Synthesis of New N,N’-Bis(5-arylidene-4-oxo-4,5-dihydrothiazolin-2-yl)piperazine Derivatives Under Microwave Irradiation and Preliminary Biological Evaluation

New N,N’-bis(5-arylidene-4-oxo-4,5-dihydrothiazoline-2-yl)diamine derivatives 5 were prepared in two steps from rhodanine and piperazine, or 1,4-bis(3-amino-propyl)piperazine, under microwave reaction conditions with retention of configuration. Some of these compounds were tested for in vitro antipr...

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Autores principales: Coulibaly, Wacothon Karime, Paquin, Ludovic, Bénié, Anoubilé, Bekro, Yves-Alain, Durieux, Emilie, Meijer, Laurent, Le Guével, Rémy, Corlu, Anne, Bazureau, Jean-Pierre
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Österreichische Apotheker-Verlagsgesellschaft 2012
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3528043/
https://www.ncbi.nlm.nih.gov/pubmed/23264934
http://dx.doi.org/10.3797/scipharm.1206-04
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author Coulibaly, Wacothon Karime
Paquin, Ludovic
Bénié, Anoubilé
Bekro, Yves-Alain
Durieux, Emilie
Meijer, Laurent
Le Guével, Rémy
Corlu, Anne
Bazureau, Jean-Pierre
author_facet Coulibaly, Wacothon Karime
Paquin, Ludovic
Bénié, Anoubilé
Bekro, Yves-Alain
Durieux, Emilie
Meijer, Laurent
Le Guével, Rémy
Corlu, Anne
Bazureau, Jean-Pierre
author_sort Coulibaly, Wacothon Karime
collection PubMed
description New N,N’-bis(5-arylidene-4-oxo-4,5-dihydrothiazoline-2-yl)diamine derivatives 5 were prepared in two steps from rhodanine and piperazine, or 1,4-bis(3-amino-propyl)piperazine, under microwave reaction conditions with retention of configuration. Some of these compounds were tested for in vitro antiproliferative activities and for their kinase inhibitory potencies towards six kinases (CDK5/p25, GSK3α/β, DYRK1A, DYRK2, CLK1, and CLK2). The compound 5d showed nanomolar activity towards DYRK1A kinase (IC(50) = 0.041 μM).
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spelling pubmed-35280432012-12-21 Synthesis of New N,N’-Bis(5-arylidene-4-oxo-4,5-dihydrothiazolin-2-yl)piperazine Derivatives Under Microwave Irradiation and Preliminary Biological Evaluation Coulibaly, Wacothon Karime Paquin, Ludovic Bénié, Anoubilé Bekro, Yves-Alain Durieux, Emilie Meijer, Laurent Le Guével, Rémy Corlu, Anne Bazureau, Jean-Pierre Sci Pharm Research Article New N,N’-bis(5-arylidene-4-oxo-4,5-dihydrothiazoline-2-yl)diamine derivatives 5 were prepared in two steps from rhodanine and piperazine, or 1,4-bis(3-amino-propyl)piperazine, under microwave reaction conditions with retention of configuration. Some of these compounds were tested for in vitro antiproliferative activities and for their kinase inhibitory potencies towards six kinases (CDK5/p25, GSK3α/β, DYRK1A, DYRK2, CLK1, and CLK2). The compound 5d showed nanomolar activity towards DYRK1A kinase (IC(50) = 0.041 μM). Österreichische Apotheker-Verlagsgesellschaft 2012 2012-09-16 /pmc/articles/PMC3528043/ /pubmed/23264934 http://dx.doi.org/10.3797/scipharm.1206-04 Text en © Coulibaly et al.; licensee Österreichische Apotheker-Verlagsgesellschaft m. b. H., Vienna, Austria. This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/3.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Coulibaly, Wacothon Karime
Paquin, Ludovic
Bénié, Anoubilé
Bekro, Yves-Alain
Durieux, Emilie
Meijer, Laurent
Le Guével, Rémy
Corlu, Anne
Bazureau, Jean-Pierre
Synthesis of New N,N’-Bis(5-arylidene-4-oxo-4,5-dihydrothiazolin-2-yl)piperazine Derivatives Under Microwave Irradiation and Preliminary Biological Evaluation
title Synthesis of New N,N’-Bis(5-arylidene-4-oxo-4,5-dihydrothiazolin-2-yl)piperazine Derivatives Under Microwave Irradiation and Preliminary Biological Evaluation
title_full Synthesis of New N,N’-Bis(5-arylidene-4-oxo-4,5-dihydrothiazolin-2-yl)piperazine Derivatives Under Microwave Irradiation and Preliminary Biological Evaluation
title_fullStr Synthesis of New N,N’-Bis(5-arylidene-4-oxo-4,5-dihydrothiazolin-2-yl)piperazine Derivatives Under Microwave Irradiation and Preliminary Biological Evaluation
title_full_unstemmed Synthesis of New N,N’-Bis(5-arylidene-4-oxo-4,5-dihydrothiazolin-2-yl)piperazine Derivatives Under Microwave Irradiation and Preliminary Biological Evaluation
title_short Synthesis of New N,N’-Bis(5-arylidene-4-oxo-4,5-dihydrothiazolin-2-yl)piperazine Derivatives Under Microwave Irradiation and Preliminary Biological Evaluation
title_sort synthesis of new n,n’-bis(5-arylidene-4-oxo-4,5-dihydrothiazolin-2-yl)piperazine derivatives under microwave irradiation and preliminary biological evaluation
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3528043/
https://www.ncbi.nlm.nih.gov/pubmed/23264934
http://dx.doi.org/10.3797/scipharm.1206-04
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