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New Bis-Alkenoic Acid Derivatives from a Marine-Derived Fungus Fusarium solani H915

Fusarium solani H915 is a fungus derived from mangrove sediments. From its ethyl acetate extract, a new alkenoic acid, fusaridioic acid A (1), three new bis-alkenoic acid esters, namely, fusariumester A(1) (2), A(2) (3) and B (4), together with three known compounds (5–7), were isolated. The structu...

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Autores principales: Liu, Shun-Zhi, Yan, Xia, Tang, Xi-Xiang, Lin, Jin-Guo, Qiu, Ying-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6316767/
https://www.ncbi.nlm.nih.gov/pubmed/30513984
http://dx.doi.org/10.3390/md16120483
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author Liu, Shun-Zhi
Yan, Xia
Tang, Xi-Xiang
Lin, Jin-Guo
Qiu, Ying-Kun
author_facet Liu, Shun-Zhi
Yan, Xia
Tang, Xi-Xiang
Lin, Jin-Guo
Qiu, Ying-Kun
author_sort Liu, Shun-Zhi
collection PubMed
description Fusarium solani H915 is a fungus derived from mangrove sediments. From its ethyl acetate extract, a new alkenoic acid, fusaridioic acid A (1), three new bis-alkenoic acid esters, namely, fusariumester A(1) (2), A(2) (3) and B (4), together with three known compounds (5–7), were isolated. The structures of the new compounds were comprehensively characterized by high resolution electrospray ionization-mass spectrometry (HR-ESI-MS), 1D and 2D nuclear magnetic resonance (NMR). Additionally, the antifungal activities against tea pathogenic fungi Pestalotiopsis theae and Colletotrichum gloeosporioides were studied. The new compound, 4, containing a β-lactone ring, exhibited moderate inhibitory activity against P. theae, with an MIC of 50 μg/disc. Hymeglusin (6), a typical β-lactone antibiotic and a terpenoid alkaloid, equisetin (7), exhibited potent inhibitory activities against both fungal species. The isolated compounds were evaluated for their effects on zebrafish embryo development. Equisetin clearly imparted toxic effect on zebrafish even at low concentrations. However, none of the alkenoic acid derivatives exhibited significant toxicity to zebrafish eggs, embryos, or larvae. Thus, the β-lactone containing alkenoic acid derivatives from F. solani H915 are low in toxicity and are potent antifungal agents against tea pathogenic fungi.
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spelling pubmed-63167672019-01-10 New Bis-Alkenoic Acid Derivatives from a Marine-Derived Fungus Fusarium solani H915 Liu, Shun-Zhi Yan, Xia Tang, Xi-Xiang Lin, Jin-Guo Qiu, Ying-Kun Mar Drugs Article Fusarium solani H915 is a fungus derived from mangrove sediments. From its ethyl acetate extract, a new alkenoic acid, fusaridioic acid A (1), three new bis-alkenoic acid esters, namely, fusariumester A(1) (2), A(2) (3) and B (4), together with three known compounds (5–7), were isolated. The structures of the new compounds were comprehensively characterized by high resolution electrospray ionization-mass spectrometry (HR-ESI-MS), 1D and 2D nuclear magnetic resonance (NMR). Additionally, the antifungal activities against tea pathogenic fungi Pestalotiopsis theae and Colletotrichum gloeosporioides were studied. The new compound, 4, containing a β-lactone ring, exhibited moderate inhibitory activity against P. theae, with an MIC of 50 μg/disc. Hymeglusin (6), a typical β-lactone antibiotic and a terpenoid alkaloid, equisetin (7), exhibited potent inhibitory activities against both fungal species. The isolated compounds were evaluated for their effects on zebrafish embryo development. Equisetin clearly imparted toxic effect on zebrafish even at low concentrations. However, none of the alkenoic acid derivatives exhibited significant toxicity to zebrafish eggs, embryos, or larvae. Thus, the β-lactone containing alkenoic acid derivatives from F. solani H915 are low in toxicity and are potent antifungal agents against tea pathogenic fungi. MDPI 2018-12-03 /pmc/articles/PMC6316767/ /pubmed/30513984 http://dx.doi.org/10.3390/md16120483 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
Liu, Shun-Zhi
Yan, Xia
Tang, Xi-Xiang
Lin, Jin-Guo
Qiu, Ying-Kun
New Bis-Alkenoic Acid Derivatives from a Marine-Derived Fungus Fusarium solani H915
title New Bis-Alkenoic Acid Derivatives from a Marine-Derived Fungus Fusarium solani H915
title_full New Bis-Alkenoic Acid Derivatives from a Marine-Derived Fungus Fusarium solani H915
title_fullStr New Bis-Alkenoic Acid Derivatives from a Marine-Derived Fungus Fusarium solani H915
title_full_unstemmed New Bis-Alkenoic Acid Derivatives from a Marine-Derived Fungus Fusarium solani H915
title_short New Bis-Alkenoic Acid Derivatives from a Marine-Derived Fungus Fusarium solani H915
title_sort new bis-alkenoic acid derivatives from a marine-derived fungus fusarium solani h915
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6316767/
https://www.ncbi.nlm.nih.gov/pubmed/30513984
http://dx.doi.org/10.3390/md16120483
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