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In Vitro Antifungal Activity and Toxicity of Dihydrocarvone-Hybrid Derivatives against Monilinia fructicola

The aim of this study was to synthesize a series of novel and known dihydrocarvone-hybrid derivatives (2–9) and to evaluate mycelial growth activity of hybrid molecules against two strains of Monilinia fructicola, as well as their toxicity. Dihydrocarvone-hybrid derivatives have been synthesized und...

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Autores principales: Díaz, Katy, Werner, Enrique, Besoain, Ximena, Flores, Susana, Donoso, Viviana, Said, Bastian, Caro, Nelson, Vega, Ernesto, Montenegro, Iván, Madrid, Alejandro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8300761/
https://www.ncbi.nlm.nih.gov/pubmed/34356739
http://dx.doi.org/10.3390/antibiotics10070818
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author Díaz, Katy
Werner, Enrique
Besoain, Ximena
Flores, Susana
Donoso, Viviana
Said, Bastian
Caro, Nelson
Vega, Ernesto
Montenegro, Iván
Madrid, Alejandro
author_facet Díaz, Katy
Werner, Enrique
Besoain, Ximena
Flores, Susana
Donoso, Viviana
Said, Bastian
Caro, Nelson
Vega, Ernesto
Montenegro, Iván
Madrid, Alejandro
author_sort Díaz, Katy
collection PubMed
description The aim of this study was to synthesize a series of novel and known dihydrocarvone-hybrid derivatives (2–9) and to evaluate mycelial growth activity of hybrid molecules against two strains of Monilinia fructicola, as well as their toxicity. Dihydrocarvone-hybrid derivatives have been synthesized under sonication conditions and characterized by FTIR, NMR, and HRMS. Antifungal efficacy against both strains of M. fructicola was determined by half maximal effective concentration (EC(50)) and toxicity using the brine shrimp lethality test (BSLT). Among the synthesized compounds, 7 and 8 showed the best activity against both strains of M. fructicola with EC(50) values of 148.1 and 145.9 µg/mL for strain 1 and 18.1 and 15.7 µg/mL for strain 2, respectively, compared to BC 1000(®) (commercial organic fungicide) but lower than Mystic(®) 520 SC. However, these compounds showed low toxicity values, 910 and 890 µg/mL, respectively, compared to Mystic(®) 520 SC, which was highly toxic. Based on the results, these hybrid compounds could be considered for the development of more active, less toxic, and environmentally friendly antifungal agents against phytopathogenic fungi.
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spelling pubmed-83007612021-07-24 In Vitro Antifungal Activity and Toxicity of Dihydrocarvone-Hybrid Derivatives against Monilinia fructicola Díaz, Katy Werner, Enrique Besoain, Ximena Flores, Susana Donoso, Viviana Said, Bastian Caro, Nelson Vega, Ernesto Montenegro, Iván Madrid, Alejandro Antibiotics (Basel) Communication The aim of this study was to synthesize a series of novel and known dihydrocarvone-hybrid derivatives (2–9) and to evaluate mycelial growth activity of hybrid molecules against two strains of Monilinia fructicola, as well as their toxicity. Dihydrocarvone-hybrid derivatives have been synthesized under sonication conditions and characterized by FTIR, NMR, and HRMS. Antifungal efficacy against both strains of M. fructicola was determined by half maximal effective concentration (EC(50)) and toxicity using the brine shrimp lethality test (BSLT). Among the synthesized compounds, 7 and 8 showed the best activity against both strains of M. fructicola with EC(50) values of 148.1 and 145.9 µg/mL for strain 1 and 18.1 and 15.7 µg/mL for strain 2, respectively, compared to BC 1000(®) (commercial organic fungicide) but lower than Mystic(®) 520 SC. However, these compounds showed low toxicity values, 910 and 890 µg/mL, respectively, compared to Mystic(®) 520 SC, which was highly toxic. Based on the results, these hybrid compounds could be considered for the development of more active, less toxic, and environmentally friendly antifungal agents against phytopathogenic fungi. MDPI 2021-07-06 /pmc/articles/PMC8300761/ /pubmed/34356739 http://dx.doi.org/10.3390/antibiotics10070818 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Díaz, Katy
Werner, Enrique
Besoain, Ximena
Flores, Susana
Donoso, Viviana
Said, Bastian
Caro, Nelson
Vega, Ernesto
Montenegro, Iván
Madrid, Alejandro
In Vitro Antifungal Activity and Toxicity of Dihydrocarvone-Hybrid Derivatives against Monilinia fructicola
title In Vitro Antifungal Activity and Toxicity of Dihydrocarvone-Hybrid Derivatives against Monilinia fructicola
title_full In Vitro Antifungal Activity and Toxicity of Dihydrocarvone-Hybrid Derivatives against Monilinia fructicola
title_fullStr In Vitro Antifungal Activity and Toxicity of Dihydrocarvone-Hybrid Derivatives against Monilinia fructicola
title_full_unstemmed In Vitro Antifungal Activity and Toxicity of Dihydrocarvone-Hybrid Derivatives against Monilinia fructicola
title_short In Vitro Antifungal Activity and Toxicity of Dihydrocarvone-Hybrid Derivatives against Monilinia fructicola
title_sort in vitro antifungal activity and toxicity of dihydrocarvone-hybrid derivatives against monilinia fructicola
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8300761/
https://www.ncbi.nlm.nih.gov/pubmed/34356739
http://dx.doi.org/10.3390/antibiotics10070818
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