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Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus Botryosphaeria ramosa L29
Four new isocoumarin derivatives, botryospyrones A (1), B (2), C (3), and D (4), and a new natural tryptamine, (3aS, 8aS)-1-acetyl-1, 2, 3, 3a, 8, 8a-hexahydropyrrolo [2,3b] indol-3a-ol (5), were isolated from a marine mangrove endophytic fungus Botryosphaeria ramosa L29, obtained from the leaf of M...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6410081/ https://www.ncbi.nlm.nih.gov/pubmed/30717119 http://dx.doi.org/10.3390/md17020088 |
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author | Wu, Zhihui Chen, Jiaqing Zhang, Xiaolin Chen, Zelin Li, Tong She, Zhigang Ding, Weijia Li, Chunyuan |
author_facet | Wu, Zhihui Chen, Jiaqing Zhang, Xiaolin Chen, Zelin Li, Tong She, Zhigang Ding, Weijia Li, Chunyuan |
author_sort | Wu, Zhihui |
collection | PubMed |
description | Four new isocoumarin derivatives, botryospyrones A (1), B (2), C (3), and D (4), and a new natural tryptamine, (3aS, 8aS)-1-acetyl-1, 2, 3, 3a, 8, 8a-hexahydropyrrolo [2,3b] indol-3a-ol (5), were isolated from a marine mangrove endophytic fungus Botryosphaeria ramosa L29, obtained from the leaf of Myoporum bontioides. Their structures were elucidated using spectroscopic analysis. The absolute configurations of compounds 3, 4, and 5 were determined by comparison of their circular dichroism (CD) spectra with the calculated data. The inhibitory activities of compound 1 on Fusarium oxysporum, of compounds 2 and 3 on F. oxysporum and Fusarium graminearum, and of compound 5 on F. oxysporum, Penicillium italicum, and F. graminearum were higher than those of triadimefon, widely used as an agricultural fungicide. Compound 5 was produced after using the strategy we called “using inhibitory stress from components of the host” (UISCH), wherein (2R, 3R)-3, 5, 7-trihydroxyflavanone 3-acetate, a component of M. bontioides with weak growth inhibitory activity towards B. ramosa L29, was introduced into the culture medium. |
format | Online Article Text |
id | pubmed-6410081 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-64100812019-03-29 Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus Botryosphaeria ramosa L29 Wu, Zhihui Chen, Jiaqing Zhang, Xiaolin Chen, Zelin Li, Tong She, Zhigang Ding, Weijia Li, Chunyuan Mar Drugs Article Four new isocoumarin derivatives, botryospyrones A (1), B (2), C (3), and D (4), and a new natural tryptamine, (3aS, 8aS)-1-acetyl-1, 2, 3, 3a, 8, 8a-hexahydropyrrolo [2,3b] indol-3a-ol (5), were isolated from a marine mangrove endophytic fungus Botryosphaeria ramosa L29, obtained from the leaf of Myoporum bontioides. Their structures were elucidated using spectroscopic analysis. The absolute configurations of compounds 3, 4, and 5 were determined by comparison of their circular dichroism (CD) spectra with the calculated data. The inhibitory activities of compound 1 on Fusarium oxysporum, of compounds 2 and 3 on F. oxysporum and Fusarium graminearum, and of compound 5 on F. oxysporum, Penicillium italicum, and F. graminearum were higher than those of triadimefon, widely used as an agricultural fungicide. Compound 5 was produced after using the strategy we called “using inhibitory stress from components of the host” (UISCH), wherein (2R, 3R)-3, 5, 7-trihydroxyflavanone 3-acetate, a component of M. bontioides with weak growth inhibitory activity towards B. ramosa L29, was introduced into the culture medium. MDPI 2019-02-01 /pmc/articles/PMC6410081/ /pubmed/30717119 http://dx.doi.org/10.3390/md17020088 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 Wu, Zhihui Chen, Jiaqing Zhang, Xiaolin Chen, Zelin Li, Tong She, Zhigang Ding, Weijia Li, Chunyuan Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus Botryosphaeria ramosa L29 |
title | Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus Botryosphaeria ramosa L29 |
title_full | Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus Botryosphaeria ramosa L29 |
title_fullStr | Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus Botryosphaeria ramosa L29 |
title_full_unstemmed | Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus Botryosphaeria ramosa L29 |
title_short | Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus Botryosphaeria ramosa L29 |
title_sort | four new isocoumarins and a new natural tryptamine with antifungal activities from a mangrove endophytic fungus botryosphaeria ramosa l29 |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6410081/ https://www.ncbi.nlm.nih.gov/pubmed/30717119 http://dx.doi.org/10.3390/md17020088 |
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