Unsymmetrically substituted imidazolium salts: synthesis, characterization and antimicrobial activity

ABSTRACT Unsymmetrically substituted imidazolium salts were synthesized and characterized using 1H-NMR and 13C-NMR. The antimicrobial activities of the salts were evaluated using the agar-well diffusion method against 14 bacteria and five yeasts. The minimal inhibitory concentrations (MIC) against s...

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Main Authors: Esin Poyrazoğlu Çoban, Rukiye Fırıncı, Halil Biyik, Muhammet Emin Günay
Format: Article
Language:English
Published: Universidade de São Paulo 2017-04-01
Series:Brazilian Journal of Pharmaceutical Sciences
Subjects:
Online Access:http://www.scielo.br/scielo.php?script=sci_arttext&pid=S1984-82502017000100604&lng=en&tlng=en
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author Esin Poyrazoğlu Çoban
Rukiye Fırıncı
Halil Biyik
Muhammet Emin Günay
author_facet Esin Poyrazoğlu Çoban
Rukiye Fırıncı
Halil Biyik
Muhammet Emin Günay
author_sort Esin Poyrazoğlu Çoban
collection DOAJ
description ABSTRACT Unsymmetrically substituted imidazolium salts were synthesized and characterized using 1H-NMR and 13C-NMR. The antimicrobial activities of the salts were evaluated using the agar-well diffusion method against 14 bacteria and five yeasts. The minimal inhibitory concentrations (MIC) against seven bacteria and one yeast were also determined. Among the test compounds applied, 1, 2, 3, 6 and 11 showed activities against Micrococcus luteus ATCC 9341, Staphylococcus aureus ATCC 25923, Staphylococcus epidermidis ATCC 12228, Bacilllus cereus ATCC 11778, Bacillus subtilis ATCC 6633, Bacillus thuringiensis, Listeria monocytogenes ATCC 19112 and Candida trophicalis. However, compounds 1, 2 and 3 showed the highest antimicrobial activities against Micrococcus luteus ATCC 9341, Stapylococcus aureus ATCC 25923, Staphylococcus epidermidis ATCC 12228, Bacilllus cereus ATCC 11778 and Bacillus subtilis ATCC 6633 with inhibition zones of 14-20 mm. In addition, compound 6 have only demonstrated activities against Candida trophicalis while compounds 4, 5, 7, 8, 9, 10, 12, 13 and 14 had no effect on test microorganisms.
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spelling doaj.art-e406e9b67ad6475d871fd0604038a2e92022-12-21T23:16:35ZengUniversidade de São PauloBrazilian Journal of Pharmaceutical Sciences2175-97902017-04-0153110.1590/s2175-97902017000115075S1984-82502017000100604Unsymmetrically substituted imidazolium salts: synthesis, characterization and antimicrobial activityEsin Poyrazoğlu ÇobanRukiye FırıncıHalil BiyikMuhammet Emin GünayABSTRACT Unsymmetrically substituted imidazolium salts were synthesized and characterized using 1H-NMR and 13C-NMR. The antimicrobial activities of the salts were evaluated using the agar-well diffusion method against 14 bacteria and five yeasts. The minimal inhibitory concentrations (MIC) against seven bacteria and one yeast were also determined. Among the test compounds applied, 1, 2, 3, 6 and 11 showed activities against Micrococcus luteus ATCC 9341, Staphylococcus aureus ATCC 25923, Staphylococcus epidermidis ATCC 12228, Bacilllus cereus ATCC 11778, Bacillus subtilis ATCC 6633, Bacillus thuringiensis, Listeria monocytogenes ATCC 19112 and Candida trophicalis. However, compounds 1, 2 and 3 showed the highest antimicrobial activities against Micrococcus luteus ATCC 9341, Stapylococcus aureus ATCC 25923, Staphylococcus epidermidis ATCC 12228, Bacilllus cereus ATCC 11778 and Bacillus subtilis ATCC 6633 with inhibition zones of 14-20 mm. In addition, compound 6 have only demonstrated activities against Candida trophicalis while compounds 4, 5, 7, 8, 9, 10, 12, 13 and 14 had no effect on test microorganisms.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S1984-82502017000100604&lng=en&tlng=enImidazolium salts/characterizationN-heterocyclic carbenesImidazolium salts/antimicrobial activityImidazolium salts/Minimum inhibitory concentration.
spellingShingle Esin Poyrazoğlu Çoban
Rukiye Fırıncı
Halil Biyik
Muhammet Emin Günay
Unsymmetrically substituted imidazolium salts: synthesis, characterization and antimicrobial activity
Brazilian Journal of Pharmaceutical Sciences
Imidazolium salts/characterization
N-heterocyclic carbenes
Imidazolium salts/antimicrobial activity
Imidazolium salts/Minimum inhibitory concentration.
title Unsymmetrically substituted imidazolium salts: synthesis, characterization and antimicrobial activity
title_full Unsymmetrically substituted imidazolium salts: synthesis, characterization and antimicrobial activity
title_fullStr Unsymmetrically substituted imidazolium salts: synthesis, characterization and antimicrobial activity
title_full_unstemmed Unsymmetrically substituted imidazolium salts: synthesis, characterization and antimicrobial activity
title_short Unsymmetrically substituted imidazolium salts: synthesis, characterization and antimicrobial activity
title_sort unsymmetrically substituted imidazolium salts synthesis characterization and antimicrobial activity
topic Imidazolium salts/characterization
N-heterocyclic carbenes
Imidazolium salts/antimicrobial activity
Imidazolium salts/Minimum inhibitory concentration.
url http://www.scielo.br/scielo.php?script=sci_arttext&pid=S1984-82502017000100604&lng=en&tlng=en
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AT rukiyefırıncı unsymmetricallysubstitutedimidazoliumsaltssynthesischaracterizationandantimicrobialactivity
AT halilbiyik unsymmetricallysubstitutedimidazoliumsaltssynthesischaracterizationandantimicrobialactivity
AT muhammetemingunay unsymmetricallysubstitutedimidazoliumsaltssynthesischaracterizationandantimicrobialactivity