Synthesis, characterization, DFT calculation, and biological activity of pyrazole-based azo-metal(II) complexes
An azo dye ligand, [HL, (Z)-1-((5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)diazenyl)naphthalene-2,7-diol], and its Cu(II), Co(II), and Fe(II) complexes were synthesized in a 1:1 metal to ligand ratio. The prepared compounds were characterized by FT-IR and UV–vis spectroscopy, thermogravimetric and el...
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| Format: | Article |
| Language: | English |
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Elsevier
2022-01-01
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| Series: | Results in Chemistry |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715622002855 |
| _version_ | 1798006216435171328 |
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| author | Albandari F. Alkurdi Mutlaq Sh. AlJahdali Abdulmohsen A. Alshehri |
| author_facet | Albandari F. Alkurdi Mutlaq Sh. AlJahdali Abdulmohsen A. Alshehri |
| author_sort | Albandari F. Alkurdi |
| collection | DOAJ |
| description | An azo dye ligand, [HL, (Z)-1-((5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)diazenyl)naphthalene-2,7-diol], and its Cu(II), Co(II), and Fe(II) complexes were synthesized in a 1:1 metal to ligand ratio. The prepared compounds were characterized by FT-IR and UV–vis spectroscopy, thermogravimetric and elemental analysis, X-ray powder diffraction, magnetic susceptibility measurements, scanning electron microscopy, and density functional theory (DFT) calculations. The electronic spectra and magnetic moments indicated that all complexes are paramagnetic and have an octahedral geometry. The antimicrobial activity was tested against the gram-positive bacteria B. subtilis and S. aureus and gram-negative bacteria E. coli and N. gonorrhoeae, whereas the antifungal activity was tested against C. albicans using the disk diffusion method. The Fe(II) complex showed strong antimicrobial activity against all the tested strains. Treatment of HepG2 liver cancer cells with different concentrations of the free ligand and its metal complexes in vitro using the MTT assay revealed that the free ligand and Co(II) complex demonstrated greater cytotoxicity (IC50 43.24 and 62.45 µg/mL, respectively) compared to the other metal complexes. |
| first_indexed | 2024-04-11T12:52:30Z |
| format | Article |
| id | doaj.art-141498b6b22b43698e3cf8a6b427b116 |
| institution | Directory Open Access Journal |
| issn | 2211-7156 |
| language | English |
| last_indexed | 2024-04-11T12:52:30Z |
| publishDate | 2022-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Results in Chemistry |
| spelling | doaj.art-141498b6b22b43698e3cf8a6b427b1162022-12-22T04:23:10ZengElsevierResults in Chemistry2211-71562022-01-014100566Synthesis, characterization, DFT calculation, and biological activity of pyrazole-based azo-metal(II) complexesAlbandari F. Alkurdi0Mutlaq Sh. AlJahdali1Abdulmohsen A. Alshehri2Corresponding author.; Department of Chemistry, King Abdulaziz University, P.O. Box 80200, Jeddah 21589, Saudi ArabiaDepartment of Chemistry, King Abdulaziz University, P.O. Box 80200, Jeddah 21589, Saudi ArabiaDepartment of Chemistry, King Abdulaziz University, P.O. Box 80200, Jeddah 21589, Saudi ArabiaAn azo dye ligand, [HL, (Z)-1-((5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)diazenyl)naphthalene-2,7-diol], and its Cu(II), Co(II), and Fe(II) complexes were synthesized in a 1:1 metal to ligand ratio. The prepared compounds were characterized by FT-IR and UV–vis spectroscopy, thermogravimetric and elemental analysis, X-ray powder diffraction, magnetic susceptibility measurements, scanning electron microscopy, and density functional theory (DFT) calculations. The electronic spectra and magnetic moments indicated that all complexes are paramagnetic and have an octahedral geometry. The antimicrobial activity was tested against the gram-positive bacteria B. subtilis and S. aureus and gram-negative bacteria E. coli and N. gonorrhoeae, whereas the antifungal activity was tested against C. albicans using the disk diffusion method. The Fe(II) complex showed strong antimicrobial activity against all the tested strains. Treatment of HepG2 liver cancer cells with different concentrations of the free ligand and its metal complexes in vitro using the MTT assay revealed that the free ligand and Co(II) complex demonstrated greater cytotoxicity (IC50 43.24 and 62.45 µg/mL, respectively) compared to the other metal complexes.http://www.sciencedirect.com/science/article/pii/S2211715622002855Azo dye metal (II) complexesHepG2 cell lineSEM/XRDDFT studiesBiological activityAntimicrobial activity |
| spellingShingle | Albandari F. Alkurdi Mutlaq Sh. AlJahdali Abdulmohsen A. Alshehri Synthesis, characterization, DFT calculation, and biological activity of pyrazole-based azo-metal(II) complexes Results in Chemistry Azo dye metal (II) complexes HepG2 cell line SEM/XRD DFT studies Biological activity Antimicrobial activity |
| title | Synthesis, characterization, DFT calculation, and biological activity of pyrazole-based azo-metal(II) complexes |
| title_full | Synthesis, characterization, DFT calculation, and biological activity of pyrazole-based azo-metal(II) complexes |
| title_fullStr | Synthesis, characterization, DFT calculation, and biological activity of pyrazole-based azo-metal(II) complexes |
| title_full_unstemmed | Synthesis, characterization, DFT calculation, and biological activity of pyrazole-based azo-metal(II) complexes |
| title_short | Synthesis, characterization, DFT calculation, and biological activity of pyrazole-based azo-metal(II) complexes |
| title_sort | synthesis characterization dft calculation and biological activity of pyrazole based azo metal ii complexes |
| topic | Azo dye metal (II) complexes HepG2 cell line SEM/XRD DFT studies Biological activity Antimicrobial activity |
| url | http://www.sciencedirect.com/science/article/pii/S2211715622002855 |
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