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Room Temperature Synthesis and Antibacterial Activity of New Sulfonamides Containing N,N-Diethyl-Substituted Amido Moieties

Sulfonamide drugs which have brought about an antibiotic revolution in medicine are associated with a wide range of biological activities. We have synthesized a series of α-tolylsulfonamide, 1–11 and their substituted N,N-diethyl-2-(phenylmethylsulfonamido) alkanamide derivatives, 12–22 in improved...

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Autores principales: Ajani, Olayinka O., Familoni, Oluwole B., Wu, Feipeng, Echeme, Johnbull O., Sujiang, Zheng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Hindawi Publishing Corporation 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4207452/
https://www.ncbi.nlm.nih.gov/pubmed/25374686
http://dx.doi.org/10.1155/2012/367815
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author Ajani, Olayinka O.
Familoni, Oluwole B.
Wu, Feipeng
Echeme, Johnbull O.
Sujiang, Zheng
author_facet Ajani, Olayinka O.
Familoni, Oluwole B.
Wu, Feipeng
Echeme, Johnbull O.
Sujiang, Zheng
author_sort Ajani, Olayinka O.
collection PubMed
description Sulfonamide drugs which have brought about an antibiotic revolution in medicine are associated with a wide range of biological activities. We have synthesized a series of α-tolylsulfonamide, 1–11 and their substituted N,N-diethyl-2-(phenylmethylsulfonamido) alkanamide derivatives, 12–22 in improved and excellent yields in aqueous medium at room temperature through highly economical synthetic routes. The chemical structures of the synthesized compounds 1–22 were confirmed by analytical and spectral data such as IR, (1)H- and (13)C-NMR, and mass spectra. The in vitro antibacterial activity of these compounds along with standard clinical reference, streptomycin, was investigated on two key targeted organisms. It was observed that 1-(benzylsulfonyl)pyrrolidine-2-carboxylic acid, 2 emerged as the most active compound against Staphylococcus aureus at MIC value of 1.8 μg/mL while 4-(3-(diethylamino)-3-oxo-2-(phenylmethylsulfonamido) propyl)phenyl phenylmethanesulfonate, 22 was the most active sulfonamide scaffold on Escherichia coli at MIC value of 12.5 μg/mL.
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spelling pubmed-42074522014-11-05 Room Temperature Synthesis and Antibacterial Activity of New Sulfonamides Containing N,N-Diethyl-Substituted Amido Moieties Ajani, Olayinka O. Familoni, Oluwole B. Wu, Feipeng Echeme, Johnbull O. Sujiang, Zheng Int J Med Chem Research Article Sulfonamide drugs which have brought about an antibiotic revolution in medicine are associated with a wide range of biological activities. We have synthesized a series of α-tolylsulfonamide, 1–11 and their substituted N,N-diethyl-2-(phenylmethylsulfonamido) alkanamide derivatives, 12–22 in improved and excellent yields in aqueous medium at room temperature through highly economical synthetic routes. The chemical structures of the synthesized compounds 1–22 were confirmed by analytical and spectral data such as IR, (1)H- and (13)C-NMR, and mass spectra. The in vitro antibacterial activity of these compounds along with standard clinical reference, streptomycin, was investigated on two key targeted organisms. It was observed that 1-(benzylsulfonyl)pyrrolidine-2-carboxylic acid, 2 emerged as the most active compound against Staphylococcus aureus at MIC value of 1.8 μg/mL while 4-(3-(diethylamino)-3-oxo-2-(phenylmethylsulfonamido) propyl)phenyl phenylmethanesulfonate, 22 was the most active sulfonamide scaffold on Escherichia coli at MIC value of 12.5 μg/mL. Hindawi Publishing Corporation 2012 2012-10-17 /pmc/articles/PMC4207452/ /pubmed/25374686 http://dx.doi.org/10.1155/2012/367815 Text en Copyright © 2012 Olayinka O. Ajani et al. https://creativecommons.org/licenses/by/3.0/ This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Ajani, Olayinka O.
Familoni, Oluwole B.
Wu, Feipeng
Echeme, Johnbull O.
Sujiang, Zheng
Room Temperature Synthesis and Antibacterial Activity of New Sulfonamides Containing N,N-Diethyl-Substituted Amido Moieties
title Room Temperature Synthesis and Antibacterial Activity of New Sulfonamides Containing N,N-Diethyl-Substituted Amido Moieties
title_full Room Temperature Synthesis and Antibacterial Activity of New Sulfonamides Containing N,N-Diethyl-Substituted Amido Moieties
title_fullStr Room Temperature Synthesis and Antibacterial Activity of New Sulfonamides Containing N,N-Diethyl-Substituted Amido Moieties
title_full_unstemmed Room Temperature Synthesis and Antibacterial Activity of New Sulfonamides Containing N,N-Diethyl-Substituted Amido Moieties
title_short Room Temperature Synthesis and Antibacterial Activity of New Sulfonamides Containing N,N-Diethyl-Substituted Amido Moieties
title_sort room temperature synthesis and antibacterial activity of new sulfonamides containing n,n-diethyl-substituted amido moieties
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4207452/
https://www.ncbi.nlm.nih.gov/pubmed/25374686
http://dx.doi.org/10.1155/2012/367815
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