Genome-Inspired Chemical Exploration of Marine Fungus <i>Aspergillus fumigatus</i> MF071

The marine-derived fungus <i>Aspergillus</i> <i>fumigatus</i> MF071, isolated from sediment collected from the Bohai Sea, China, yielded two new compounds 19<i>S</i>,20-epoxy-18-oxotryprostatin A (<b>1</b>) and 20-hydroxy-18-oxotryprostatin A (<b>...

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Main Authors: Jianying Han, Miaomiao Liu, Ian D. Jenkins, Xueting Liu, Lixin Zhang, Ronald J. Quinn, Yunjiang Feng
Format: Article
Language:English
Published: MDPI AG 2020-07-01
Series:Marine Drugs
Subjects:
Online Access:https://www.mdpi.com/1660-3397/18/7/352
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author Jianying Han
Miaomiao Liu
Ian D. Jenkins
Xueting Liu
Lixin Zhang
Ronald J. Quinn
Yunjiang Feng
author_facet Jianying Han
Miaomiao Liu
Ian D. Jenkins
Xueting Liu
Lixin Zhang
Ronald J. Quinn
Yunjiang Feng
author_sort Jianying Han
collection DOAJ
description The marine-derived fungus <i>Aspergillus</i> <i>fumigatus</i> MF071, isolated from sediment collected from the Bohai Sea, China, yielded two new compounds 19<i>S</i>,20-epoxy-18-oxotryprostatin A (<b>1</b>) and 20-hydroxy-18-oxotryprostatin A (<b>2</b>), in addition to 28 known compounds (<b>3</b>–<b>30</b>). The chemical structures were established on the basis of 1D, 2D NMR and HRESIMS spectroscopic data. This is the first report on NMR data of monomethylsulochrin-4-sulphate (<b>4</b>) and pseurotin H (<b>10</b>) as naturally occurring compounds. Compounds <b>15</b>, <b>16</b>, <b>20</b>, <b>23</b>, and <b>30</b> displayed weak antibacterial activity (minimum inhibitory concentration: 100 μg/mL). Compounds <b>18</b> and <b>19</b> exhibited strong activity against <i>S. aureus</i> (minimum inhibitory concentration: 6.25 and 3.13 μg/mL, respectively) and <i>E. coli</i> (minimum inhibitory concentration: 6.25 and 3.13 μg/mL, respectively). A genomic data analysis revealed the putative biosynthetic gene clusters <i>ftm</i> for fumitremorgins, <i>pso</i> for pseurotins, <i>fga</i> for fumigaclavines, and <i>hel</i> for helvolinic acid. These putative biosynthetic gene clusters fundamentally underpinned the enzymatic and mechanistic function study for the biosynthesis of these compounds. The current study reported two new compounds and biosynthetic gene clusters of fumitremorgins, pseurotins, fumigaclavines and helvolinic acid from <i>Aspergillus</i> <i>fumigatus</i> MF071.
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spelling doaj.art-f629e2bf1bec46839b8b697aeaae62182023-11-20T05:55:58ZengMDPI AGMarine Drugs1660-33972020-07-0118735210.3390/md18070352Genome-Inspired Chemical Exploration of Marine Fungus <i>Aspergillus fumigatus</i> MF071Jianying Han0Miaomiao Liu1Ian D. Jenkins2Xueting Liu3Lixin Zhang4Ronald J. Quinn5Yunjiang Feng6Griffith Institute for Drug Discovery, Griffith University, Brisbane, QLD 4111, AustraliaGriffith Institute for Drug Discovery, Griffith University, Brisbane, QLD 4111, AustraliaGriffith Institute for Drug Discovery, Griffith University, Brisbane, QLD 4111, AustraliaState Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, ChinaKey Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, ChinaGriffith Institute for Drug Discovery, Griffith University, Brisbane, QLD 4111, AustraliaGriffith Institute for Drug Discovery, Griffith University, Brisbane, QLD 4111, AustraliaThe marine-derived fungus <i>Aspergillus</i> <i>fumigatus</i> MF071, isolated from sediment collected from the Bohai Sea, China, yielded two new compounds 19<i>S</i>,20-epoxy-18-oxotryprostatin A (<b>1</b>) and 20-hydroxy-18-oxotryprostatin A (<b>2</b>), in addition to 28 known compounds (<b>3</b>–<b>30</b>). The chemical structures were established on the basis of 1D, 2D NMR and HRESIMS spectroscopic data. This is the first report on NMR data of monomethylsulochrin-4-sulphate (<b>4</b>) and pseurotin H (<b>10</b>) as naturally occurring compounds. Compounds <b>15</b>, <b>16</b>, <b>20</b>, <b>23</b>, and <b>30</b> displayed weak antibacterial activity (minimum inhibitory concentration: 100 μg/mL). Compounds <b>18</b> and <b>19</b> exhibited strong activity against <i>S. aureus</i> (minimum inhibitory concentration: 6.25 and 3.13 μg/mL, respectively) and <i>E. coli</i> (minimum inhibitory concentration: 6.25 and 3.13 μg/mL, respectively). A genomic data analysis revealed the putative biosynthetic gene clusters <i>ftm</i> for fumitremorgins, <i>pso</i> for pseurotins, <i>fga</i> for fumigaclavines, and <i>hel</i> for helvolinic acid. These putative biosynthetic gene clusters fundamentally underpinned the enzymatic and mechanistic function study for the biosynthesis of these compounds. The current study reported two new compounds and biosynthetic gene clusters of fumitremorgins, pseurotins, fumigaclavines and helvolinic acid from <i>Aspergillus</i> <i>fumigatus</i> MF071.https://www.mdpi.com/1660-3397/18/7/352<i>Aspergillus fumigatus</i>genome miningchemical diversityantimicrobial activitybiosynthetic gene clusterprenyltransferase
spellingShingle Jianying Han
Miaomiao Liu
Ian D. Jenkins
Xueting Liu
Lixin Zhang
Ronald J. Quinn
Yunjiang Feng
Genome-Inspired Chemical Exploration of Marine Fungus <i>Aspergillus fumigatus</i> MF071
Marine Drugs
<i>Aspergillus fumigatus</i>
genome mining
chemical diversity
antimicrobial activity
biosynthetic gene cluster
prenyltransferase
title Genome-Inspired Chemical Exploration of Marine Fungus <i>Aspergillus fumigatus</i> MF071
title_full Genome-Inspired Chemical Exploration of Marine Fungus <i>Aspergillus fumigatus</i> MF071
title_fullStr Genome-Inspired Chemical Exploration of Marine Fungus <i>Aspergillus fumigatus</i> MF071
title_full_unstemmed Genome-Inspired Chemical Exploration of Marine Fungus <i>Aspergillus fumigatus</i> MF071
title_short Genome-Inspired Chemical Exploration of Marine Fungus <i>Aspergillus fumigatus</i> MF071
title_sort genome inspired chemical exploration of marine fungus i aspergillus fumigatus i mf071
topic <i>Aspergillus fumigatus</i>
genome mining
chemical diversity
antimicrobial activity
biosynthetic gene cluster
prenyltransferase
url https://www.mdpi.com/1660-3397/18/7/352
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