Synthesis of Novel Symmetrical 1,4-Disubstituted 1,2,3-Bistriazole Derivatives via ‘Click Chemistry’ and Their Biological Evaluation

A series of symmetric bis-1,2,3-triazole compounds 2–5(a–f) were synthesized as potential antioxidant agents via click chemistry. Their structures were confirmed by 1H-NMR and 13C-NMR. All of the synthesized compounds were subjected to antioxidant and antimicrobial assays. The antioxidant activity o...

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Main Authors: Esra Düğdü, Dilek Ünlüer, Fatih Çelik, Kemal Sancak, Şengül Alpay Karaoğlu, Arzu Özel
Format: Article
Language:English
Published: MDPI AG 2016-05-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/21/5/659
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spelling doaj-c28daeadc6fe4682a46f606dc2cd0a752020-11-25T01:05:25ZengMDPI AGMolecules1420-30492016-05-0121565910.3390/molecules21050659molecules21050659Synthesis of Novel Symmetrical 1,4-Disubstituted 1,2,3-Bistriazole Derivatives via ‘Click Chemistry’ and Their Biological EvaluationEsra Düğdü0Dilek Ünlüer1Fatih Çelik2Kemal Sancak3Şengül Alpay Karaoğlu4Arzu Özel5Department of Chemistry, Karadeniz Technical University, Trabzon 61080, TurkeyDepartment of Chemistry, Karadeniz Technical University, Trabzon 61080, TurkeyDepartment of Chemistry, Karadeniz Technical University, Trabzon 61080, TurkeyDepartment of Chemistry, Karadeniz Technical University, Trabzon 61080, TurkeyDepartment of Biology, Recep Tayyip Erdoğan University, Rize 53100, TurkeyFaculty of Pharmacy, Karadeniz Technical University, Trabzon 61080, TurkeyA series of symmetric bis-1,2,3-triazole compounds 2–5(a–f) were synthesized as potential antioxidant agents via click chemistry. Their structures were confirmed by 1H-NMR and 13C-NMR. All of the synthesized compounds were subjected to antioxidant and antimicrobial assays. The antioxidant activity of these compounds (AChE inhibition, DPPH and SOD activities) was evaluated. Compound 2f was found to show the highest AChE inhibition activity of all compounds, while compound 3b showed a strong inhibitory effect on DPPH radical and compound 2a was the most effective of all compounds for SOD activity. All synthesized compounds were found to possess moderate antibacterial activity against the bacteria E. coli and Y.pseudotuberculosis.http://www.mdpi.com/1420-3049/21/5/6591,2,3-triazole1,3-dipolar cycloadditionantioxidant activityantimicrobial activity
collection DOAJ
language English
format Article
sources DOAJ
author Esra Düğdü
Dilek Ünlüer
Fatih Çelik
Kemal Sancak
Şengül Alpay Karaoğlu
Arzu Özel
spellingShingle Esra Düğdü
Dilek Ünlüer
Fatih Çelik
Kemal Sancak
Şengül Alpay Karaoğlu
Arzu Özel
Synthesis of Novel Symmetrical 1,4-Disubstituted 1,2,3-Bistriazole Derivatives via ‘Click Chemistry’ and Their Biological Evaluation
Molecules
1,2,3-triazole
1,3-dipolar cycloaddition
antioxidant activity
antimicrobial activity
author_facet Esra Düğdü
Dilek Ünlüer
Fatih Çelik
Kemal Sancak
Şengül Alpay Karaoğlu
Arzu Özel
author_sort Esra Düğdü
title Synthesis of Novel Symmetrical 1,4-Disubstituted 1,2,3-Bistriazole Derivatives via ‘Click Chemistry’ and Their Biological Evaluation
title_short Synthesis of Novel Symmetrical 1,4-Disubstituted 1,2,3-Bistriazole Derivatives via ‘Click Chemistry’ and Their Biological Evaluation
title_full Synthesis of Novel Symmetrical 1,4-Disubstituted 1,2,3-Bistriazole Derivatives via ‘Click Chemistry’ and Their Biological Evaluation
title_fullStr Synthesis of Novel Symmetrical 1,4-Disubstituted 1,2,3-Bistriazole Derivatives via ‘Click Chemistry’ and Their Biological Evaluation
title_full_unstemmed Synthesis of Novel Symmetrical 1,4-Disubstituted 1,2,3-Bistriazole Derivatives via ‘Click Chemistry’ and Their Biological Evaluation
title_sort synthesis of novel symmetrical 1,4-disubstituted 1,2,3-bistriazole derivatives via ‘click chemistry’ and their biological evaluation
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2016-05-01
description A series of symmetric bis-1,2,3-triazole compounds 2–5(a–f) were synthesized as potential antioxidant agents via click chemistry. Their structures were confirmed by 1H-NMR and 13C-NMR. All of the synthesized compounds were subjected to antioxidant and antimicrobial assays. The antioxidant activity of these compounds (AChE inhibition, DPPH and SOD activities) was evaluated. Compound 2f was found to show the highest AChE inhibition activity of all compounds, while compound 3b showed a strong inhibitory effect on DPPH radical and compound 2a was the most effective of all compounds for SOD activity. All synthesized compounds were found to possess moderate antibacterial activity against the bacteria E. coli and Y.pseudotuberculosis.
topic 1,2,3-triazole
1,3-dipolar cycloaddition
antioxidant activity
antimicrobial activity
url http://www.mdpi.com/1420-3049/21/5/659
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