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Antimicrobial Secondary Metabolites from the Seawater-Derived Fungus Aspergillus sydowii SW9
Marine-derived fungi are considered to be valuable producers of bioactive secondary metabolites used as lead compounds with medicinal importance. In this study, chemical investigation of the seawater-derived fungus Aspergillus sydowii SW9 led to the isolation and identification of one new quinazolin...
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/PMC6943586/ https://www.ncbi.nlm.nih.gov/pubmed/31888157 http://dx.doi.org/10.3390/molecules24244596 |
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author | Liu, Yu-Jing Zhang, Jian-Long Li, Chen Mu, Xue-Gen Liu, Xiao-Li Wang, Lei Zhao, Yan-Cui Zhang, Peng Li, Xiao-Dong Zhang, Xing-Xiao |
author_facet | Liu, Yu-Jing Zhang, Jian-Long Li, Chen Mu, Xue-Gen Liu, Xiao-Li Wang, Lei Zhao, Yan-Cui Zhang, Peng Li, Xiao-Dong Zhang, Xing-Xiao |
author_sort | Liu, Yu-Jing |
collection | PubMed |
description | Marine-derived fungi are considered to be valuable producers of bioactive secondary metabolites used as lead compounds with medicinal importance. In this study, chemical investigation of the seawater-derived fungus Aspergillus sydowii SW9 led to the isolation and identification of one new quinazolinone alkaloid, 2-(4-hydroxybenzyl)-4-(3-acetyl)quinazolin-one (1), one new aromatic bisabolene-type sesquiterpenoid, (2) and one new chorismic acid analogue (3), as well as two known alkaloids (compounds 4 and 5). Their structures were determined by extensive 1D/2D NMR and mass spectrometric data, and the absolute configurations of 2 and 3 were assigned by the analysis of ECD spectra aided by quantum chemical computations. Compounds 1, 2, and 4 exhibited selective inhibitory activities against the human pathogenic bacteria Escherichia coli, Staphylococcus aureus, S. epidermidis, and Streptococcus pneumoniae, with MIC values ranging from 2.0 to 16 μg/mL. |
format | Online Article Text |
id | pubmed-6943586 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-69435862020-01-10 Antimicrobial Secondary Metabolites from the Seawater-Derived Fungus Aspergillus sydowii SW9 Liu, Yu-Jing Zhang, Jian-Long Li, Chen Mu, Xue-Gen Liu, Xiao-Li Wang, Lei Zhao, Yan-Cui Zhang, Peng Li, Xiao-Dong Zhang, Xing-Xiao Molecules Article Marine-derived fungi are considered to be valuable producers of bioactive secondary metabolites used as lead compounds with medicinal importance. In this study, chemical investigation of the seawater-derived fungus Aspergillus sydowii SW9 led to the isolation and identification of one new quinazolinone alkaloid, 2-(4-hydroxybenzyl)-4-(3-acetyl)quinazolin-one (1), one new aromatic bisabolene-type sesquiterpenoid, (2) and one new chorismic acid analogue (3), as well as two known alkaloids (compounds 4 and 5). Their structures were determined by extensive 1D/2D NMR and mass spectrometric data, and the absolute configurations of 2 and 3 were assigned by the analysis of ECD spectra aided by quantum chemical computations. Compounds 1, 2, and 4 exhibited selective inhibitory activities against the human pathogenic bacteria Escherichia coli, Staphylococcus aureus, S. epidermidis, and Streptococcus pneumoniae, with MIC values ranging from 2.0 to 16 μg/mL. MDPI 2019-12-16 /pmc/articles/PMC6943586/ /pubmed/31888157 http://dx.doi.org/10.3390/molecules24244596 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 Liu, Yu-Jing Zhang, Jian-Long Li, Chen Mu, Xue-Gen Liu, Xiao-Li Wang, Lei Zhao, Yan-Cui Zhang, Peng Li, Xiao-Dong Zhang, Xing-Xiao Antimicrobial Secondary Metabolites from the Seawater-Derived Fungus Aspergillus sydowii SW9 |
title | Antimicrobial Secondary Metabolites from the Seawater-Derived Fungus Aspergillus sydowii SW9 |
title_full | Antimicrobial Secondary Metabolites from the Seawater-Derived Fungus Aspergillus sydowii SW9 |
title_fullStr | Antimicrobial Secondary Metabolites from the Seawater-Derived Fungus Aspergillus sydowii SW9 |
title_full_unstemmed | Antimicrobial Secondary Metabolites from the Seawater-Derived Fungus Aspergillus sydowii SW9 |
title_short | Antimicrobial Secondary Metabolites from the Seawater-Derived Fungus Aspergillus sydowii SW9 |
title_sort | antimicrobial secondary metabolites from the seawater-derived fungus aspergillus sydowii sw9 |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6943586/ https://www.ncbi.nlm.nih.gov/pubmed/31888157 http://dx.doi.org/10.3390/molecules24244596 |
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