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Synthesis of a series of quinoxaline derivatives and their antibacterial effectiveness against pathogenic bacteria

The pharmacological importance of quinoxaline derivatives in antibacterial research is well recognized. This study focuses on the synthesis of new 2,3-dichloroquinoxaline derivatives containing thioether/ether groups to explore their potential as potent antibacterial agents against various pathogeni...

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Main Authors: Khatoon, Hena, Abdul Malek, Emilia, Faudzi, Siti Munirah, Rukayadi, Yaya
Format: Article
Published: John Wiley and Sons Inc 2024
Online Access:http://psasir.upm.edu.my/id/eprint/106170/
https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202305073#:~:text=The%20pharmacological%20importance%20of%20quinoxaline,agents%20against%20various%20pathogenic%20bacteria.
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spelling my.upm.eprints.1061702024-11-04T04:00:49Z http://psasir.upm.edu.my/id/eprint/106170/ Synthesis of a series of quinoxaline derivatives and their antibacterial effectiveness against pathogenic bacteria Khatoon, Hena Abdul Malek, Emilia Faudzi, Siti Munirah Rukayadi, Yaya The pharmacological importance of quinoxaline derivatives in antibacterial research is well recognized. This study focuses on the synthesis of new 2,3-dichloroquinoxaline derivatives containing thioether/ether groups to explore their potential as potent antibacterial agents against various pathogenic bacteria. Most of the compounds exhibited significant antibacterial properties comparable to the standard drug chlorhexidine (CHX). The derivatives of 2-chloro-3-(arylthiol)quinoxaline demonstrated efficacy against Escherichia coli with minimum inhibitory concentrations (MIC) of 2.5 mg/mL and minimum bactericidal concentrations (MBC) of 2.5 to 5.0 mg/mL. These derivatives also showed similar sensitivity to Bacillus pumilus. In addition, molecular docking simulations were performed to investigate the interaction between the synthesized compounds and the DNA gyrase protein (PDB ID: 1KZN), a target for antibiotics. Among the synthesized compounds, 2,3-bis(3-nitrophenoxy)quinoxaline exhibited the most favourable docking score of −8.36 kcal/mol, with a binding affinity comparable to that of the reference ligand clorobiocin (−9.3 kcal/mol). John Wiley and Sons Inc 2024-02 Article PeerReviewed Khatoon, Hena and Abdul Malek, Emilia and Faudzi, Siti Munirah and Rukayadi, Yaya (2024) Synthesis of a series of quinoxaline derivatives and their antibacterial effectiveness against pathogenic bacteria. ChemistrySelect, 9 (7). ISSN 2365-6549 https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202305073#:~:text=The%20pharmacological%20importance%20of%20quinoxaline,agents%20against%20various%20pathogenic%20bacteria. 10.1002/slct.202305073
institution Universiti Putra Malaysia
building UPM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Putra Malaysia
content_source UPM Institutional Repository
url_provider http://psasir.upm.edu.my/
description The pharmacological importance of quinoxaline derivatives in antibacterial research is well recognized. This study focuses on the synthesis of new 2,3-dichloroquinoxaline derivatives containing thioether/ether groups to explore their potential as potent antibacterial agents against various pathogenic bacteria. Most of the compounds exhibited significant antibacterial properties comparable to the standard drug chlorhexidine (CHX). The derivatives of 2-chloro-3-(arylthiol)quinoxaline demonstrated efficacy against Escherichia coli with minimum inhibitory concentrations (MIC) of 2.5 mg/mL and minimum bactericidal concentrations (MBC) of 2.5 to 5.0 mg/mL. These derivatives also showed similar sensitivity to Bacillus pumilus. In addition, molecular docking simulations were performed to investigate the interaction between the synthesized compounds and the DNA gyrase protein (PDB ID: 1KZN), a target for antibiotics. Among the synthesized compounds, 2,3-bis(3-nitrophenoxy)quinoxaline exhibited the most favourable docking score of −8.36 kcal/mol, with a binding affinity comparable to that of the reference ligand clorobiocin (−9.3 kcal/mol).
format Article
author Khatoon, Hena
Abdul Malek, Emilia
Faudzi, Siti Munirah
Rukayadi, Yaya
spellingShingle Khatoon, Hena
Abdul Malek, Emilia
Faudzi, Siti Munirah
Rukayadi, Yaya
Synthesis of a series of quinoxaline derivatives and their antibacterial effectiveness against pathogenic bacteria
author_facet Khatoon, Hena
Abdul Malek, Emilia
Faudzi, Siti Munirah
Rukayadi, Yaya
author_sort Khatoon, Hena
title Synthesis of a series of quinoxaline derivatives and their antibacterial effectiveness against pathogenic bacteria
title_short Synthesis of a series of quinoxaline derivatives and their antibacterial effectiveness against pathogenic bacteria
title_full Synthesis of a series of quinoxaline derivatives and their antibacterial effectiveness against pathogenic bacteria
title_fullStr Synthesis of a series of quinoxaline derivatives and their antibacterial effectiveness against pathogenic bacteria
title_full_unstemmed Synthesis of a series of quinoxaline derivatives and their antibacterial effectiveness against pathogenic bacteria
title_sort synthesis of a series of quinoxaline derivatives and their antibacterial effectiveness against pathogenic bacteria
publisher John Wiley and Sons Inc
publishDate 2024
url http://psasir.upm.edu.my/id/eprint/106170/
https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202305073#:~:text=The%20pharmacological%20importance%20of%20quinoxaline,agents%20against%20various%20pathogenic%20bacteria.
_version_ 1814936546024882176
score 13.211869

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