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Structure-Activity Relationship of Dialkoxychalcones to Combat Fish Pathogen Saprolegnia australis
To investigate the anti-Saprolegnia activities of chalconic compounds, nine dialkoxychalcones 2–10, along with their key building block 2′,4′-dihydroxychalcone 1, were evaluated for their potential oomycide activities against Saprolegnia australis strains. The synthesis afforded a series of O-alkyla...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6100462/ https://www.ncbi.nlm.nih.gov/pubmed/29875340 http://dx.doi.org/10.3390/molecules23061377 |
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author | Montenegro, Iván Muñoz, Ociel Villena, Joan Werner, Enrique Mellado, Marco Ramírez, Ingrid Caro, Nelson Flores, Susana Madrid, Alejandro |
author_facet | Montenegro, Iván Muñoz, Ociel Villena, Joan Werner, Enrique Mellado, Marco Ramírez, Ingrid Caro, Nelson Flores, Susana Madrid, Alejandro |
author_sort | Montenegro, Iván |
collection | PubMed |
description | To investigate the anti-Saprolegnia activities of chalconic compounds, nine dialkoxychalcones 2–10, along with their key building block 2′,4′-dihydroxychalcone 1, were evaluated for their potential oomycide activities against Saprolegnia australis strains. The synthesis afforded a series of O-alkylated derivatives with typical chalcone skeletons. Compounds 4–10 were reported for the first time. Interestingly, analogue 8 with the new scaffold demonstrated remarkable in vitro growth-inhibitory activities against Saprolegnia strains, displaying greater anti-oomycete potency than the standard drugs used in the assay, namely fluconazole and bronopol. In contrast, a dramatic loss of activity was observed for O-alkylated derivatives 2, 3, 6, and 7. These findings have highlighted the therapeutic potential of the natural compound 1 scaffold to be exploitable as a drug lead with specific activity against various Saprolegnia strains. |
format | Online Article Text |
id | pubmed-6100462 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-61004622018-11-13 Structure-Activity Relationship of Dialkoxychalcones to Combat Fish Pathogen Saprolegnia australis Montenegro, Iván Muñoz, Ociel Villena, Joan Werner, Enrique Mellado, Marco Ramírez, Ingrid Caro, Nelson Flores, Susana Madrid, Alejandro Molecules Article To investigate the anti-Saprolegnia activities of chalconic compounds, nine dialkoxychalcones 2–10, along with their key building block 2′,4′-dihydroxychalcone 1, were evaluated for their potential oomycide activities against Saprolegnia australis strains. The synthesis afforded a series of O-alkylated derivatives with typical chalcone skeletons. Compounds 4–10 were reported for the first time. Interestingly, analogue 8 with the new scaffold demonstrated remarkable in vitro growth-inhibitory activities against Saprolegnia strains, displaying greater anti-oomycete potency than the standard drugs used in the assay, namely fluconazole and bronopol. In contrast, a dramatic loss of activity was observed for O-alkylated derivatives 2, 3, 6, and 7. These findings have highlighted the therapeutic potential of the natural compound 1 scaffold to be exploitable as a drug lead with specific activity against various Saprolegnia strains. MDPI 2018-06-07 /pmc/articles/PMC6100462/ /pubmed/29875340 http://dx.doi.org/10.3390/molecules23061377 Text en © 2018 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 Montenegro, Iván Muñoz, Ociel Villena, Joan Werner, Enrique Mellado, Marco Ramírez, Ingrid Caro, Nelson Flores, Susana Madrid, Alejandro Structure-Activity Relationship of Dialkoxychalcones to Combat Fish Pathogen Saprolegnia australis |
title | Structure-Activity Relationship of Dialkoxychalcones to Combat Fish Pathogen Saprolegnia australis |
title_full | Structure-Activity Relationship of Dialkoxychalcones to Combat Fish Pathogen Saprolegnia australis |
title_fullStr | Structure-Activity Relationship of Dialkoxychalcones to Combat Fish Pathogen Saprolegnia australis |
title_full_unstemmed | Structure-Activity Relationship of Dialkoxychalcones to Combat Fish Pathogen Saprolegnia australis |
title_short | Structure-Activity Relationship of Dialkoxychalcones to Combat Fish Pathogen Saprolegnia australis |
title_sort | structure-activity relationship of dialkoxychalcones to combat fish pathogen saprolegnia australis |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6100462/ https://www.ncbi.nlm.nih.gov/pubmed/29875340 http://dx.doi.org/10.3390/molecules23061377 |
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