HYDRAZIDE SCHIFF BASES OF ACETYLACETONATE METAL COMPLEXES: SYNTHESIS, SPECTROSCOPIC AND BIOLOGICAL STUDIES


Charity W. Dikio, Ikechukwu P. Ejidike, Fanyana M. Mtunzi, Michael J. Klink, Ezekiel D. Dikio

Abstract


Objective: The study was focused on the synthesis and spectroscopic studies of metal acetylacetonates and their complexes using bidentate Schiff-base ligands (NO), evaluation of their in-vitro antibacterial potentials against pathogenic microorganism.

Methods: Acetylacetonate salts of Cobalt(II), Manganese(II) and Magnesium(II) were prepared by reacting their metal hydroxides with acetylacetone. The metal complexes of N'-{(E)-[4-(diethylamino)-2-hydroxyphenyl]methylidene}-4-nitrobenzohydrazide (HL1), N'-{(E)-[4-(diethylamino)-2-hydroxyphenyl]methylidene}-4-methoxybenzohydrazide (HL2) obtained from the condensation reaction of 4-(diethylamino)-2-hydroxybenzaldehyde and 4-nitrobenzohydrazide/ or 4-methoxybenzohydrazide. The synthesized compounds were characterized by fourier transform infrared spectroscopy (FT-IR), proton and carbon-13 nuclear magnetic resonance (NMR), thermogravimetric analysis (TGA). The compounds were screened for their antimicrobial properties against a list of Gram-positive bacterial strains.

Results: The FT-IR spectra revealed that the Schiff bases acts as bidentate chelating ligand via nitrogen of the azomethine and phenolic oxygen atoms. NMR reveal the presence of azomethine (HC=N) and aromatic hydrogens at expected chemical shifts confirming the formation of the Schiff base ligands. Thermal decomposition behaviour was studied by thermogravimetry revealing stability up to 260 °C. The compounds were evaluated for their antibacterial potentials against Staphylococcus aureus and Enterococcus faecalis. The manganese acetylacetonato(N'-{(E)-[4-(diethylamino)-2-hydroxyphenyl]methylidene}-4-methoxybenzohydrazide: Mn(acac)(L2) exhibited antimicrobial activities against both Enterococcus faecalis and Staphylococcus aureus with a minimum inhibitory concentration (MIC) of 398.0 μg/mL.

Conclusion: The prepared compounds showed no inhibition against the selected pathogenic microorganisms except for Mn(acac)(L2) Standard antibacterial compounds: ampicillin and ciprofloxacin were used as positive control. The antibacterial activity of the compound depends on the kind of substituent on the benzo hydrazide rings at the para position, thereby suggesting the compound as promising chemotherapeutic agents for further structural optimization.

 


Keywords


Metal acetylacetonates; Schiff base complexes; Spectroscopic studies; Thermal studies; Antibacterial

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About this article

Title

HYDRAZIDE SCHIFF BASES OF ACETYLACETONATE METAL COMPLEXES: SYNTHESIS, SPECTROSCOPIC AND BIOLOGICAL STUDIES

Keywords

Metal acetylacetonates; Schiff base complexes; Spectroscopic studies; Thermal studies; Antibacterial

DOI

10.22159/ijpps.2017v9i12.22225

Date

01-12-2017

Additional Links

Manuscript Submission

Journal

International Journal of Pharmacy and Pharmaceutical Sciences
Vol 9, Issue 12, 2017 Page: 257-267

Online ISSN

0975-1491

Statistics

21 Views | 4 Downloads

Authors & Affiliations

Charity W. Dikio
Department of Chemistry, Vaal University of Technology, Vanderbijlpark, 1911, South Africa
South Africa

Ikechukwu P. Ejidike
Department of Chemistry, Vaal University of Technology, Vanderbijlpark, 1911, South Africa
South Africa

Fanyana M. Mtunzi
Department of Chemistry, Vaal University of Technology, Vanderbijlpark, 1911, South Africa

Michael J. Klink
Department of Biotechnology, Vaal University of Technology, Vanderbijlpark, 1911, South Africa

Ezekiel D. Dikio
Department of Chemistry, Vaal University of Technology, Vanderbijlpark, 1911, South Africa


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