Aromatic Polyketides from a Symbiotic Strain <i>Aspergillus fumigatus</i> D and Characterization of Their Biosynthetic Gene <i>D8.t287</i>
The chemical investigation of one symbiotic strain, <i>Aspergillus fumigatus</i> D, from the coastal plant <i>Edgeworthia chrysantha</i> Lindl led to the isolation of eight compounds (<b>1</b>–<b>8</b>), which were respectively identified as rubrofusar...
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| Format: | Article |
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MDPI AG
2020-06-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/18/6/324 |
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| author | Yi Hua Rui Pan Xuelian Bai Bin Wei Jianwei Chen Hong Wang Huawei Zhang |
| author_facet | Yi Hua Rui Pan Xuelian Bai Bin Wei Jianwei Chen Hong Wang Huawei Zhang |
| author_sort | Yi Hua |
| collection | DOAJ |
| description | The chemical investigation of one symbiotic strain, <i>Aspergillus fumigatus</i> D, from the coastal plant <i>Edgeworthia chrysantha</i> Lindl led to the isolation of eight compounds (<b>1</b>–<b>8</b>), which were respectively identified as rubrofusarin B (<b>1</b>), alternariol 9-<i>O</i>-methyl ether (<b>2</b>), fonsecinone D (<b>3</b>), asperpyrone A (<b>4</b>), asperpyrone D (<b>5</b>), fonsecinone B (<b>6</b>), fonsecinone A (<b>7</b>), and aurasperone A (<b>8</b>) by a combination of spectroscopic methods (1D NMR and ESI-MS) as well as by comparison with the literature data. An antimicrobial assay showed that these aromatic polyketides exhibited no remarkable inhibitory effect on <i>Escherichia coli</i>, <i>Staphyloccocus aureus</i> and <i>Candida albicans</i>. The genomic feature of strain D was analyzed, as well as its biosynthetic gene clusters, using antibiotics and Secondary Metabolite Analysis Shell 5.1.2 (antiSMASH). Plausible biosynthetic pathways for dimeric naphtho-<i>γ</i>-pyrones <b>3</b>–<b>8</b> were first proposed in this work. A non-reducing polyketide synthase (PKS) gene <i>D8.t287</i> responsible for the biosynthesis of these aromatic polyketides <b>1</b>–<b>8</b> was identified and characterized by target gene knockout experiment and UPLC-MS analysis. |
| first_indexed | 2024-03-10T19:00:17Z |
| format | Article |
| id | doaj.art-77367b6ecb2644d0ba627b63a4759bc3 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-03-10T19:00:17Z |
| publishDate | 2020-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-77367b6ecb2644d0ba627b63a4759bc32023-11-20T04:28:04ZengMDPI AGMarine Drugs1660-33972020-06-0118632410.3390/md18060324Aromatic Polyketides from a Symbiotic Strain <i>Aspergillus fumigatus</i> D and Characterization of Their Biosynthetic Gene <i>D8.t287</i>Yi Hua0Rui Pan1Xuelian Bai2Bin Wei3Jianwei Chen4Hong Wang5Huawei Zhang6School of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, ChinaSchool of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, ChinaCollege of Life and Environmental Sciences, Hangzhou Normal University, Hangzhou 310036, ChinaSchool of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, ChinaSchool of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, ChinaSchool of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, ChinaSchool of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, ChinaThe chemical investigation of one symbiotic strain, <i>Aspergillus fumigatus</i> D, from the coastal plant <i>Edgeworthia chrysantha</i> Lindl led to the isolation of eight compounds (<b>1</b>–<b>8</b>), which were respectively identified as rubrofusarin B (<b>1</b>), alternariol 9-<i>O</i>-methyl ether (<b>2</b>), fonsecinone D (<b>3</b>), asperpyrone A (<b>4</b>), asperpyrone D (<b>5</b>), fonsecinone B (<b>6</b>), fonsecinone A (<b>7</b>), and aurasperone A (<b>8</b>) by a combination of spectroscopic methods (1D NMR and ESI-MS) as well as by comparison with the literature data. An antimicrobial assay showed that these aromatic polyketides exhibited no remarkable inhibitory effect on <i>Escherichia coli</i>, <i>Staphyloccocus aureus</i> and <i>Candida albicans</i>. The genomic feature of strain D was analyzed, as well as its biosynthetic gene clusters, using antibiotics and Secondary Metabolite Analysis Shell 5.1.2 (antiSMASH). Plausible biosynthetic pathways for dimeric naphtho-<i>γ</i>-pyrones <b>3</b>–<b>8</b> were first proposed in this work. A non-reducing polyketide synthase (PKS) gene <i>D8.t287</i> responsible for the biosynthesis of these aromatic polyketides <b>1</b>–<b>8</b> was identified and characterized by target gene knockout experiment and UPLC-MS analysis.https://www.mdpi.com/1660-3397/18/6/324<i>Aspergillus fumigatus</i>symbiotic microbearomatic polyketidegenome sequencingbiosynthesis |
| spellingShingle | Yi Hua Rui Pan Xuelian Bai Bin Wei Jianwei Chen Hong Wang Huawei Zhang Aromatic Polyketides from a Symbiotic Strain <i>Aspergillus fumigatus</i> D and Characterization of Their Biosynthetic Gene <i>D8.t287</i> Marine Drugs <i>Aspergillus fumigatus</i> symbiotic microbe aromatic polyketide genome sequencing biosynthesis |
| title | Aromatic Polyketides from a Symbiotic Strain <i>Aspergillus fumigatus</i> D and Characterization of Their Biosynthetic Gene <i>D8.t287</i> |
| title_full | Aromatic Polyketides from a Symbiotic Strain <i>Aspergillus fumigatus</i> D and Characterization of Their Biosynthetic Gene <i>D8.t287</i> |
| title_fullStr | Aromatic Polyketides from a Symbiotic Strain <i>Aspergillus fumigatus</i> D and Characterization of Their Biosynthetic Gene <i>D8.t287</i> |
| title_full_unstemmed | Aromatic Polyketides from a Symbiotic Strain <i>Aspergillus fumigatus</i> D and Characterization of Their Biosynthetic Gene <i>D8.t287</i> |
| title_short | Aromatic Polyketides from a Symbiotic Strain <i>Aspergillus fumigatus</i> D and Characterization of Their Biosynthetic Gene <i>D8.t287</i> |
| title_sort | aromatic polyketides from a symbiotic strain i aspergillus fumigatus i d and characterization of their biosynthetic gene i d8 t287 i |
| topic | <i>Aspergillus fumigatus</i> symbiotic microbe aromatic polyketide genome sequencing biosynthesis |
| url | https://www.mdpi.com/1660-3397/18/6/324 |
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