Synthesis and Cytotoxic Activity of Some Novel N-Pyridinyl-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide Derivatives

A series of novel compounds bearing imidazo[2,1-b]thiazole scaffolds were designed and synthesized based on the optimization of the virtual screening hit compound N-(6-morpholinopyridin-3-yl)-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide (5a), and tested for their cytotoxicity against human cancer...

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Autores principales: Ding, Huaiwei, Chen, Zhe, Zhang, Cunlong, Xin, Tian, Wang, Yini, Song, Hongrui, Jiang, Yuyang, Chen, Yuzong, Xu, Yongnan, Tan, Chunyan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268833/
https://www.ncbi.nlm.nih.gov/pubmed/22525437
http://dx.doi.org/10.3390/molecules17044703
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author Ding, Huaiwei
Chen, Zhe
Zhang, Cunlong
Xin, Tian
Wang, Yini
Song, Hongrui
Jiang, Yuyang
Chen, Yuzong
Xu, Yongnan
Tan, Chunyan
author_facet Ding, Huaiwei
Chen, Zhe
Zhang, Cunlong
Xin, Tian
Wang, Yini
Song, Hongrui
Jiang, Yuyang
Chen, Yuzong
Xu, Yongnan
Tan, Chunyan
author_sort Ding, Huaiwei
collection PubMed
description A series of novel compounds bearing imidazo[2,1-b]thiazole scaffolds were designed and synthesized based on the optimization of the virtual screening hit compound N-(6-morpholinopyridin-3-yl)-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide (5a), and tested for their cytotoxicity against human cancer cell lines, including HepG2 and MDA-MB-231. The results indicated that the compound 2-(6-(4-chlorophenyl)imidazo[2,1-b]thiazol-3-yl)-N-(6-(4-(4-methoxybenzyl)piperazin-1-yl)pyridin-3-yl)acetamide (5l), with slightly higher inhibition on VEGFR2 than 5a (5.72% and 3.76% inhibitory rate at 20 μM, respectively), was a potential inhibitor against MDA-MB-231 (IC(50) = 1.4 μM) compared with sorafenib (IC(50) = 5.2 μM), and showed more selectivity against MDA-MB-231 than HepG2 cell line (IC(50) = 22.6 μM).
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spelling pubmed-62688332018-12-11 Synthesis and Cytotoxic Activity of Some Novel N-Pyridinyl-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide Derivatives Ding, Huaiwei Chen, Zhe Zhang, Cunlong Xin, Tian Wang, Yini Song, Hongrui Jiang, Yuyang Chen, Yuzong Xu, Yongnan Tan, Chunyan Molecules Article A series of novel compounds bearing imidazo[2,1-b]thiazole scaffolds were designed and synthesized based on the optimization of the virtual screening hit compound N-(6-morpholinopyridin-3-yl)-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide (5a), and tested for their cytotoxicity against human cancer cell lines, including HepG2 and MDA-MB-231. The results indicated that the compound 2-(6-(4-chlorophenyl)imidazo[2,1-b]thiazol-3-yl)-N-(6-(4-(4-methoxybenzyl)piperazin-1-yl)pyridin-3-yl)acetamide (5l), with slightly higher inhibition on VEGFR2 than 5a (5.72% and 3.76% inhibitory rate at 20 μM, respectively), was a potential inhibitor against MDA-MB-231 (IC(50) = 1.4 μM) compared with sorafenib (IC(50) = 5.2 μM), and showed more selectivity against MDA-MB-231 than HepG2 cell line (IC(50) = 22.6 μM). MDPI 2012-04-23 /pmc/articles/PMC6268833/ /pubmed/22525437 http://dx.doi.org/10.3390/molecules17044703 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ 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
Ding, Huaiwei
Chen, Zhe
Zhang, Cunlong
Xin, Tian
Wang, Yini
Song, Hongrui
Jiang, Yuyang
Chen, Yuzong
Xu, Yongnan
Tan, Chunyan
Synthesis and Cytotoxic Activity of Some Novel N-Pyridinyl-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide Derivatives
title Synthesis and Cytotoxic Activity of Some Novel N-Pyridinyl-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide Derivatives
title_full Synthesis and Cytotoxic Activity of Some Novel N-Pyridinyl-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide Derivatives
title_fullStr Synthesis and Cytotoxic Activity of Some Novel N-Pyridinyl-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide Derivatives
title_full_unstemmed Synthesis and Cytotoxic Activity of Some Novel N-Pyridinyl-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide Derivatives
title_short Synthesis and Cytotoxic Activity of Some Novel N-Pyridinyl-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide Derivatives
title_sort synthesis and cytotoxic activity of some novel n-pyridinyl-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268833/
https://www.ncbi.nlm.nih.gov/pubmed/22525437
http://dx.doi.org/10.3390/molecules17044703
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