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Synthesis, antimicrobial and molecular docking study of structural analogues of 3-((5-(dimethylcarbamoyl)pyrrolidin-3-yl)thio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

The goal of the current work was to create structural analogues of a beta lactam antibiotic that might be possibly effective against bacterial resistant strains. FTIR, (1)H NMR, (13)C NMR, and CHNS analyses were used to perform the spectroscopic study on the compounds M(1–8). The effects of the afor...

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Autores principales: Khaliq, Saharish, Khan, Mohsin Abbas, Ahmad, Irshad, Ahmad, Imtiaz, Ahmed, Javed, Ullah, Farhat
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Public Library of Science 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9794083/
https://www.ncbi.nlm.nih.gov/pubmed/36574404
http://dx.doi.org/10.1371/journal.pone.0278684
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author Khaliq, Saharish
Khan, Mohsin Abbas
Ahmad, Irshad
Ahmad, Imtiaz
Ahmed, Javed
Ullah, Farhat
author_facet Khaliq, Saharish
Khan, Mohsin Abbas
Ahmad, Irshad
Ahmad, Imtiaz
Ahmed, Javed
Ullah, Farhat
author_sort Khaliq, Saharish
collection PubMed
description The goal of the current work was to create structural analogues of a beta lactam antibiotic that might be possibly effective against bacterial resistant strains. FTIR, (1)H NMR, (13)C NMR, and CHNS analyses were used to perform the spectroscopic study on the compounds M(1–8). The effects of the aforementioned substances on gram-positive and gram-negative bacterial strains were investigated. Most of the eight compounds had antibacterial activity that was lower than or equivalent to that of the original medication, but two molecules, M(2) and M(3), surprisingly, had stronger antibacterial activity. The findings of synthesized analogues against alpha-glucosidase and DPPH inhibition were found to be modest, whereas M(2), M(3), and M(7) strongly inhibited the urease. To comprehend the potential mode of action, a molecular docking research was conducted against urease and -amylase. The research may help in the quest for novel chemical compounds that would be effective against bacteria that are resistant to antibiotics.
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spelling pubmed-97940832022-12-28 Synthesis, antimicrobial and molecular docking study of structural analogues of 3-((5-(dimethylcarbamoyl)pyrrolidin-3-yl)thio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Khaliq, Saharish Khan, Mohsin Abbas Ahmad, Irshad Ahmad, Imtiaz Ahmed, Javed Ullah, Farhat PLoS One Research Article The goal of the current work was to create structural analogues of a beta lactam antibiotic that might be possibly effective against bacterial resistant strains. FTIR, (1)H NMR, (13)C NMR, and CHNS analyses were used to perform the spectroscopic study on the compounds M(1–8). The effects of the aforementioned substances on gram-positive and gram-negative bacterial strains were investigated. Most of the eight compounds had antibacterial activity that was lower than or equivalent to that of the original medication, but two molecules, M(2) and M(3), surprisingly, had stronger antibacterial activity. The findings of synthesized analogues against alpha-glucosidase and DPPH inhibition were found to be modest, whereas M(2), M(3), and M(7) strongly inhibited the urease. To comprehend the potential mode of action, a molecular docking research was conducted against urease and -amylase. The research may help in the quest for novel chemical compounds that would be effective against bacteria that are resistant to antibiotics. Public Library of Science 2022-12-27 /pmc/articles/PMC9794083/ /pubmed/36574404 http://dx.doi.org/10.1371/journal.pone.0278684 Text en © 2022 Khaliq et al https://creativecommons.org/licenses/by/4.0/This is an open access article distributed under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0/) , which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.
spellingShingle Research Article
Khaliq, Saharish
Khan, Mohsin Abbas
Ahmad, Irshad
Ahmad, Imtiaz
Ahmed, Javed
Ullah, Farhat
Synthesis, antimicrobial and molecular docking study of structural analogues of 3-((5-(dimethylcarbamoyl)pyrrolidin-3-yl)thio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
title Synthesis, antimicrobial and molecular docking study of structural analogues of 3-((5-(dimethylcarbamoyl)pyrrolidin-3-yl)thio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
title_full Synthesis, antimicrobial and molecular docking study of structural analogues of 3-((5-(dimethylcarbamoyl)pyrrolidin-3-yl)thio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
title_fullStr Synthesis, antimicrobial and molecular docking study of structural analogues of 3-((5-(dimethylcarbamoyl)pyrrolidin-3-yl)thio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
title_full_unstemmed Synthesis, antimicrobial and molecular docking study of structural analogues of 3-((5-(dimethylcarbamoyl)pyrrolidin-3-yl)thio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
title_short Synthesis, antimicrobial and molecular docking study of structural analogues of 3-((5-(dimethylcarbamoyl)pyrrolidin-3-yl)thio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
title_sort synthesis, antimicrobial and molecular docking study of structural analogues of 3-((5-(dimethylcarbamoyl)pyrrolidin-3-yl)thio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9794083/
https://www.ncbi.nlm.nih.gov/pubmed/36574404
http://dx.doi.org/10.1371/journal.pone.0278684
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