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Antifungal Activity of Eugenol Derivatives against Botrytis Cinerea
Botrytis cinerea is a worldwide spread fungus that causes the grey mold disease, which is considered the most important factor in postharvest losses in fresh fruit crops. Consequently, the control of gray mold is a matter of current and relevant interest for agricultural industries. In this work, a...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6479685/ https://www.ncbi.nlm.nih.gov/pubmed/30934962 http://dx.doi.org/10.3390/molecules24071239 |
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author | Olea, Andrés F. Bravo, Angelica Martínez, Rolando Thomas, Mario Sedan, Claudia Espinoza, Luis Zambrano, Elisabeth Carvajal, Denisse Silva-Moreno, Evelyn Carrasco, Héctor |
author_facet | Olea, Andrés F. Bravo, Angelica Martínez, Rolando Thomas, Mario Sedan, Claudia Espinoza, Luis Zambrano, Elisabeth Carvajal, Denisse Silva-Moreno, Evelyn Carrasco, Héctor |
author_sort | Olea, Andrés F. |
collection | PubMed |
description | Botrytis cinerea is a worldwide spread fungus that causes the grey mold disease, which is considered the most important factor in postharvest losses in fresh fruit crops. Consequently, the control of gray mold is a matter of current and relevant interest for agricultural industries. In this work, a series of phenylpropanoids derived from eugenol were synthesized and characterized. Their effects on the mycelial growth of a virulent and multi-resistant isolate of B. cinerea (PN2) have been evaluated and IC(50) values for the most active compounds range between 31–95 ppm. The antifungal activity exhibited by these compounds is strongly related to their chemical structure, i.e., increasing activity has been obtained by isomerization of the double bond or introduction of a nitro group on the aromatic ring. Based on the relationship between the fungicide activities and chemical structure, a mechanism of action is proposed. Finally, the activity of these compounds is higher than that reported for the commercial fungicide BC-1000 that is currently employed to combat this disease. Thus, our results suggest that these compounds are potential candidates to be used in the design of new and effective control with inspired natural compounds of this pathogen. |
format | Online Article Text |
id | pubmed-6479685 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-64796852019-04-30 Antifungal Activity of Eugenol Derivatives against Botrytis Cinerea Olea, Andrés F. Bravo, Angelica Martínez, Rolando Thomas, Mario Sedan, Claudia Espinoza, Luis Zambrano, Elisabeth Carvajal, Denisse Silva-Moreno, Evelyn Carrasco, Héctor Molecules Article Botrytis cinerea is a worldwide spread fungus that causes the grey mold disease, which is considered the most important factor in postharvest losses in fresh fruit crops. Consequently, the control of gray mold is a matter of current and relevant interest for agricultural industries. In this work, a series of phenylpropanoids derived from eugenol were synthesized and characterized. Their effects on the mycelial growth of a virulent and multi-resistant isolate of B. cinerea (PN2) have been evaluated and IC(50) values for the most active compounds range between 31–95 ppm. The antifungal activity exhibited by these compounds is strongly related to their chemical structure, i.e., increasing activity has been obtained by isomerization of the double bond or introduction of a nitro group on the aromatic ring. Based on the relationship between the fungicide activities and chemical structure, a mechanism of action is proposed. Finally, the activity of these compounds is higher than that reported for the commercial fungicide BC-1000 that is currently employed to combat this disease. Thus, our results suggest that these compounds are potential candidates to be used in the design of new and effective control with inspired natural compounds of this pathogen. MDPI 2019-03-29 /pmc/articles/PMC6479685/ /pubmed/30934962 http://dx.doi.org/10.3390/molecules24071239 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 Olea, Andrés F. Bravo, Angelica Martínez, Rolando Thomas, Mario Sedan, Claudia Espinoza, Luis Zambrano, Elisabeth Carvajal, Denisse Silva-Moreno, Evelyn Carrasco, Héctor Antifungal Activity of Eugenol Derivatives against Botrytis Cinerea |
title | Antifungal Activity of Eugenol Derivatives against Botrytis Cinerea |
title_full | Antifungal Activity of Eugenol Derivatives against Botrytis Cinerea |
title_fullStr | Antifungal Activity of Eugenol Derivatives against Botrytis Cinerea |
title_full_unstemmed | Antifungal Activity of Eugenol Derivatives against Botrytis Cinerea |
title_short | Antifungal Activity of Eugenol Derivatives against Botrytis Cinerea |
title_sort | antifungal activity of eugenol derivatives against botrytis cinerea |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6479685/ https://www.ncbi.nlm.nih.gov/pubmed/30934962 http://dx.doi.org/10.3390/molecules24071239 |
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