Synthesis, characterization, and anticancer activity of some metal complexes with a new Schiff base ligand

A new Schiff base ligand, 2-((E)-((4-(((E)-benzylidene)amino)phenyl)imino)methyl)-naphthalene-1-ol, was prepared by the reflux condensation of p-phenylenediamine with 2-hydroxy-1-naphthaldehyde and benzaldehyde. Metal complexes were prepared by reacting the ligand with metal salts: VCl3, CrCl3·6H2O,...

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Autores principales: Thamer A. Alorini, Ahmed N. Al-Hakimi, S. El-Sayed Saeed, Ebtesam Hassan Lutf Alhamzi, Abuzar E.A.E. Albadri
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Publicado: Elsevier 2022
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Acceso en línea:https://doaj.org/article/6b19c852f35146ed90d6c35454fad604
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spelling oai:doaj.org-article:6b19c852f35146ed90d6c35454fad6042021-11-26T04:26:12ZSynthesis, characterization, and anticancer activity of some metal complexes with a new Schiff base ligand1878-535210.1016/j.arabjc.2021.103559https://doaj.org/article/6b19c852f35146ed90d6c35454fad6042022-02-01T00:00:00Zhttp://www.sciencedirect.com/science/article/pii/S1878535221005748https://doaj.org/toc/1878-5352A new Schiff base ligand, 2-((E)-((4-(((E)-benzylidene)amino)phenyl)imino)methyl)-naphthalene-1-ol, was prepared by the reflux condensation of p-phenylenediamine with 2-hydroxy-1-naphthaldehyde and benzaldehyde. Metal complexes were prepared by reacting the ligand with metal salts: VCl3, CrCl3·6H2O, MnCl2·3H2O, FeCl3·6H2O, CoCl3·6H2O, NiCl2·6H2O, CuCl2·2H2O, and ZnCl2. The ligand and its metallic complexes were characterized by various techniques such as elemental analysis, AAS, NMR, IR, UV–Vis, TGA, DTA, XRD and TEM. The data confirmed that the ligand coordinated with the metal ions in a bidentate nature, bonding through its azomethine nitrogen atom and phenolic oxygen atom; this gave an octahedral geometry. The XRD patterns of the complexes indicated that they were of various structures: the Mn(II), Co(III), and Cu(II) complexes were triclinic, the ligand and Ni(II) complex were orthorhombic, the V(III) and Zn(II) complexes were hexagonal, the Cu(II) complex was monoclinic, and the Fe(II) complex was cubic. TEM analysis confirmed that the complexes were nanoscale in nature. The antibacterial and antifungal activities of the ligand and its complexes against Salmonella enterica serovar typhi and Candida albicans were investigated by the hole plate diffusion method. It was observed that the Co(II) and Zn(II) complexes had intermediate antibacterial activities, while the V(III) complex had the highest activity against C. albicans fungi. The in vitro anticancer activities of the ligand and its metal complexes were tested towards PC-3, SKOV3, and HeLa tumour cell lines, where they exhibited higher antitumour activities against these selected human cell lines than clinically used drugs such as cisplatin, estramustine, and etoposide.Thamer A. AloriniAhmed N. Al-HakimiS. El-Sayed SaeedEbtesam Hassan Lutf AlhamziAbuzar E.A.E. AlbadriElsevierarticleSchiff base complexAntibacterial activityAntifungal activityAnticancer activityNanoparticleChemistryQD1-999ENArabian Journal of Chemistry, Vol 15, Iss 2, Pp 103559- (2022)
institution DOAJ
collection DOAJ
language EN
topic Schiff base complex
Antibacterial activity
Antifungal activity
Anticancer activity
Nanoparticle
Chemistry
QD1-999
spellingShingle Schiff base complex
Antibacterial activity
Antifungal activity
Anticancer activity
Nanoparticle
Chemistry
QD1-999
Thamer A. Alorini
Ahmed N. Al-Hakimi
S. El-Sayed Saeed
Ebtesam Hassan Lutf Alhamzi
Abuzar E.A.E. Albadri
Synthesis, characterization, and anticancer activity of some metal complexes with a new Schiff base ligand
description A new Schiff base ligand, 2-((E)-((4-(((E)-benzylidene)amino)phenyl)imino)methyl)-naphthalene-1-ol, was prepared by the reflux condensation of p-phenylenediamine with 2-hydroxy-1-naphthaldehyde and benzaldehyde. Metal complexes were prepared by reacting the ligand with metal salts: VCl3, CrCl3·6H2O, MnCl2·3H2O, FeCl3·6H2O, CoCl3·6H2O, NiCl2·6H2O, CuCl2·2H2O, and ZnCl2. The ligand and its metallic complexes were characterized by various techniques such as elemental analysis, AAS, NMR, IR, UV–Vis, TGA, DTA, XRD and TEM. The data confirmed that the ligand coordinated with the metal ions in a bidentate nature, bonding through its azomethine nitrogen atom and phenolic oxygen atom; this gave an octahedral geometry. The XRD patterns of the complexes indicated that they were of various structures: the Mn(II), Co(III), and Cu(II) complexes were triclinic, the ligand and Ni(II) complex were orthorhombic, the V(III) and Zn(II) complexes were hexagonal, the Cu(II) complex was monoclinic, and the Fe(II) complex was cubic. TEM analysis confirmed that the complexes were nanoscale in nature. The antibacterial and antifungal activities of the ligand and its complexes against Salmonella enterica serovar typhi and Candida albicans were investigated by the hole plate diffusion method. It was observed that the Co(II) and Zn(II) complexes had intermediate antibacterial activities, while the V(III) complex had the highest activity against C. albicans fungi. The in vitro anticancer activities of the ligand and its metal complexes were tested towards PC-3, SKOV3, and HeLa tumour cell lines, where they exhibited higher antitumour activities against these selected human cell lines than clinically used drugs such as cisplatin, estramustine, and etoposide.
format article
author Thamer A. Alorini
Ahmed N. Al-Hakimi
S. El-Sayed Saeed
Ebtesam Hassan Lutf Alhamzi
Abuzar E.A.E. Albadri
author_facet Thamer A. Alorini
Ahmed N. Al-Hakimi
S. El-Sayed Saeed
Ebtesam Hassan Lutf Alhamzi
Abuzar E.A.E. Albadri
author_sort Thamer A. Alorini
title Synthesis, characterization, and anticancer activity of some metal complexes with a new Schiff base ligand
title_short Synthesis, characterization, and anticancer activity of some metal complexes with a new Schiff base ligand
title_full Synthesis, characterization, and anticancer activity of some metal complexes with a new Schiff base ligand
title_fullStr Synthesis, characterization, and anticancer activity of some metal complexes with a new Schiff base ligand
title_full_unstemmed Synthesis, characterization, and anticancer activity of some metal complexes with a new Schiff base ligand
title_sort synthesis, characterization, and anticancer activity of some metal complexes with a new schiff base ligand
publisher Elsevier
publishDate 2022
url https://doaj.org/article/6b19c852f35146ed90d6c35454fad604
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