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Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines

Thiazole derivatives attract the attention of scientists both in the field of organic synthesis and bioactivity research due to their high biological activity. In the present study, thiazole ring was obtained by the interaction of 1-(4-(bromoacetyl)phenyl)-5-oxopyrrolidine-3-carboxylic acid with thi...

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Autores principales: Sapijanskaitė-Banevič, Birutė, Šovkovaja, Božena, Vaickelionienė, Rita, Šiugždaitė, Jūratė, Mickevičiūtė, Eglė
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7288019/
https://www.ncbi.nlm.nih.gov/pubmed/32456041
http://dx.doi.org/10.3390/molecules25102433
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author Sapijanskaitė-Banevič, Birutė
Šovkovaja, Božena
Vaickelionienė, Rita
Šiugždaitė, Jūratė
Mickevičiūtė, Eglė
author_facet Sapijanskaitė-Banevič, Birutė
Šovkovaja, Božena
Vaickelionienė, Rita
Šiugždaitė, Jūratė
Mickevičiūtė, Eglė
author_sort Sapijanskaitė-Banevič, Birutė
collection PubMed
description Thiazole derivatives attract the attention of scientists both in the field of organic synthesis and bioactivity research due to their high biological activity. In the present study, thiazole ring was obtained by the interaction of 1-(4-(bromoacetyl)phenyl)-5-oxopyrrolidine-3-carboxylic acid with thiocarbamide or benzenecarbothioamide, as well as tioureido acid. A series of substituted 1-(3-(1,3-thiazol-2-yl)phenyl)-5-oxopyrrolidines with pyrrolidinone, thiazole, pyrrole, 1,2,4-triazole, oxadiazole and benzimidazole heterocyclic fragments were synthesized and their antibacterial properties were evaluated against Gram-positive strains of Staphylococcus aureus, Bacillus cereus, Listeria monocytogenes and Gram-negative Pseudomonas aeruginosa, Escherichia coli and Salmonella enterica enteritidis. The vast majority of compounds exhibited between twofold and 16-fold increased antibacterial effect against the test-cultures when compared with Oxytetracycline.
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spelling pubmed-72880192020-06-15 Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines Sapijanskaitė-Banevič, Birutė Šovkovaja, Božena Vaickelionienė, Rita Šiugždaitė, Jūratė Mickevičiūtė, Eglė Molecules Article Thiazole derivatives attract the attention of scientists both in the field of organic synthesis and bioactivity research due to their high biological activity. In the present study, thiazole ring was obtained by the interaction of 1-(4-(bromoacetyl)phenyl)-5-oxopyrrolidine-3-carboxylic acid with thiocarbamide or benzenecarbothioamide, as well as tioureido acid. A series of substituted 1-(3-(1,3-thiazol-2-yl)phenyl)-5-oxopyrrolidines with pyrrolidinone, thiazole, pyrrole, 1,2,4-triazole, oxadiazole and benzimidazole heterocyclic fragments were synthesized and their antibacterial properties were evaluated against Gram-positive strains of Staphylococcus aureus, Bacillus cereus, Listeria monocytogenes and Gram-negative Pseudomonas aeruginosa, Escherichia coli and Salmonella enterica enteritidis. The vast majority of compounds exhibited between twofold and 16-fold increased antibacterial effect against the test-cultures when compared with Oxytetracycline. MDPI 2020-05-22 /pmc/articles/PMC7288019/ /pubmed/32456041 http://dx.doi.org/10.3390/molecules25102433 Text en © 2020 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
Sapijanskaitė-Banevič, Birutė
Šovkovaja, Božena
Vaickelionienė, Rita
Šiugždaitė, Jūratė
Mickevičiūtė, Eglė
Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines
title Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines
title_full Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines
title_fullStr Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines
title_full_unstemmed Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines
title_short Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines
title_sort synthesis, characterization and bioassay of novel substituted 1-(3-(1,3-thiazol-2-yl)phenyl)-5-oxopyrrolidines
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7288019/
https://www.ncbi.nlm.nih.gov/pubmed/32456041
http://dx.doi.org/10.3390/molecules25102433
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