The Gramine Route to Pyrido[4,3-b]indol-3-ones – Identification of a New Cytotoxic Lead

A novel approach to 3-oxo-γ-carbolines was worked out starting from methyl indol-2-ylacetate via a gramine derivative. After quaternization, ammonia and 4-methoxybenzylamine could be inserted giving appropriate 3-oxo-γ-carbolines. Condensation with 2-chlorobenzaldehyde under microwave irradiation ga...

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Detalles Bibliográficos
Autores principales: Wollein, Uwe, Bracher, Franz
Formato: Texto
Lenguaje:English
Publicado: Österreichische Apotheker-Verlagsgesellschaft 2011
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3097496/
https://www.ncbi.nlm.nih.gov/pubmed/21617772
http://dx.doi.org/10.3797/scipharm.1011-11
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author Wollein, Uwe
Bracher, Franz
author_facet Wollein, Uwe
Bracher, Franz
author_sort Wollein, Uwe
collection PubMed
description A novel approach to 3-oxo-γ-carbolines was worked out starting from methyl indol-2-ylacetate via a gramine derivative. After quaternization, ammonia and 4-methoxybenzylamine could be inserted giving appropriate 3-oxo-γ-carbolines. Condensation with 2-chlorobenzaldehyde under microwave irradiation gave a 4-(2-chlorobenzyl)-3-oxo-γ-carboline. N-methylation lead to a product with very promising antifungal and cytotoxic activities.
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spelling pubmed-30974962011-05-26 The Gramine Route to Pyrido[4,3-b]indol-3-ones – Identification of a New Cytotoxic Lead Wollein, Uwe Bracher, Franz Sci Pharm Research Article A novel approach to 3-oxo-γ-carbolines was worked out starting from methyl indol-2-ylacetate via a gramine derivative. After quaternization, ammonia and 4-methoxybenzylamine could be inserted giving appropriate 3-oxo-γ-carbolines. Condensation with 2-chlorobenzaldehyde under microwave irradiation gave a 4-(2-chlorobenzyl)-3-oxo-γ-carboline. N-methylation lead to a product with very promising antifungal and cytotoxic activities. Österreichische Apotheker-Verlagsgesellschaft 2011 2010-12-18 /pmc/articles/PMC3097496/ /pubmed/21617772 http://dx.doi.org/10.3797/scipharm.1011-11 Text en © Wollein and Bracher; 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
Wollein, Uwe
Bracher, Franz
The Gramine Route to Pyrido[4,3-b]indol-3-ones – Identification of a New Cytotoxic Lead
title The Gramine Route to Pyrido[4,3-b]indol-3-ones – Identification of a New Cytotoxic Lead
title_full The Gramine Route to Pyrido[4,3-b]indol-3-ones – Identification of a New Cytotoxic Lead
title_fullStr The Gramine Route to Pyrido[4,3-b]indol-3-ones – Identification of a New Cytotoxic Lead
title_full_unstemmed The Gramine Route to Pyrido[4,3-b]indol-3-ones – Identification of a New Cytotoxic Lead
title_short The Gramine Route to Pyrido[4,3-b]indol-3-ones – Identification of a New Cytotoxic Lead
title_sort gramine route to pyrido[4,3-b]indol-3-ones – identification of a new cytotoxic lead
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3097496/
https://www.ncbi.nlm.nih.gov/pubmed/21617772
http://dx.doi.org/10.3797/scipharm.1011-11
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