8-Amino-6-Methoxyquinoline—Tetrazole Hybrids: Impact of Linkers on Antiplasmodial Activity

A new series of compounds was prepared from 6-methoxyquinolin-8-amine or its N-(2-aminoethyl) analogue via Ugi-azide reaction. Their linkers between the quinoline and the tert-butyltetrazole moieties differ in chain length, basicity and substitution. Compounds were tested for their antiplasmodial ac...

Descripción completa

Detalles Bibliográficos
Autores principales: Hochegger, Patrick, Dolensky, Johanna, Seebacher, Werner, Saf, Robert, Kaiser, Marcel, Mäser, Pascal, Weis, Robert
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8470823/
https://www.ncbi.nlm.nih.gov/pubmed/34577001
http://dx.doi.org/10.3390/molecules26185530
_version_ 1784574298819657728
author Hochegger, Patrick
Dolensky, Johanna
Seebacher, Werner
Saf, Robert
Kaiser, Marcel
Mäser, Pascal
Weis, Robert
author_facet Hochegger, Patrick
Dolensky, Johanna
Seebacher, Werner
Saf, Robert
Kaiser, Marcel
Mäser, Pascal
Weis, Robert
author_sort Hochegger, Patrick
collection PubMed
description A new series of compounds was prepared from 6-methoxyquinolin-8-amine or its N-(2-aminoethyl) analogue via Ugi-azide reaction. Their linkers between the quinoline and the tert-butyltetrazole moieties differ in chain length, basicity and substitution. Compounds were tested for their antiplasmodial activity against Plasmodium falciparum NF54 as well as their cytotoxicity against L-6-cells. The activity and the cytotoxicity were strongly influenced by the linker and its substitution. The most active compounds showed good activity and promising selectivity.
format Online
Article
Text
id pubmed-8470823
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-84708232021-09-27 8-Amino-6-Methoxyquinoline—Tetrazole Hybrids: Impact of Linkers on Antiplasmodial Activity Hochegger, Patrick Dolensky, Johanna Seebacher, Werner Saf, Robert Kaiser, Marcel Mäser, Pascal Weis, Robert Molecules Article A new series of compounds was prepared from 6-methoxyquinolin-8-amine or its N-(2-aminoethyl) analogue via Ugi-azide reaction. Their linkers between the quinoline and the tert-butyltetrazole moieties differ in chain length, basicity and substitution. Compounds were tested for their antiplasmodial activity against Plasmodium falciparum NF54 as well as their cytotoxicity against L-6-cells. The activity and the cytotoxicity were strongly influenced by the linker and its substitution. The most active compounds showed good activity and promising selectivity. MDPI 2021-09-12 /pmc/articles/PMC8470823/ /pubmed/34577001 http://dx.doi.org/10.3390/molecules26185530 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Hochegger, Patrick
Dolensky, Johanna
Seebacher, Werner
Saf, Robert
Kaiser, Marcel
Mäser, Pascal
Weis, Robert
8-Amino-6-Methoxyquinoline—Tetrazole Hybrids: Impact of Linkers on Antiplasmodial Activity
title 8-Amino-6-Methoxyquinoline—Tetrazole Hybrids: Impact of Linkers on Antiplasmodial Activity
title_full 8-Amino-6-Methoxyquinoline—Tetrazole Hybrids: Impact of Linkers on Antiplasmodial Activity
title_fullStr 8-Amino-6-Methoxyquinoline—Tetrazole Hybrids: Impact of Linkers on Antiplasmodial Activity
title_full_unstemmed 8-Amino-6-Methoxyquinoline—Tetrazole Hybrids: Impact of Linkers on Antiplasmodial Activity
title_short 8-Amino-6-Methoxyquinoline—Tetrazole Hybrids: Impact of Linkers on Antiplasmodial Activity
title_sort 8-amino-6-methoxyquinoline—tetrazole hybrids: impact of linkers on antiplasmodial activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8470823/
https://www.ncbi.nlm.nih.gov/pubmed/34577001
http://dx.doi.org/10.3390/molecules26185530
work_keys_str_mv AT hocheggerpatrick 8amino6methoxyquinolinetetrazolehybridsimpactoflinkersonantiplasmodialactivity
AT dolenskyjohanna 8amino6methoxyquinolinetetrazolehybridsimpactoflinkersonantiplasmodialactivity
AT seebacherwerner 8amino6methoxyquinolinetetrazolehybridsimpactoflinkersonantiplasmodialactivity
AT safrobert 8amino6methoxyquinolinetetrazolehybridsimpactoflinkersonantiplasmodialactivity
AT kaisermarcel 8amino6methoxyquinolinetetrazolehybridsimpactoflinkersonantiplasmodialactivity
AT maserpascal 8amino6methoxyquinolinetetrazolehybridsimpactoflinkersonantiplasmodialactivity
AT weisrobert 8amino6methoxyquinolinetetrazolehybridsimpactoflinkersonantiplasmodialactivity

Ejemplares similares