Synthesis, Cytotoxicity, and Antileishmanial Activity of N,N'-Disubstituted Ethylenediamine and Imidazolidine Derivatives

This paper describes the preparation of N,N'-disubstituted ethylenediamine and imidazolidine derivatives and their in vitro biological activities against Leishmania species. Of the nine synthesized compounds, five displayed a good activity in both L. amazonensis and L. major promastigotes. The...

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Autores principales: de Carvalho, Gustavo S. G., Machado, Patrícia A., de Paula, Daniela T. S., Coimbra, Elaine S., da Silva, Adilson D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: TheScientificWorldJOURNAL 2010
Materias:
Review Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5763695/
https://www.ncbi.nlm.nih.gov/pubmed/20842318
http://dx.doi.org/10.1100/tsw.2010.176
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author de Carvalho, Gustavo S. G.
Machado, Patrícia A.
de Paula, Daniela T. S.
Coimbra, Elaine S.
da Silva, Adilson D.
author_facet de Carvalho, Gustavo S. G.
Machado, Patrícia A.
de Paula, Daniela T. S.
Coimbra, Elaine S.
da Silva, Adilson D.
author_sort de Carvalho, Gustavo S. G.
collection PubMed
description This paper describes the preparation of N,N'-disubstituted ethylenediamine and imidazolidine derivatives and their in vitro biological activities against Leishmania species. Of the nine synthesized compounds, five displayed a good activity in both L. amazonensis and L. major promastigotes. The compounds 1,2-Bis(p-methoxybenzyl)ethylenediamine (4) and 1,3-Bis(p-methoxybenzyl)imidazolidines (5) showed the best activity on intracellular amastigotes, with IC(50) values of 2.0 and 9.4 μ/mL, respectively. In addition, none of compounds were cytotoxic against mammalian cells. The leishmanicidal activity can be related with inhibition of polyamine synthesis and cellular penetration within biological membranes.
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spelling pubmed-57636952018-06-03 Synthesis, Cytotoxicity, and Antileishmanial Activity of N,N'-Disubstituted Ethylenediamine and Imidazolidine Derivatives de Carvalho, Gustavo S. G. Machado, Patrícia A. de Paula, Daniela T. S. Coimbra, Elaine S. da Silva, Adilson D. ScientificWorldJournal Review Article This paper describes the preparation of N,N'-disubstituted ethylenediamine and imidazolidine derivatives and their in vitro biological activities against Leishmania species. Of the nine synthesized compounds, five displayed a good activity in both L. amazonensis and L. major promastigotes. The compounds 1,2-Bis(p-methoxybenzyl)ethylenediamine (4) and 1,3-Bis(p-methoxybenzyl)imidazolidines (5) showed the best activity on intracellular amastigotes, with IC(50) values of 2.0 and 9.4 μ/mL, respectively. In addition, none of compounds were cytotoxic against mammalian cells. The leishmanicidal activity can be related with inhibition of polyamine synthesis and cellular penetration within biological membranes. TheScientificWorldJOURNAL 2010-09-01 /pmc/articles/PMC5763695/ /pubmed/20842318 http://dx.doi.org/10.1100/tsw.2010.176 Text en Copyright © 2010 Gustavo S. G. de Carvalho 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 Review Article
de Carvalho, Gustavo S. G.
Machado, Patrícia A.
de Paula, Daniela T. S.
Coimbra, Elaine S.
da Silva, Adilson D.
Synthesis, Cytotoxicity, and Antileishmanial Activity of N,N'-Disubstituted Ethylenediamine and Imidazolidine Derivatives
title Synthesis, Cytotoxicity, and Antileishmanial Activity of N,N'-Disubstituted Ethylenediamine and Imidazolidine Derivatives
title_full Synthesis, Cytotoxicity, and Antileishmanial Activity of N,N'-Disubstituted Ethylenediamine and Imidazolidine Derivatives
title_fullStr Synthesis, Cytotoxicity, and Antileishmanial Activity of N,N'-Disubstituted Ethylenediamine and Imidazolidine Derivatives
title_full_unstemmed Synthesis, Cytotoxicity, and Antileishmanial Activity of N,N'-Disubstituted Ethylenediamine and Imidazolidine Derivatives
title_short Synthesis, Cytotoxicity, and Antileishmanial Activity of N,N'-Disubstituted Ethylenediamine and Imidazolidine Derivatives
title_sort synthesis, cytotoxicity, and antileishmanial activity of n,n'-disubstituted ethylenediamine and imidazolidine derivatives
topic Review Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5763695/
https://www.ncbi.nlm.nih.gov/pubmed/20842318
http://dx.doi.org/10.1100/tsw.2010.176
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