Synthesis and Biological Evaluation of 3-Substituted-indolin-2-one Derivatives Containing Chloropyrrole Moieties

Eighteen novel 3-substituted-indolin-2-ones containing chloropyrroles were synthesized and their biological activities were evaluated. The presence of a chlorine atom on the pyrrole ring was crucial to reduce cardiotoxicity. The presence of a 2-(ethyl-amino)ethylcarbamoyl group as a substituent at t...

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Autores principales: Jin, Yun-Zhou, Fu, Da-Xu, Ma, Nan, Li, Zhan-Cheng, Liu, Quan-Hai, Xiao, Lin, Zhang, Rong-Hua
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264549/
https://www.ncbi.nlm.nih.gov/pubmed/22068619
http://dx.doi.org/10.3390/molecules16119368
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author Jin, Yun-Zhou
Fu, Da-Xu
Ma, Nan
Li, Zhan-Cheng
Liu, Quan-Hai
Xiao, Lin
Zhang, Rong-Hua
author_facet Jin, Yun-Zhou
Fu, Da-Xu
Ma, Nan
Li, Zhan-Cheng
Liu, Quan-Hai
Xiao, Lin
Zhang, Rong-Hua
author_sort Jin, Yun-Zhou
collection PubMed
description Eighteen novel 3-substituted-indolin-2-ones containing chloropyrroles were synthesized and their biological activities were evaluated. The presence of a chlorine atom on the pyrrole ring was crucial to reduce cardiotoxicity. The presence of a 2-(ethyl-amino)ethylcarbamoyl group as a substituent at the C-4′ position of the pyrrole enhanced the antitumor activities notably. IC(50) values as low as 0.32, 0.67, 1.19 and 1.22 μM were achieved against non-small cell lung cancer (A549), oral epithelial (KB), melanoma (K111) and large cell lung cancer cell lines (NCI-H460), respectively.
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spelling pubmed-62645492018-12-10 Synthesis and Biological Evaluation of 3-Substituted-indolin-2-one Derivatives Containing Chloropyrrole Moieties Jin, Yun-Zhou Fu, Da-Xu Ma, Nan Li, Zhan-Cheng Liu, Quan-Hai Xiao, Lin Zhang, Rong-Hua Molecules Article Eighteen novel 3-substituted-indolin-2-ones containing chloropyrroles were synthesized and their biological activities were evaluated. The presence of a chlorine atom on the pyrrole ring was crucial to reduce cardiotoxicity. The presence of a 2-(ethyl-amino)ethylcarbamoyl group as a substituent at the C-4′ position of the pyrrole enhanced the antitumor activities notably. IC(50) values as low as 0.32, 0.67, 1.19 and 1.22 μM were achieved against non-small cell lung cancer (A549), oral epithelial (KB), melanoma (K111) and large cell lung cancer cell lines (NCI-H460), respectively. MDPI 2011-11-08 /pmc/articles/PMC6264549/ /pubmed/22068619 http://dx.doi.org/10.3390/molecules16119368 Text en © 2011 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 license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Jin, Yun-Zhou
Fu, Da-Xu
Ma, Nan
Li, Zhan-Cheng
Liu, Quan-Hai
Xiao, Lin
Zhang, Rong-Hua
Synthesis and Biological Evaluation of 3-Substituted-indolin-2-one Derivatives Containing Chloropyrrole Moieties
title Synthesis and Biological Evaluation of 3-Substituted-indolin-2-one Derivatives Containing Chloropyrrole Moieties
title_full Synthesis and Biological Evaluation of 3-Substituted-indolin-2-one Derivatives Containing Chloropyrrole Moieties
title_fullStr Synthesis and Biological Evaluation of 3-Substituted-indolin-2-one Derivatives Containing Chloropyrrole Moieties
title_full_unstemmed Synthesis and Biological Evaluation of 3-Substituted-indolin-2-one Derivatives Containing Chloropyrrole Moieties
title_short Synthesis and Biological Evaluation of 3-Substituted-indolin-2-one Derivatives Containing Chloropyrrole Moieties
title_sort synthesis and biological evaluation of 3-substituted-indolin-2-one derivatives containing chloropyrrole moieties
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264549/
https://www.ncbi.nlm.nih.gov/pubmed/22068619
http://dx.doi.org/10.3390/molecules16119368
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