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Antifungal Activity against Botrytis cinerea of 2,6-Dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone Derivatives

In this work the enzyme laccase from Trametes versicolor was used to synthetize 2,6-dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone derivatives. Ten products with different substitutions in the aromatic ring were synthetized and characterized using (1)H- and (13)C-NMR and mass spectrometry. The 3,5-d...

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Detalles Bibliográficos
Autores principales: Castro, Paulo, Mendoza, Leonora, Vásquez, Claudio, Pereira, Paz Cornejo, Navarro, Freddy, Lizama, Karin, Santander, Rocío, Cotoras, Milena
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6412631/
https://www.ncbi.nlm.nih.gov/pubmed/30781370
http://dx.doi.org/10.3390/molecules24040706
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author Castro, Paulo
Mendoza, Leonora
Vásquez, Claudio
Pereira, Paz Cornejo
Navarro, Freddy
Lizama, Karin
Santander, Rocío
Cotoras, Milena
author_facet Castro, Paulo
Mendoza, Leonora
Vásquez, Claudio
Pereira, Paz Cornejo
Navarro, Freddy
Lizama, Karin
Santander, Rocío
Cotoras, Milena
author_sort Castro, Paulo
collection PubMed
description In this work the enzyme laccase from Trametes versicolor was used to synthetize 2,6-dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone derivatives. Ten products with different substitutions in the aromatic ring were synthetized and characterized using (1)H- and (13)C-NMR and mass spectrometry. The 3,5-dichlorinated compound showed highest antifungal activity against the phytopathogen Botrytis cinerea, while the p-methoxylated compound had the lowest activity; however, the antifungal activity of the products was higher than the activity of the substrates of the reactions. Finally, the results suggested that these compounds produced damage in the fungal cell wall.
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spelling pubmed-64126312019-04-09 Antifungal Activity against Botrytis cinerea of 2,6-Dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone Derivatives Castro, Paulo Mendoza, Leonora Vásquez, Claudio Pereira, Paz Cornejo Navarro, Freddy Lizama, Karin Santander, Rocío Cotoras, Milena Molecules Article In this work the enzyme laccase from Trametes versicolor was used to synthetize 2,6-dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone derivatives. Ten products with different substitutions in the aromatic ring were synthetized and characterized using (1)H- and (13)C-NMR and mass spectrometry. The 3,5-dichlorinated compound showed highest antifungal activity against the phytopathogen Botrytis cinerea, while the p-methoxylated compound had the lowest activity; however, the antifungal activity of the products was higher than the activity of the substrates of the reactions. Finally, the results suggested that these compounds produced damage in the fungal cell wall. MDPI 2019-02-15 /pmc/articles/PMC6412631/ /pubmed/30781370 http://dx.doi.org/10.3390/molecules24040706 Text en © 2019 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
Castro, Paulo
Mendoza, Leonora
Vásquez, Claudio
Pereira, Paz Cornejo
Navarro, Freddy
Lizama, Karin
Santander, Rocío
Cotoras, Milena
Antifungal Activity against Botrytis cinerea of 2,6-Dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone Derivatives
title Antifungal Activity against Botrytis cinerea of 2,6-Dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone Derivatives
title_full Antifungal Activity against Botrytis cinerea of 2,6-Dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone Derivatives
title_fullStr Antifungal Activity against Botrytis cinerea of 2,6-Dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone Derivatives
title_full_unstemmed Antifungal Activity against Botrytis cinerea of 2,6-Dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone Derivatives
title_short Antifungal Activity against Botrytis cinerea of 2,6-Dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone Derivatives
title_sort antifungal activity against botrytis cinerea of 2,6-dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6412631/
https://www.ncbi.nlm.nih.gov/pubmed/30781370
http://dx.doi.org/10.3390/molecules24040706
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