Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Wu, Zhihui, Chen, Jiaqing, Zhang, Xiaolin, Chen, Zelin, Li, Tong, She, Zhigang, Ding, Weijia, Li, Chunyuan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
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
_version_ 1783402152277835776
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
work_keys_str_mv AT wuzhihui fournewisocoumarinsandanewnaturaltryptaminewithantifungalactivitiesfromamangroveendophyticfungusbotryosphaeriaramosal29
AT chenjiaqing fournewisocoumarinsandanewnaturaltryptaminewithantifungalactivitiesfromamangroveendophyticfungusbotryosphaeriaramosal29
AT zhangxiaolin fournewisocoumarinsandanewnaturaltryptaminewithantifungalactivitiesfromamangroveendophyticfungusbotryosphaeriaramosal29
AT chenzelin fournewisocoumarinsandanewnaturaltryptaminewithantifungalactivitiesfromamangroveendophyticfungusbotryosphaeriaramosal29
AT litong fournewisocoumarinsandanewnaturaltryptaminewithantifungalactivitiesfromamangroveendophyticfungusbotryosphaeriaramosal29
AT shezhigang fournewisocoumarinsandanewnaturaltryptaminewithantifungalactivitiesfromamangroveendophyticfungusbotryosphaeriaramosal29
AT dingweijia fournewisocoumarinsandanewnaturaltryptaminewithantifungalactivitiesfromamangroveendophyticfungusbotryosphaeriaramosal29
AT lichunyuan fournewisocoumarinsandanewnaturaltryptaminewithantifungalactivitiesfromamangroveendophyticfungusbotryosphaeriaramosal29