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Synthesis and Antimicrobial Activity of a New Series of Thiazolidine-2,4-diones Carboxamide and Amino Acid Derivatives

Novel thiazolidine-2,4-dione carboxamide and amino acid derivatives were synthesized in excellent yield using OxymaPure/N,N′-diisopropylcarbodimide coupling methodology and were characterized by chromatographic and spectrometric methods, and elemental analysis. The antimicrobial and antifungal activ...

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Autores principales: Abd Alhameed, Rakia, Almarhoon, Zainab, Bukhari, Sarah I., El-Faham, Ayman, de la Torre, Beatriz G., Albericio, Fernando
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6983134/
https://www.ncbi.nlm.nih.gov/pubmed/31892119
http://dx.doi.org/10.3390/molecules25010105
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author Abd Alhameed, Rakia
Almarhoon, Zainab
Bukhari, Sarah I.
El-Faham, Ayman
de la Torre, Beatriz G.
Albericio, Fernando
author_facet Abd Alhameed, Rakia
Almarhoon, Zainab
Bukhari, Sarah I.
El-Faham, Ayman
de la Torre, Beatriz G.
Albericio, Fernando
author_sort Abd Alhameed, Rakia
collection PubMed
description Novel thiazolidine-2,4-dione carboxamide and amino acid derivatives were synthesized in excellent yield using OxymaPure/N,N′-diisopropylcarbodimide coupling methodology and were characterized by chromatographic and spectrometric methods, and elemental analysis. The antimicrobial and antifungal activity of these derivatives was evaluated against two Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis), two-Gram negative bacteria (Escherichia coli and Pseudomonas aeruginosa), and one fungal isolate (Candida albicans). Interestingly, several samples demonstrated weak to moderate antibacterial activity against Gram-negative bacteria, as well as antifungal activity. However, only one compound namely, 2-(5-(3-methoxybenzylidene)-2,4-dioxothiazolidin-3-yl)acetic acid, showed antibacterial activity against Gram-positive bacteria, particularly S. aureus.
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spelling pubmed-69831342020-02-06 Synthesis and Antimicrobial Activity of a New Series of Thiazolidine-2,4-diones Carboxamide and Amino Acid Derivatives Abd Alhameed, Rakia Almarhoon, Zainab Bukhari, Sarah I. El-Faham, Ayman de la Torre, Beatriz G. Albericio, Fernando Molecules Article Novel thiazolidine-2,4-dione carboxamide and amino acid derivatives were synthesized in excellent yield using OxymaPure/N,N′-diisopropylcarbodimide coupling methodology and were characterized by chromatographic and spectrometric methods, and elemental analysis. The antimicrobial and antifungal activity of these derivatives was evaluated against two Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis), two-Gram negative bacteria (Escherichia coli and Pseudomonas aeruginosa), and one fungal isolate (Candida albicans). Interestingly, several samples demonstrated weak to moderate antibacterial activity against Gram-negative bacteria, as well as antifungal activity. However, only one compound namely, 2-(5-(3-methoxybenzylidene)-2,4-dioxothiazolidin-3-yl)acetic acid, showed antibacterial activity against Gram-positive bacteria, particularly S. aureus. MDPI 2019-12-27 /pmc/articles/PMC6983134/ /pubmed/31892119 http://dx.doi.org/10.3390/molecules25010105 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Abd Alhameed, Rakia
Almarhoon, Zainab
Bukhari, Sarah I.
El-Faham, Ayman
de la Torre, Beatriz G.
Albericio, Fernando
Synthesis and Antimicrobial Activity of a New Series of Thiazolidine-2,4-diones Carboxamide and Amino Acid Derivatives
title Synthesis and Antimicrobial Activity of a New Series of Thiazolidine-2,4-diones Carboxamide and Amino Acid Derivatives
title_full Synthesis and Antimicrobial Activity of a New Series of Thiazolidine-2,4-diones Carboxamide and Amino Acid Derivatives
title_fullStr Synthesis and Antimicrobial Activity of a New Series of Thiazolidine-2,4-diones Carboxamide and Amino Acid Derivatives
title_full_unstemmed Synthesis and Antimicrobial Activity of a New Series of Thiazolidine-2,4-diones Carboxamide and Amino Acid Derivatives
title_short Synthesis and Antimicrobial Activity of a New Series of Thiazolidine-2,4-diones Carboxamide and Amino Acid Derivatives
title_sort synthesis and antimicrobial activity of a new series of thiazolidine-2,4-diones carboxamide and amino acid derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6983134/
https://www.ncbi.nlm.nih.gov/pubmed/31892119
http://dx.doi.org/10.3390/molecules25010105
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