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New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized
The well-known aminoazoles, 3-amino-5-methylisoxazole and 5-amino-N-aryl-1H-pyrazole-4-carboxamides, were studied as an amine component in Ugi and Groebke–Blackburn–Bienaymé multicomponent reactions. The first example of an application of aminoazoles in an Ugi four-component reaction was discovered...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5480327/ https://www.ncbi.nlm.nih.gov/pubmed/28684984 http://dx.doi.org/10.3762/bjoc.13.104 |
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author | Murlykina, Maryna V Kornet, Maryna N Desenko, Sergey M Shishkina, Svetlana V Shishkin, Oleg V Brazhko, Aleksander A Musatov, Vladimir I Van der Eycken, Erik V Chebanov, Valentin A |
author_facet | Murlykina, Maryna V Kornet, Maryna N Desenko, Sergey M Shishkina, Svetlana V Shishkin, Oleg V Brazhko, Aleksander A Musatov, Vladimir I Van der Eycken, Erik V Chebanov, Valentin A |
author_sort | Murlykina, Maryna V |
collection | PubMed |
description | The well-known aminoazoles, 3-amino-5-methylisoxazole and 5-amino-N-aryl-1H-pyrazole-4-carboxamides, were studied as an amine component in Ugi and Groebke–Blackburn–Bienaymé multicomponent reactions. The first example of an application of aminoazoles in an Ugi four-component reaction was discovered and novel features of a Groebke–Blackburn–Bienaymé cyclocondensation are established and discussed. The heterocycles obtained were evaluated for their antibacterial activity and several of them demonstrated a weak antimicrobial effect, but for most of the compounds a 30–50% increase in biomass of Gram-positive strains (mainly B. subtilis) compared to control was observed. |
format | Online Article Text |
id | pubmed-5480327 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-54803272017-07-06 New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized Murlykina, Maryna V Kornet, Maryna N Desenko, Sergey M Shishkina, Svetlana V Shishkin, Oleg V Brazhko, Aleksander A Musatov, Vladimir I Van der Eycken, Erik V Chebanov, Valentin A Beilstein J Org Chem Full Research Paper The well-known aminoazoles, 3-amino-5-methylisoxazole and 5-amino-N-aryl-1H-pyrazole-4-carboxamides, were studied as an amine component in Ugi and Groebke–Blackburn–Bienaymé multicomponent reactions. The first example of an application of aminoazoles in an Ugi four-component reaction was discovered and novel features of a Groebke–Blackburn–Bienaymé cyclocondensation are established and discussed. The heterocycles obtained were evaluated for their antibacterial activity and several of them demonstrated a weak antimicrobial effect, but for most of the compounds a 30–50% increase in biomass of Gram-positive strains (mainly B. subtilis) compared to control was observed. Beilstein-Institut 2017-05-31 /pmc/articles/PMC5480327/ /pubmed/28684984 http://dx.doi.org/10.3762/bjoc.13.104 Text en Copyright © 2017, Murlykina et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Full Research Paper Murlykina, Maryna V Kornet, Maryna N Desenko, Sergey M Shishkina, Svetlana V Shishkin, Oleg V Brazhko, Aleksander A Musatov, Vladimir I Van der Eycken, Erik V Chebanov, Valentin A New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized |
title | New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized |
title_full | New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized |
title_fullStr | New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized |
title_full_unstemmed | New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized |
title_short | New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized |
title_sort | new tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5480327/ https://www.ncbi.nlm.nih.gov/pubmed/28684984 http://dx.doi.org/10.3762/bjoc.13.104 |
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