Synthesis and Cytotoxic Activity of Chiral Sulfonamides Based on the 2-Azabicycloalkane Skeleton

A series of chiral sulfonamides containing the 2-azabicycloalkane scaffold were prepared from aza-Diels–Alder cycloadducts through their conversion to amines based on 2-azanorbornane or the bridged azepane skeleton, followed by the reaction with sulfonyl chlorides. The cytotoxic activity of the obta...

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Autores principales: Samadaei, Mahzeiar, Pinter, Matthias, Senfter, Daniel, Madlener, Sibylle, Rohr-Udilova, Nataliya, Iwan, Dominika, Kamińska, Karolina, Wojaczyńska, Elżbieta, Wojaczyński, Jacek, Kochel, Andrzej
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7288168/
https://www.ncbi.nlm.nih.gov/pubmed/32443610
http://dx.doi.org/10.3390/molecules25102355
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author Samadaei, Mahzeiar
Pinter, Matthias
Senfter, Daniel
Madlener, Sibylle
Rohr-Udilova, Nataliya
Iwan, Dominika
Kamińska, Karolina
Wojaczyńska, Elżbieta
Wojaczyński, Jacek
Kochel, Andrzej
author_facet Samadaei, Mahzeiar
Pinter, Matthias
Senfter, Daniel
Madlener, Sibylle
Rohr-Udilova, Nataliya
Iwan, Dominika
Kamińska, Karolina
Wojaczyńska, Elżbieta
Wojaczyński, Jacek
Kochel, Andrzej
author_sort Samadaei, Mahzeiar
collection PubMed
description A series of chiral sulfonamides containing the 2-azabicycloalkane scaffold were prepared from aza-Diels–Alder cycloadducts through their conversion to amines based on 2-azanorbornane or the bridged azepane skeleton, followed by the reaction with sulfonyl chlorides. The cytotoxic activity of the obtained bicyclic derivatives was evaluated using human hepatocellular carcinoma (HCC), medulloblastoma (MB), and glioblastoma (GBM) cell lines. Chosen compounds were shown to notably reduce cell viability as compared to nonmalignant cells.
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spelling pubmed-72881682020-06-17 Synthesis and Cytotoxic Activity of Chiral Sulfonamides Based on the 2-Azabicycloalkane Skeleton Samadaei, Mahzeiar Pinter, Matthias Senfter, Daniel Madlener, Sibylle Rohr-Udilova, Nataliya Iwan, Dominika Kamińska, Karolina Wojaczyńska, Elżbieta Wojaczyński, Jacek Kochel, Andrzej Molecules Article A series of chiral sulfonamides containing the 2-azabicycloalkane scaffold were prepared from aza-Diels–Alder cycloadducts through their conversion to amines based on 2-azanorbornane or the bridged azepane skeleton, followed by the reaction with sulfonyl chlorides. The cytotoxic activity of the obtained bicyclic derivatives was evaluated using human hepatocellular carcinoma (HCC), medulloblastoma (MB), and glioblastoma (GBM) cell lines. Chosen compounds were shown to notably reduce cell viability as compared to nonmalignant cells. MDPI 2020-05-18 /pmc/articles/PMC7288168/ /pubmed/32443610 http://dx.doi.org/10.3390/molecules25102355 Text en © 2020 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
Samadaei, Mahzeiar
Pinter, Matthias
Senfter, Daniel
Madlener, Sibylle
Rohr-Udilova, Nataliya
Iwan, Dominika
Kamińska, Karolina
Wojaczyńska, Elżbieta
Wojaczyński, Jacek
Kochel, Andrzej
Synthesis and Cytotoxic Activity of Chiral Sulfonamides Based on the 2-Azabicycloalkane Skeleton
title Synthesis and Cytotoxic Activity of Chiral Sulfonamides Based on the 2-Azabicycloalkane Skeleton
title_full Synthesis and Cytotoxic Activity of Chiral Sulfonamides Based on the 2-Azabicycloalkane Skeleton
title_fullStr Synthesis and Cytotoxic Activity of Chiral Sulfonamides Based on the 2-Azabicycloalkane Skeleton
title_full_unstemmed Synthesis and Cytotoxic Activity of Chiral Sulfonamides Based on the 2-Azabicycloalkane Skeleton
title_short Synthesis and Cytotoxic Activity of Chiral Sulfonamides Based on the 2-Azabicycloalkane Skeleton
title_sort synthesis and cytotoxic activity of chiral sulfonamides based on the 2-azabicycloalkane skeleton
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7288168/
https://www.ncbi.nlm.nih.gov/pubmed/32443610
http://dx.doi.org/10.3390/molecules25102355
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