Silver(I) complexes with phenolic Schiff bases: Synthesis, anti-bacterial evaluation and interaction with biomolecules

Novel Ag(I) complexes (2a–2c) with phenolic Schiff bases were synthesized using 4,6-di-tert-butyl-3-(((5-mercapto-1,3,4-thiadiazol-2-yl)imino)methyl)benzene-1,2-diol (1a), 4,6-di-tert-butyl-3-(((4-mercaptophe­nyl­)­imino)­methyl)benzene-1,2-diol (1b), and 4,6-di-tert-butyl-3-(((3-mercaptophenyl)imi...

Full description

Bibliographic Details
Main Authors: Natalia Loginova, Maxim Gvozdev, Nikolai Osipovich, Alina Khodosovskaya, Tatiana Koval’chuk-Rabchinskaya, Galina Ksendzova, Dzmitry Kotsikau, Anatoly Evtushenkov
Format: Article
Language:English
Published: International Association of Physical Chemists (IAPC) 2022-03-01
Series:ADMET and DMPK
Online Access:https://pub.iapchem.org/ojs/index.php/admet/article/view/1167
_version_ 1818445516063637504
author Natalia Loginova
Maxim Gvozdev
Nikolai Osipovich
Alina Khodosovskaya
Tatiana Koval’chuk-Rabchinskaya
Galina Ksendzova
Dzmitry Kotsikau
Anatoly Evtushenkov
author_facet Natalia Loginova
Maxim Gvozdev
Nikolai Osipovich
Alina Khodosovskaya
Tatiana Koval’chuk-Rabchinskaya
Galina Ksendzova
Dzmitry Kotsikau
Anatoly Evtushenkov
author_sort Natalia Loginova
collection DOAJ
description Novel Ag(I) complexes (2a–2c) with phenolic Schiff bases were synthesized using 4,6-di-tert-butyl-3-(((5-mercapto-1,3,4-thiadiazol-2-yl)imino)methyl)benzene-1,2-diol (1a), 4,6-di-tert-butyl-3-(((4-mercaptophe­nyl­)­imino)­methyl)benzene-1,2-diol (1b), and 4,6-di-tert-butyl-3-(((3-mercaptophenyl)imino)methyl)­benzene-1,2-diol (1c). They were examined by elemental analysis, FT-IR, UV-Vis, 1H-NMR spectroscopy, XRD, cyclic voltammetry, conductivity measurements, and biological methods. The complexes are characterized by distorted geometry of the coordination cores AgN2S2 (2c), AgNS (2b) and AgS2 (2a). These stable complexes were not typified by the intramolecular redox reaction in organic solvents resulting in the formation of silver nanoparticles (AgNPs). Antibacterial activity of 1a–1c and 2a–2c was evaluated in comparison with AgNPs and commonly used antibiotics. All the complexes were more active than the ligands against the bacteria tested (14), but they were less active than AgNPs and commonly used antibiotics. Both 1a–1c and their complexes 2a–2c exhibited the capability for the bovine heart Fe(III)-Cyt c reduction. The ligands 1b and 1c were characterized by the highest reduction rate among the compounds under study, and they showed a higher reducing ability (determined by cyclic voltammetry) as compared with that of their Ag(I) complexes 2b and 2c.
first_indexed 2024-12-14T19:33:04Z
format Article
id doaj.art-ade5021739244bc9af732bba7ff6ec63
institution Directory Open Access Journal
issn 1848-7718
language English
last_indexed 2024-12-14T19:33:04Z
publishDate 2022-03-01
publisher International Association of Physical Chemists (IAPC)
record_format Article
series ADMET and DMPK
spelling doaj.art-ade5021739244bc9af732bba7ff6ec632022-12-21T22:50:00ZengInternational Association of Physical Chemists (IAPC)ADMET and DMPK1848-77182022-03-0110.5599/admet.1167Silver(I) complexes with phenolic Schiff bases: Synthesis, anti-bacterial evaluation and interaction with biomoleculesNatalia Loginova0Maxim Gvozdev1Nikolai Osipovich2Alina Khodosovskaya3Tatiana Koval’chuk-Rabchinskaya4Galina Ksendzova5Dzmitry Kotsikau6Anatoly Evtushenkov7Faculty of Chemistry, Belarusian State University, Minsk, BelarusFaculty of Chemistry, Belarusian State University, Minsk, BelarusResearch Institute for Physico-Chemical Problems of the Belarusian State University, Minsk, BelarusFaculty of Biology, Belarusian State University, Minsk, BelarusFaculty of Chemistry, Belarusian State University, Minsk, BelarusResearch Institute for Physico-Chemical Problems of the Belarusian State University, Minsk, BelarusFaculty of Chemistry, Belarusian State University, Minsk, BelarusFaculty of Biology, Belarusian State University, Minsk, Belarus Novel Ag(I) complexes (2a–2c) with phenolic Schiff bases were synthesized using 4,6-di-tert-butyl-3-(((5-mercapto-1,3,4-thiadiazol-2-yl)imino)methyl)benzene-1,2-diol (1a), 4,6-di-tert-butyl-3-(((4-mercaptophe­nyl­)­imino)­methyl)benzene-1,2-diol (1b), and 4,6-di-tert-butyl-3-(((3-mercaptophenyl)imino)methyl)­benzene-1,2-diol (1c). They were examined by elemental analysis, FT-IR, UV-Vis, 1H-NMR spectroscopy, XRD, cyclic voltammetry, conductivity measurements, and biological methods. The complexes are characterized by distorted geometry of the coordination cores AgN2S2 (2c), AgNS (2b) and AgS2 (2a). These stable complexes were not typified by the intramolecular redox reaction in organic solvents resulting in the formation of silver nanoparticles (AgNPs). Antibacterial activity of 1a–1c and 2a–2c was evaluated in comparison with AgNPs and commonly used antibiotics. All the complexes were more active than the ligands against the bacteria tested (14), but they were less active than AgNPs and commonly used antibiotics. Both 1a–1c and their complexes 2a–2c exhibited the capability for the bovine heart Fe(III)-Cyt c reduction. The ligands 1b and 1c were characterized by the highest reduction rate among the compounds under study, and they showed a higher reducing ability (determined by cyclic voltammetry) as compared with that of their Ag(I) complexes 2b and 2c. https://pub.iapchem.org/ojs/index.php/admet/article/view/1167
spellingShingle Natalia Loginova
Maxim Gvozdev
Nikolai Osipovich
Alina Khodosovskaya
Tatiana Koval’chuk-Rabchinskaya
Galina Ksendzova
Dzmitry Kotsikau
Anatoly Evtushenkov
Silver(I) complexes with phenolic Schiff bases: Synthesis, anti-bacterial evaluation and interaction with biomolecules
ADMET and DMPK
title Silver(I) complexes with phenolic Schiff bases: Synthesis, anti-bacterial evaluation and interaction with biomolecules
title_full Silver(I) complexes with phenolic Schiff bases: Synthesis, anti-bacterial evaluation and interaction with biomolecules
title_fullStr Silver(I) complexes with phenolic Schiff bases: Synthesis, anti-bacterial evaluation and interaction with biomolecules
title_full_unstemmed Silver(I) complexes with phenolic Schiff bases: Synthesis, anti-bacterial evaluation and interaction with biomolecules
title_short Silver(I) complexes with phenolic Schiff bases: Synthesis, anti-bacterial evaluation and interaction with biomolecules
title_sort silver i complexes with phenolic schiff bases synthesis anti bacterial evaluation and interaction with biomolecules
url https://pub.iapchem.org/ojs/index.php/admet/article/view/1167
work_keys_str_mv AT natalialoginova silvericomplexeswithphenolicschiffbasessynthesisantibacterialevaluationandinteractionwithbiomolecules
AT maximgvozdev silvericomplexeswithphenolicschiffbasessynthesisantibacterialevaluationandinteractionwithbiomolecules
AT nikolaiosipovich silvericomplexeswithphenolicschiffbasessynthesisantibacterialevaluationandinteractionwithbiomolecules
AT alinakhodosovskaya silvericomplexeswithphenolicschiffbasessynthesisantibacterialevaluationandinteractionwithbiomolecules
AT tatianakovalchukrabchinskaya silvericomplexeswithphenolicschiffbasessynthesisantibacterialevaluationandinteractionwithbiomolecules
AT galinaksendzova silvericomplexeswithphenolicschiffbasessynthesisantibacterialevaluationandinteractionwithbiomolecules
AT dzmitrykotsikau silvericomplexeswithphenolicschiffbasessynthesisantibacterialevaluationandinteractionwithbiomolecules
AT anatolyevtushenkov silvericomplexeswithphenolicschiffbasessynthesisantibacterialevaluationandinteractionwithbiomolecules