed, N. Eco-Friendly and Efficient Composition, Diagnosis Theoretical, Kinetic Studies, Antibacterial and Anticancer Activities of Mixed Some Metal Complexes of Tridentate Schiff Base Ligand. Int. J. Pharm. Res. 2021, 13, doi:10.31838/ijpr/2021.13.01.428.