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Structural Crystalline Characterization of Sakuranetin — An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae)
Bioactivity-guided fractionation of an antimicrobial active extract from twigs of Baccharis retusa C. DC. (Asteraceae) yielded the flavanone 5,4'-dihydroxy-7-methoxy-flavanone (sakuranetin) as responsible for the detected activity. The structure of the bioactive compound was established on the...
Autores principales: | , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271719/ https://www.ncbi.nlm.nih.gov/pubmed/24914898 http://dx.doi.org/10.3390/molecules19067528 |
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author | Grecco, Simone dos S. Dorigueto, Antônio C. Landre, Iara M. Soares, Marisi G. Martho, Kevin Lima, Ricardo Pascon, Renata C. Vallim, Marcelo A. Capello, Tabata M. Romoff, Paulete Sartorelli, Patricia Lago, João Henrique G. |
author_facet | Grecco, Simone dos S. Dorigueto, Antônio C. Landre, Iara M. Soares, Marisi G. Martho, Kevin Lima, Ricardo Pascon, Renata C. Vallim, Marcelo A. Capello, Tabata M. Romoff, Paulete Sartorelli, Patricia Lago, João Henrique G. |
author_sort | Grecco, Simone dos S. |
collection | PubMed |
description | Bioactivity-guided fractionation of an antimicrobial active extract from twigs of Baccharis retusa C. DC. (Asteraceae) yielded the flavanone 5,4'-dihydroxy-7-methoxy-flavanone (sakuranetin) as responsible for the detected activity. The structure of the bioactive compound was established on the basis of spectroscopic data analysis, including NMR and MS. Additionally, the structure of a new crystal form of sakuranetin was confirmed by X-ray diffratometry. The minimum inhibitory concentrations (MIC) of isolated compound were determined against pathogenic yeast belonging to the genus Candida (six species), Cryptococcus (two species/four serotypes) and S. cerevisiae BY 4742 (S288c background) and ranged from 0.32 to 0.63 μg/μL. Our results showed that sakuranetin, which structure was fully characterized, could be used as a tool for the design of novel and more efficacious antifungal agents. |
format | Online Article Text |
id | pubmed-6271719 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62717192018-12-21 Structural Crystalline Characterization of Sakuranetin — An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) Grecco, Simone dos S. Dorigueto, Antônio C. Landre, Iara M. Soares, Marisi G. Martho, Kevin Lima, Ricardo Pascon, Renata C. Vallim, Marcelo A. Capello, Tabata M. Romoff, Paulete Sartorelli, Patricia Lago, João Henrique G. Molecules Article Bioactivity-guided fractionation of an antimicrobial active extract from twigs of Baccharis retusa C. DC. (Asteraceae) yielded the flavanone 5,4'-dihydroxy-7-methoxy-flavanone (sakuranetin) as responsible for the detected activity. The structure of the bioactive compound was established on the basis of spectroscopic data analysis, including NMR and MS. Additionally, the structure of a new crystal form of sakuranetin was confirmed by X-ray diffratometry. The minimum inhibitory concentrations (MIC) of isolated compound were determined against pathogenic yeast belonging to the genus Candida (six species), Cryptococcus (two species/four serotypes) and S. cerevisiae BY 4742 (S288c background) and ranged from 0.32 to 0.63 μg/μL. Our results showed that sakuranetin, which structure was fully characterized, could be used as a tool for the design of novel and more efficacious antifungal agents. MDPI 2014-06-06 /pmc/articles/PMC6271719/ /pubmed/24914898 http://dx.doi.org/10.3390/molecules19067528 Text en © 2014 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 license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Article Grecco, Simone dos S. Dorigueto, Antônio C. Landre, Iara M. Soares, Marisi G. Martho, Kevin Lima, Ricardo Pascon, Renata C. Vallim, Marcelo A. Capello, Tabata M. Romoff, Paulete Sartorelli, Patricia Lago, João Henrique G. Structural Crystalline Characterization of Sakuranetin — An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) |
title | Structural Crystalline Characterization of Sakuranetin — An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) |
title_full | Structural Crystalline Characterization of Sakuranetin — An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) |
title_fullStr | Structural Crystalline Characterization of Sakuranetin — An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) |
title_full_unstemmed | Structural Crystalline Characterization of Sakuranetin — An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) |
title_short | Structural Crystalline Characterization of Sakuranetin — An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) |
title_sort | structural crystalline characterization of sakuranetin — an antimicrobial flavanone from twigs of baccharis retusa (asteraceae) |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271719/ https://www.ncbi.nlm.nih.gov/pubmed/24914898 http://dx.doi.org/10.3390/molecules19067528 |
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