Synthesis, Characterization, Cyclic Voltammetry, and Biological Studies of Co(II), Ni(II), and Cu(II) Complexes of a Tridentate Schiff Base, 1-((E)-(2-Mercaptophenylimino) Methyl) Naphthalen-2-ol (H2L1)

A novel tridentate Schiff base, 1-((E)-(2-mercaptophenylimino) methyl) naphthalen-2-ol (H2L1), was synthesized by the condensation reaction of 2-hydroxy-1-naphthaldehyde with 2-aminothiophenol in absolute ethanol. The resulting ligand was reacted with Co(II), Ni(II), and Cu(II) ions to obtain tetrah...

Full description

Saved in:
Bibliographic Details
Main Authors: Maurice Kuate, Mariam Asseng Conde, Evans Ngandung Mainsah, Awawou G. Paboudam, Francis Merlin M. Tchieno, Kevin I. Y. Ketchemen, Ignas Tonle Kenfack, Peter T. Ndifon
Format: Article
Language:English
Published: Wiley 2020-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2020/5238501
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1832560313353895936
author Maurice Kuate
Mariam Asseng Conde
Evans Ngandung Mainsah
Awawou G. Paboudam
Francis Merlin M. Tchieno
Kevin I. Y. Ketchemen
Ignas Tonle Kenfack
Peter T. Ndifon
author_facet Maurice Kuate
Mariam Asseng Conde
Evans Ngandung Mainsah
Awawou G. Paboudam
Francis Merlin M. Tchieno
Kevin I. Y. Ketchemen
Ignas Tonle Kenfack
Peter T. Ndifon
author_sort Maurice Kuate
collection DOAJ
description A novel tridentate Schiff base, 1-((E)-(2-mercaptophenylimino) methyl) naphthalen-2-ol (H2L1), was synthesized by the condensation reaction of 2-hydroxy-1-naphthaldehyde with 2-aminothiophenol in absolute ethanol. The resulting ligand was reacted with Co(II), Ni(II), and Cu(II) ions to obtain tetrahedral CoL1, NiL1, and square planar CuL1 complexes. The Schiff base and its metal complexes were characterized using 1H-NMR, microanalysis, FT-IR, UV-visible, and mass spectroscopy (ESI-MS). All the compounds are soluble in DMSO and DMF. Spectroscopic studies show that the ligand coordinates to the metal center through the azomethine nitrogen, naphthoxide oxygen, and thiophenoxide sulfur to form a tridentate chelate system. Conductance measurements show that these compounds are molecular in solution. Cyclic voltammetry studies show Co(III)/Co(II) and Cu(II)/Cu(I) redox systems to be quasi-reversible involving a monoelectronic transfer while Ni(III)/Ni(II) was irreversible. In vitro antibacterial and antifungal activity against five bacterial strains (Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa, Enterococcus faecalis, and Proteus mirabilis) and five fungal strains (Candida albicans, Candida glabrata, Candida tropicalis, Candida krusei, and Candida parapsilosis) showed no antifungal activity but moderate antibacterial activity on E. coli, S. aureus, P. aeruginosa, and P. mirabilis bacterial strains. Antioxidant studies reveal that the ligand and its Cu(II) complex are more potent than Co(II) and Ni(II) complexes to eliminate free radicals.
format Article
id doaj-art-6193a31695094756a9fb9897fb6b8da0
institution Kabale University
issn 2090-9063
2090-9071
language English
publishDate 2020-01-01
publisher Wiley
record_format Article
series Journal of Chemistry
spelling doaj-art-6193a31695094756a9fb9897fb6b8da02025-02-03T01:27:56ZengWileyJournal of Chemistry2090-90632090-90712020-01-01202010.1155/2020/52385015238501Synthesis, Characterization, Cyclic Voltammetry, and Biological Studies of Co(II), Ni(II), and Cu(II) Complexes of a Tridentate Schiff Base, 1-((E)-(2-Mercaptophenylimino) Methyl) Naphthalen-2-ol (H2L1)Maurice Kuate0Mariam Asseng Conde1Evans Ngandung Mainsah2Awawou G. Paboudam3Francis Merlin M. Tchieno4Kevin I. Y. Ketchemen5Ignas Tonle Kenfack6Peter T. Ndifon7Department of Inorganic Chemistry, Faculty of Science, University of Yaounde I, Yaounde, CameroonDepartment of Chemistry, Faculty of Science, University of Douala, Douala, CameroonDepartment of Chemistry, Faculty of Science, University of Buea, Buea, CameroonDepartment of Inorganic Chemistry, Faculty of Science, University of Yaounde I, Yaounde, CameroonDepartment of Chemistry, Faculty of Science, University of Dschang, Dschang, CameroonDepartment of Inorganic Chemistry, Faculty of Science, University of Yaounde I, Yaounde, CameroonDepartment of Chemistry, Faculty of Science, University of Dschang, Dschang, CameroonDepartment of Inorganic Chemistry, Faculty of Science, University of Yaounde I, Yaounde, CameroonA novel tridentate Schiff base, 1-((E)-(2-mercaptophenylimino) methyl) naphthalen-2-ol (H2L1), was synthesized by the condensation reaction of 2-hydroxy-1-naphthaldehyde with 2-aminothiophenol in absolute ethanol. The resulting ligand was reacted with Co(II), Ni(II), and Cu(II) ions to obtain tetrahedral CoL1, NiL1, and square planar CuL1 complexes. The Schiff base and its metal complexes were characterized using 1H-NMR, microanalysis, FT-IR, UV-visible, and mass spectroscopy (ESI-MS). All the compounds are soluble in DMSO and DMF. Spectroscopic studies show that the ligand coordinates to the metal center through the azomethine nitrogen, naphthoxide oxygen, and thiophenoxide sulfur to form a tridentate chelate system. Conductance measurements show that these compounds are molecular in solution. Cyclic voltammetry studies show Co(III)/Co(II) and Cu(II)/Cu(I) redox systems to be quasi-reversible involving a monoelectronic transfer while Ni(III)/Ni(II) was irreversible. In vitro antibacterial and antifungal activity against five bacterial strains (Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa, Enterococcus faecalis, and Proteus mirabilis) and five fungal strains (Candida albicans, Candida glabrata, Candida tropicalis, Candida krusei, and Candida parapsilosis) showed no antifungal activity but moderate antibacterial activity on E. coli, S. aureus, P. aeruginosa, and P. mirabilis bacterial strains. Antioxidant studies reveal that the ligand and its Cu(II) complex are more potent than Co(II) and Ni(II) complexes to eliminate free radicals.http://dx.doi.org/10.1155/2020/5238501
spellingShingle Maurice Kuate
Mariam Asseng Conde
Evans Ngandung Mainsah
Awawou G. Paboudam
Francis Merlin M. Tchieno
Kevin I. Y. Ketchemen
Ignas Tonle Kenfack
Peter T. Ndifon
Synthesis, Characterization, Cyclic Voltammetry, and Biological Studies of Co(II), Ni(II), and Cu(II) Complexes of a Tridentate Schiff Base, 1-((E)-(2-Mercaptophenylimino) Methyl) Naphthalen-2-ol (H2L1)
Journal of Chemistry
title Synthesis, Characterization, Cyclic Voltammetry, and Biological Studies of Co(II), Ni(II), and Cu(II) Complexes of a Tridentate Schiff Base, 1-((E)-(2-Mercaptophenylimino) Methyl) Naphthalen-2-ol (H2L1)
title_full Synthesis, Characterization, Cyclic Voltammetry, and Biological Studies of Co(II), Ni(II), and Cu(II) Complexes of a Tridentate Schiff Base, 1-((E)-(2-Mercaptophenylimino) Methyl) Naphthalen-2-ol (H2L1)
title_fullStr Synthesis, Characterization, Cyclic Voltammetry, and Biological Studies of Co(II), Ni(II), and Cu(II) Complexes of a Tridentate Schiff Base, 1-((E)-(2-Mercaptophenylimino) Methyl) Naphthalen-2-ol (H2L1)
title_full_unstemmed Synthesis, Characterization, Cyclic Voltammetry, and Biological Studies of Co(II), Ni(II), and Cu(II) Complexes of a Tridentate Schiff Base, 1-((E)-(2-Mercaptophenylimino) Methyl) Naphthalen-2-ol (H2L1)
title_short Synthesis, Characterization, Cyclic Voltammetry, and Biological Studies of Co(II), Ni(II), and Cu(II) Complexes of a Tridentate Schiff Base, 1-((E)-(2-Mercaptophenylimino) Methyl) Naphthalen-2-ol (H2L1)
title_sort synthesis characterization cyclic voltammetry and biological studies of co ii ni ii and cu ii complexes of a tridentate schiff base 1 e 2 mercaptophenylimino methyl naphthalen 2 ol h2l1
url http://dx.doi.org/10.1155/2020/5238501
work_keys_str_mv AT mauricekuate synthesischaracterizationcyclicvoltammetryandbiologicalstudiesofcoiiniiiandcuiicomplexesofatridentateschiffbase1e2mercaptophenyliminomethylnaphthalen2olh2l1
AT mariamassengconde synthesischaracterizationcyclicvoltammetryandbiologicalstudiesofcoiiniiiandcuiicomplexesofatridentateschiffbase1e2mercaptophenyliminomethylnaphthalen2olh2l1
AT evansngandungmainsah synthesischaracterizationcyclicvoltammetryandbiologicalstudiesofcoiiniiiandcuiicomplexesofatridentateschiffbase1e2mercaptophenyliminomethylnaphthalen2olh2l1
AT awawougpaboudam synthesischaracterizationcyclicvoltammetryandbiologicalstudiesofcoiiniiiandcuiicomplexesofatridentateschiffbase1e2mercaptophenyliminomethylnaphthalen2olh2l1
AT francismerlinmtchieno synthesischaracterizationcyclicvoltammetryandbiologicalstudiesofcoiiniiiandcuiicomplexesofatridentateschiffbase1e2mercaptophenyliminomethylnaphthalen2olh2l1
AT keviniyketchemen synthesischaracterizationcyclicvoltammetryandbiologicalstudiesofcoiiniiiandcuiicomplexesofatridentateschiffbase1e2mercaptophenyliminomethylnaphthalen2olh2l1
AT ignastonlekenfack synthesischaracterizationcyclicvoltammetryandbiologicalstudiesofcoiiniiiandcuiicomplexesofatridentateschiffbase1e2mercaptophenyliminomethylnaphthalen2olh2l1
AT petertndifon synthesischaracterizationcyclicvoltammetryandbiologicalstudiesofcoiiniiiandcuiicomplexesofatridentateschiffbase1e2mercaptophenyliminomethylnaphthalen2olh2l1