Spectral characterization, electrochemical, antimicrobial and cytotoxic studies on new metal(II) complexes containing N2O4 donor hexadentate Schiff base ligand

We report the biological activity of the new Schiff base ligand H2L (H2L = 6,6′-((1E,11E)-5,8-dioxa-2,11-diazadodeca-1,11-diene-1,12-diyl)bis(2,4-dichlorophenol)), its derived metal(II) complexes [Cu(L)] (1), [Co(L)] (2), [Ni(L)] (3) and [Zn(L)] (4), along with their structural characterizations by...

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Main Authors: Asma A. Alothman, Eida S. Al-Farraj, Wedad A. Al-Onazi, Zainab M. Almarhoon, Amal M. Al-Mohaimeed
Format: Article
Language:English
Published: Elsevier 2020-02-01
Series:Arabian Journal of Chemistry
Online Access:http://www.sciencedirect.com/science/article/pii/S1878535219300255
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spelling doaj-fd9abceb25d24e40bc73b8dacd8ca3362020-11-25T02:26:12ZengElsevierArabian Journal of Chemistry1878-53522020-02-0113238893902Spectral characterization, electrochemical, antimicrobial and cytotoxic studies on new metal(II) complexes containing N2O4 donor hexadentate Schiff base ligandAsma A. Alothman0Eida S. Al-Farraj1Wedad A. Al-Onazi2Zainab M. Almarhoon3Amal M. Al-Mohaimeed4Department of Chemistry, College of Science, King Saud University, P.O. Box 22452, Riyadh 11495, Saudi Arabia; Corresponding author.Department of Chemistry, College of Science, Imam Mohammad Ibn Saud Islamic University (IMSIU), 11623 Riyadh, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. Box 22452, Riyadh 11495, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. Box 22452, Riyadh 11495, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. Box 22452, Riyadh 11495, Saudi ArabiaWe report the biological activity of the new Schiff base ligand H2L (H2L = 6,6′-((1E,11E)-5,8-dioxa-2,11-diazadodeca-1,11-diene-1,12-diyl)bis(2,4-dichlorophenol)), its derived metal(II) complexes [Cu(L)] (1), [Co(L)] (2), [Ni(L)] (3) and [Zn(L)] (4), along with their structural characterizations by using various analytical and spectroscopic techniques. Electrochemical investigations showed that all of these Cu(II), Co(II) and Ni(II) complexes were reversibly reducible. Although the change of the number of unpaired electrons are different of the metal cations, they have an effect on the redox potentials of the Co(II)/(I), Ni(II)/(I) and Cu(II)/(I) couples. The 1H NMR and FTIR data concluded that the Schiff base ligand H2L acts as a hexadentate ligand coordinating with metal(II) ions through the oxygen atoms of the (COC), phenolic (COH) groups and nitrogen atom of the azomethine (CHN) group. UV-Visible absorption spectra studies clearly revealed the octahedral geometry of the prepared metal(II) complexes. Complexes 1 and 4 were found to be efficient in bringing about antimicrobial activities. The proposed mechanism of their antimicrobial activities has been discussed. 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay showed the remarkable cytotoxicity of complex 1 (IC50 = 17 ± 1.3 μg/mL) on human breast cancer MCF-7 cells than Schiff base ligand H2L and complexes 2–4. Moreover, AO/EB staining assay revealed cell death due to apoptosis in MCF-7 cells and the generation of ROS by the Schiff base ligand H2L and its derived metal(II) complexes 1–4 may be a possible cause for their cytotoxic activity. Keywords: Electrochemical, Schiff base metal(II) complexes, Antimicrobial screening, Cytotoxic activityhttp://www.sciencedirect.com/science/article/pii/S1878535219300255
collection DOAJ
language English
format Article
sources DOAJ
author Asma A. Alothman
Eida S. Al-Farraj
Wedad A. Al-Onazi
Zainab M. Almarhoon
Amal M. Al-Mohaimeed
spellingShingle Asma A. Alothman
Eida S. Al-Farraj
Wedad A. Al-Onazi
Zainab M. Almarhoon
Amal M. Al-Mohaimeed
Spectral characterization, electrochemical, antimicrobial and cytotoxic studies on new metal(II) complexes containing N2O4 donor hexadentate Schiff base ligand
Arabian Journal of Chemistry
author_facet Asma A. Alothman
Eida S. Al-Farraj
Wedad A. Al-Onazi
Zainab M. Almarhoon
Amal M. Al-Mohaimeed
author_sort Asma A. Alothman
title Spectral characterization, electrochemical, antimicrobial and cytotoxic studies on new metal(II) complexes containing N2O4 donor hexadentate Schiff base ligand
title_short Spectral characterization, electrochemical, antimicrobial and cytotoxic studies on new metal(II) complexes containing N2O4 donor hexadentate Schiff base ligand
title_full Spectral characterization, electrochemical, antimicrobial and cytotoxic studies on new metal(II) complexes containing N2O4 donor hexadentate Schiff base ligand
title_fullStr Spectral characterization, electrochemical, antimicrobial and cytotoxic studies on new metal(II) complexes containing N2O4 donor hexadentate Schiff base ligand
title_full_unstemmed Spectral characterization, electrochemical, antimicrobial and cytotoxic studies on new metal(II) complexes containing N2O4 donor hexadentate Schiff base ligand
title_sort spectral characterization, electrochemical, antimicrobial and cytotoxic studies on new metal(ii) complexes containing n2o4 donor hexadentate schiff base ligand
publisher Elsevier
series Arabian Journal of Chemistry
issn 1878-5352
publishDate 2020-02-01
description We report the biological activity of the new Schiff base ligand H2L (H2L = 6,6′-((1E,11E)-5,8-dioxa-2,11-diazadodeca-1,11-diene-1,12-diyl)bis(2,4-dichlorophenol)), its derived metal(II) complexes [Cu(L)] (1), [Co(L)] (2), [Ni(L)] (3) and [Zn(L)] (4), along with their structural characterizations by using various analytical and spectroscopic techniques. Electrochemical investigations showed that all of these Cu(II), Co(II) and Ni(II) complexes were reversibly reducible. Although the change of the number of unpaired electrons are different of the metal cations, they have an effect on the redox potentials of the Co(II)/(I), Ni(II)/(I) and Cu(II)/(I) couples. The 1H NMR and FTIR data concluded that the Schiff base ligand H2L acts as a hexadentate ligand coordinating with metal(II) ions through the oxygen atoms of the (COC), phenolic (COH) groups and nitrogen atom of the azomethine (CHN) group. UV-Visible absorption spectra studies clearly revealed the octahedral geometry of the prepared metal(II) complexes. Complexes 1 and 4 were found to be efficient in bringing about antimicrobial activities. The proposed mechanism of their antimicrobial activities has been discussed. 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay showed the remarkable cytotoxicity of complex 1 (IC50 = 17 ± 1.3 μg/mL) on human breast cancer MCF-7 cells than Schiff base ligand H2L and complexes 2–4. Moreover, AO/EB staining assay revealed cell death due to apoptosis in MCF-7 cells and the generation of ROS by the Schiff base ligand H2L and its derived metal(II) complexes 1–4 may be a possible cause for their cytotoxic activity. Keywords: Electrochemical, Schiff base metal(II) complexes, Antimicrobial screening, Cytotoxic activity
url http://www.sciencedirect.com/science/article/pii/S1878535219300255
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