The Discovery of Actinospene, a New Polyene Macrolide with Broad Activity against Plant Fungal Pathogens and Pathogenic Yeasts

Phytopathogenic fungi infect crops, presenting a worldwide threat to agriculture. Polyene macrolides are one of the most effective antifungal agents applied in human therapy and crop protection. In this study, we found a cryptic polyene biosynthetic gene cluster in <i>Actinokineospora sphecios...

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Autores principales: Ying Tang, Cuiyang Zhang, Tianqi Cui, Ping Lei, Zhaohui Guo, Hailong Wang, Qingshu Liu
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Publicado: MDPI AG 2021
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spelling oai:doaj.org-article:87b71c72d34243659f90b09f1bb49d012021-11-25T18:29:15ZThe Discovery of Actinospene, a New Polyene Macrolide with Broad Activity against Plant Fungal Pathogens and Pathogenic Yeasts10.3390/molecules262270201420-3049https://doaj.org/article/87b71c72d34243659f90b09f1bb49d012021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/22/7020https://doaj.org/toc/1420-3049Phytopathogenic fungi infect crops, presenting a worldwide threat to agriculture. Polyene macrolides are one of the most effective antifungal agents applied in human therapy and crop protection. In this study, we found a cryptic polyene biosynthetic gene cluster in <i>Actinokineospora spheciospongiae</i> by genome mining. Then, this gene cluster was activated via varying fermentation conditions, leading to the discovery of new polyene actinospene (<b>1</b>), which was subsequently isolated and its structure determined through spectroscopic techniques including UV, HR-MS, and NMR. The absolute configuration was confirmed by comparing the calculated and experimental electronic circular dichroism (ECD) spectra. Unlike known polyene macrolides, actinospene (<b>1</b>) demonstrated more versatile post-assembling decorations including two epoxide groups and an unusual isobutenyl side chain. In bioassays, actinospene (<b>1</b>) showed a broad spectrum of antifungal activity against several plant fungal pathogens as well as pathogenic yeasts with minimum inhibitory concentrations ranging between 2 and 10 μg/mL.Ying TangCuiyang ZhangTianqi CuiPing LeiZhaohui GuoHailong WangQingshu LiuMDPI AGarticlepolyene macrolideactinospenegenome mining<i>Actinokineospora spheciospongiae</i>antifungal activitycryptic gene clusterOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 7020, p 7020 (2021)
institution DOAJ
collection DOAJ
language EN
topic polyene macrolide
actinospene
genome mining
<i>Actinokineospora spheciospongiae</i>
antifungal activity
cryptic gene cluster
Organic chemistry
QD241-441
spellingShingle polyene macrolide
actinospene
genome mining
<i>Actinokineospora spheciospongiae</i>
antifungal activity
cryptic gene cluster
Organic chemistry
QD241-441
Ying Tang
Cuiyang Zhang
Tianqi Cui
Ping Lei
Zhaohui Guo
Hailong Wang
Qingshu Liu
The Discovery of Actinospene, a New Polyene Macrolide with Broad Activity against Plant Fungal Pathogens and Pathogenic Yeasts
description Phytopathogenic fungi infect crops, presenting a worldwide threat to agriculture. Polyene macrolides are one of the most effective antifungal agents applied in human therapy and crop protection. In this study, we found a cryptic polyene biosynthetic gene cluster in <i>Actinokineospora spheciospongiae</i> by genome mining. Then, this gene cluster was activated via varying fermentation conditions, leading to the discovery of new polyene actinospene (<b>1</b>), which was subsequently isolated and its structure determined through spectroscopic techniques including UV, HR-MS, and NMR. The absolute configuration was confirmed by comparing the calculated and experimental electronic circular dichroism (ECD) spectra. Unlike known polyene macrolides, actinospene (<b>1</b>) demonstrated more versatile post-assembling decorations including two epoxide groups and an unusual isobutenyl side chain. In bioassays, actinospene (<b>1</b>) showed a broad spectrum of antifungal activity against several plant fungal pathogens as well as pathogenic yeasts with minimum inhibitory concentrations ranging between 2 and 10 μg/mL.
format article
author Ying Tang
Cuiyang Zhang
Tianqi Cui
Ping Lei
Zhaohui Guo
Hailong Wang
Qingshu Liu
author_facet Ying Tang
Cuiyang Zhang
Tianqi Cui
Ping Lei
Zhaohui Guo
Hailong Wang
Qingshu Liu
author_sort Ying Tang
title The Discovery of Actinospene, a New Polyene Macrolide with Broad Activity against Plant Fungal Pathogens and Pathogenic Yeasts
title_short The Discovery of Actinospene, a New Polyene Macrolide with Broad Activity against Plant Fungal Pathogens and Pathogenic Yeasts
title_full The Discovery of Actinospene, a New Polyene Macrolide with Broad Activity against Plant Fungal Pathogens and Pathogenic Yeasts
title_fullStr The Discovery of Actinospene, a New Polyene Macrolide with Broad Activity against Plant Fungal Pathogens and Pathogenic Yeasts
title_full_unstemmed The Discovery of Actinospene, a New Polyene Macrolide with Broad Activity against Plant Fungal Pathogens and Pathogenic Yeasts
title_sort discovery of actinospene, a new polyene macrolide with broad activity against plant fungal pathogens and pathogenic yeasts
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/87b71c72d34243659f90b09f1bb49d01
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