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Design, Synthesis and Anticancer Screening of Novel Benzothiazole-Piperazine-1,2,3-Triazole Hybrids

A library of novel regioselective 1,4-di and 1,4,5-trisubstituted-1,2,3-triazole based benzothiazole-piperazine conjugates were designed and synthesized using the click synthesis approach in the presence and absence of the Cu(I) catalyst. Some of these 1,2,3-triazole hybrids possess in their structu...

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Autores principales: Aouad, Mohamed R., Soliman, Moataz A., Alharbi, Muath O., Bardaweel, Sanaa K., Sahu, Pramod K., Ali, Adeeb A., Messali, Mouslim, Rezki, Nadjet, Al-Soud, Yaseen A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6278665/
https://www.ncbi.nlm.nih.gov/pubmed/30373247
http://dx.doi.org/10.3390/molecules23112788
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author Aouad, Mohamed R.
Soliman, Moataz A.
Alharbi, Muath O.
Bardaweel, Sanaa K.
Sahu, Pramod K.
Ali, Adeeb A.
Messali, Mouslim
Rezki, Nadjet
Al-Soud, Yaseen A.
author_facet Aouad, Mohamed R.
Soliman, Moataz A.
Alharbi, Muath O.
Bardaweel, Sanaa K.
Sahu, Pramod K.
Ali, Adeeb A.
Messali, Mouslim
Rezki, Nadjet
Al-Soud, Yaseen A.
author_sort Aouad, Mohamed R.
collection PubMed
description A library of novel regioselective 1,4-di and 1,4,5-trisubstituted-1,2,3-triazole based benzothiazole-piperazine conjugates were designed and synthesized using the click synthesis approach in the presence and absence of the Cu(I) catalyst. Some of these 1,2,3-triazole hybrids possess in their structures different heterocyclic scaffold including 1,2,4-triazole, benzothiazole, isatin and/or benzimidazole. The newly designed 1,2,3-triazole hybrids were assessed for their antiproliferative inhibition potency against four selected human cancer cell lines (MCF7, T47D, HCT116 and Caco2). The majority of the synthesized compounds demonstrated moderate to potent activity against all the cancer cell lines examined. Further, we have established a structure activity relationship with respect to the in silico analysis of ADME (adsorption, distribution, metabolism and excretion) analysis and found good agreement with in vitro activity.
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spelling pubmed-62786652018-12-13 Design, Synthesis and Anticancer Screening of Novel Benzothiazole-Piperazine-1,2,3-Triazole Hybrids Aouad, Mohamed R. Soliman, Moataz A. Alharbi, Muath O. Bardaweel, Sanaa K. Sahu, Pramod K. Ali, Adeeb A. Messali, Mouslim Rezki, Nadjet Al-Soud, Yaseen A. Molecules Article A library of novel regioselective 1,4-di and 1,4,5-trisubstituted-1,2,3-triazole based benzothiazole-piperazine conjugates were designed and synthesized using the click synthesis approach in the presence and absence of the Cu(I) catalyst. Some of these 1,2,3-triazole hybrids possess in their structures different heterocyclic scaffold including 1,2,4-triazole, benzothiazole, isatin and/or benzimidazole. The newly designed 1,2,3-triazole hybrids were assessed for their antiproliferative inhibition potency against four selected human cancer cell lines (MCF7, T47D, HCT116 and Caco2). The majority of the synthesized compounds demonstrated moderate to potent activity against all the cancer cell lines examined. Further, we have established a structure activity relationship with respect to the in silico analysis of ADME (adsorption, distribution, metabolism and excretion) analysis and found good agreement with in vitro activity. MDPI 2018-10-27 /pmc/articles/PMC6278665/ /pubmed/30373247 http://dx.doi.org/10.3390/molecules23112788 Text en © 2018 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
Aouad, Mohamed R.
Soliman, Moataz A.
Alharbi, Muath O.
Bardaweel, Sanaa K.
Sahu, Pramod K.
Ali, Adeeb A.
Messali, Mouslim
Rezki, Nadjet
Al-Soud, Yaseen A.
Design, Synthesis and Anticancer Screening of Novel Benzothiazole-Piperazine-1,2,3-Triazole Hybrids
title Design, Synthesis and Anticancer Screening of Novel Benzothiazole-Piperazine-1,2,3-Triazole Hybrids
title_full Design, Synthesis and Anticancer Screening of Novel Benzothiazole-Piperazine-1,2,3-Triazole Hybrids
title_fullStr Design, Synthesis and Anticancer Screening of Novel Benzothiazole-Piperazine-1,2,3-Triazole Hybrids
title_full_unstemmed Design, Synthesis and Anticancer Screening of Novel Benzothiazole-Piperazine-1,2,3-Triazole Hybrids
title_short Design, Synthesis and Anticancer Screening of Novel Benzothiazole-Piperazine-1,2,3-Triazole Hybrids
title_sort design, synthesis and anticancer screening of novel benzothiazole-piperazine-1,2,3-triazole hybrids
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6278665/
https://www.ncbi.nlm.nih.gov/pubmed/30373247
http://dx.doi.org/10.3390/molecules23112788
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