7-Aza-des-A-steroids with Antimicrobial and Cytotoxic Activity

This paper describes a convenient approach to the 7-aza-des-A-steroid (6,6a,7,8,9,9a-hexahydro-5H-cyclopenta[h]quinoline) scaffold starting from Grundmann’s ketone using two different pyridine annulation protocols. The biological evaluation of the pyridine and pyridinium products revealed that these...

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Detalles Bibliográficos
Autores principales: Krojer, Melanie, Keller, Marco, Bracher, Franz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Österreichische Apotheker-Verlagsgesellschaft 2013
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3700069/
https://www.ncbi.nlm.nih.gov/pubmed/23833707
http://dx.doi.org/10.3797/scipharm.1303-03
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author Krojer, Melanie
Keller, Marco
Bracher, Franz
author_facet Krojer, Melanie
Keller, Marco
Bracher, Franz
author_sort Krojer, Melanie
collection PubMed
description This paper describes a convenient approach to the 7-aza-des-A-steroid (6,6a,7,8,9,9a-hexahydro-5H-cyclopenta[h]quinoline) scaffold starting from Grundmann’s ketone using two different pyridine annulation protocols. The biological evaluation of the pyridine and pyridinium products revealed that these compounds unexpectedly do not interfere with ergosterol and cholesterol biosynthesis. The pyridinium compound 6 showed significant antimicrobial and cytotoxic activities which are most likely due to its detergent-like structure.
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spelling pubmed-37000692013-07-05 7-Aza-des-A-steroids with Antimicrobial and Cytotoxic Activity Krojer, Melanie Keller, Marco Bracher, Franz Sci Pharm Research Article This paper describes a convenient approach to the 7-aza-des-A-steroid (6,6a,7,8,9,9a-hexahydro-5H-cyclopenta[h]quinoline) scaffold starting from Grundmann’s ketone using two different pyridine annulation protocols. The biological evaluation of the pyridine and pyridinium products revealed that these compounds unexpectedly do not interfere with ergosterol and cholesterol biosynthesis. The pyridinium compound 6 showed significant antimicrobial and cytotoxic activities which are most likely due to its detergent-like structure. Österreichische Apotheker-Verlagsgesellschaft 2013 2013-04-14 /pmc/articles/PMC3700069/ /pubmed/23833707 http://dx.doi.org/10.3797/scipharm.1303-03 Text en © 2013 Krojer et al.; licensee Österreichische Apotheker-Verlagsgesellschaft m. b. H., Vienna, Austria. This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/3.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Krojer, Melanie
Keller, Marco
Bracher, Franz
7-Aza-des-A-steroids with Antimicrobial and Cytotoxic Activity
title 7-Aza-des-A-steroids with Antimicrobial and Cytotoxic Activity
title_full 7-Aza-des-A-steroids with Antimicrobial and Cytotoxic Activity
title_fullStr 7-Aza-des-A-steroids with Antimicrobial and Cytotoxic Activity
title_full_unstemmed 7-Aza-des-A-steroids with Antimicrobial and Cytotoxic Activity
title_short 7-Aza-des-A-steroids with Antimicrobial and Cytotoxic Activity
title_sort 7-aza-des-a-steroids with antimicrobial and cytotoxic activity
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3700069/
https://www.ncbi.nlm.nih.gov/pubmed/23833707
http://dx.doi.org/10.3797/scipharm.1303-03
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