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Isoeugenol and Hybrid Acetamides against Candida albicans Isolated from the Oral Cavity
Isougenol is a phytoconstituent found in several essential oils. Since many natural products are potent antimicrobials, the synthesis of hybrid molecules—combining the chemical skeleton of the phytochemical with synthetic groups—can generate substances with enhanced biological activity. Based on thi...
Autores principales: | , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7599878/ https://www.ncbi.nlm.nih.gov/pubmed/33023068 http://dx.doi.org/10.3390/ph13100291 |
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author | Medeiros, Daianne Oliveira-Júnior, José Nóbrega, Jefferson Cordeiro, Laísa Jardim, Jeane Souza, Helivaldo Silva, Gracielle Athayde-Filho, Petrônio Barbosa-Filho, José Scotti, Luciana Lima, Edeltrudes |
author_facet | Medeiros, Daianne Oliveira-Júnior, José Nóbrega, Jefferson Cordeiro, Laísa Jardim, Jeane Souza, Helivaldo Silva, Gracielle Athayde-Filho, Petrônio Barbosa-Filho, José Scotti, Luciana Lima, Edeltrudes |
author_sort | Medeiros, Daianne |
collection | PubMed |
description | Isougenol is a phytoconstituent found in several essential oils. Since many natural products are potent antimicrobials, the synthesis of hybrid molecules—combining the chemical skeleton of the phytochemical with synthetic groups—can generate substances with enhanced biological activity. Based on this, the objective of this study was to evaluate the antifungal activity of isoeugenol and hybrid acetamides against Candida albicans isolated from the oral cavity. The methodologies used were the determination of minimum inhibitory concentration (MIC), minimum fungicidal concentration (MFC), action on fungal micromorphology, interaction test with nystatin by the checkerboard method and molecular docking study with important enzymes in the maintenance of fungal viability. The synthetic molecules did not demonstrate significant antifungal activity in vitro. The isoeugenol MIC and MFC varied between 128 and 256 µg/mL, being the phytoconstituent able to interfere in the formation of blastoconid and chlamydoconid structures, important in the pathogenic process of the species. The molecular docking study revealed that isoeugenol is a potential inhibitor of the enzymes 14-α-demethylase and delta-14-sterol reductase, interfering in the fungal cell membrane biosynthesis. Thus, this research provides clearer expectations for future pharmacological studies with isoeugenol and derived molecules, aiming at its therapeutic application against infections caused by Candida spp. |
format | Online Article Text |
id | pubmed-7599878 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-75998782020-11-01 Isoeugenol and Hybrid Acetamides against Candida albicans Isolated from the Oral Cavity Medeiros, Daianne Oliveira-Júnior, José Nóbrega, Jefferson Cordeiro, Laísa Jardim, Jeane Souza, Helivaldo Silva, Gracielle Athayde-Filho, Petrônio Barbosa-Filho, José Scotti, Luciana Lima, Edeltrudes Pharmaceuticals (Basel) Article Isougenol is a phytoconstituent found in several essential oils. Since many natural products are potent antimicrobials, the synthesis of hybrid molecules—combining the chemical skeleton of the phytochemical with synthetic groups—can generate substances with enhanced biological activity. Based on this, the objective of this study was to evaluate the antifungal activity of isoeugenol and hybrid acetamides against Candida albicans isolated from the oral cavity. The methodologies used were the determination of minimum inhibitory concentration (MIC), minimum fungicidal concentration (MFC), action on fungal micromorphology, interaction test with nystatin by the checkerboard method and molecular docking study with important enzymes in the maintenance of fungal viability. The synthetic molecules did not demonstrate significant antifungal activity in vitro. The isoeugenol MIC and MFC varied between 128 and 256 µg/mL, being the phytoconstituent able to interfere in the formation of blastoconid and chlamydoconid structures, important in the pathogenic process of the species. The molecular docking study revealed that isoeugenol is a potential inhibitor of the enzymes 14-α-demethylase and delta-14-sterol reductase, interfering in the fungal cell membrane biosynthesis. Thus, this research provides clearer expectations for future pharmacological studies with isoeugenol and derived molecules, aiming at its therapeutic application against infections caused by Candida spp. MDPI 2020-10-03 /pmc/articles/PMC7599878/ /pubmed/33023068 http://dx.doi.org/10.3390/ph13100291 Text en © 2020 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 Medeiros, Daianne Oliveira-Júnior, José Nóbrega, Jefferson Cordeiro, Laísa Jardim, Jeane Souza, Helivaldo Silva, Gracielle Athayde-Filho, Petrônio Barbosa-Filho, José Scotti, Luciana Lima, Edeltrudes Isoeugenol and Hybrid Acetamides against Candida albicans Isolated from the Oral Cavity |
title | Isoeugenol and Hybrid Acetamides against Candida albicans Isolated from the Oral Cavity |
title_full | Isoeugenol and Hybrid Acetamides against Candida albicans Isolated from the Oral Cavity |
title_fullStr | Isoeugenol and Hybrid Acetamides against Candida albicans Isolated from the Oral Cavity |
title_full_unstemmed | Isoeugenol and Hybrid Acetamides against Candida albicans Isolated from the Oral Cavity |
title_short | Isoeugenol and Hybrid Acetamides against Candida albicans Isolated from the Oral Cavity |
title_sort | isoeugenol and hybrid acetamides against candida albicans isolated from the oral cavity |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7599878/ https://www.ncbi.nlm.nih.gov/pubmed/33023068 http://dx.doi.org/10.3390/ph13100291 |
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