Antimicrobial and Antioxidant Polyketides from a Deep-Sea-Derived Fungus <i>Aspergillus versicolor</i> SH0105
Fifteen polyketides, including four new compounds, isoversiol F (<b>1</b>), decumbenone D (<b>2</b>), palitantin B (<b>7</b>), and 1,3-di-<i>O</i>-methyl-norsolorinic acid (<b>8</b>), along with 11 known compounds (<b>3</b>–<...
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| Format: | Article |
| Language: | English |
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MDPI AG
2020-12-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/18/12/636 |
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| author | Lu-Jia Yang Xiao-Yue Peng Ya-Hui Zhang Zhi-Qing Liu Xin Li Yu-Cheng Gu Chang-Lun Shao Zhuang Han Chang-Yun Wang |
| author_facet | Lu-Jia Yang Xiao-Yue Peng Ya-Hui Zhang Zhi-Qing Liu Xin Li Yu-Cheng Gu Chang-Lun Shao Zhuang Han Chang-Yun Wang |
| author_sort | Lu-Jia Yang |
| collection | DOAJ |
| description | Fifteen polyketides, including four new compounds, isoversiol F (<b>1</b>), decumbenone D (<b>2</b>), palitantin B (<b>7</b>), and 1,3-di-<i>O</i>-methyl-norsolorinic acid (<b>8</b>), along with 11 known compounds (<b>3</b>–<b>6</b> and <b>9</b>–<b>15</b>), were isolated from the deep-sea-derived fungus <i>Aspergillus versicolor</i> SH0105. Their structures and absolute configurations were determined by comprehensive spectroscopic data, including 1D and 2D NMR, HRESIMS, and ECD calculations, and it is the first time to determine the absolute configuration of known decumbenone A (<b>6</b>). All of these compounds were evaluated for their antimicrobial activities against four human pathogenic microbes and five fouling bacterial strains. The results indicated that 3,7-dihydroxy-1,9-dimethyldibenzofuran (<b>14</b>) displayed obvious inhibitory activity against <i>Staphylococcus aureus</i> (ATCC 27154) with the MIC value of 13.7 μM. In addition, the antioxidant assays of the isolated compounds revealed that aspermutarubrol/violaceol-I (<b>15</b>) exhibited significant 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity with the IC<sub>50</sub> value of 34.1 μM, and displayed strong reduction of Fe<sup>3+</sup> with the ferric reducing antioxidant power (FRAP) value of 9.0 mM under the concentration of 3.1 μg/mL, which were more potent than ascorbic acid. |
| first_indexed | 2024-03-10T14:09:26Z |
| format | Article |
| id | doaj.art-153b08e455c5402899025b2e19273512 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-03-10T14:09:26Z |
| publishDate | 2020-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-153b08e455c5402899025b2e192735122023-11-21T00:20:55ZengMDPI AGMarine Drugs1660-33972020-12-01181263610.3390/md18120636Antimicrobial and Antioxidant Polyketides from a Deep-Sea-Derived Fungus <i>Aspergillus versicolor</i> SH0105Lu-Jia Yang0Xiao-Yue Peng1Ya-Hui Zhang2Zhi-Qing Liu3Xin Li4Yu-Cheng Gu5Chang-Lun Shao6Zhuang Han7Chang-Yun Wang8Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Institute of Evolution & Marine Biodiversity, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Institute of Evolution & Marine Biodiversity, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Institute of Evolution & Marine Biodiversity, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Institute of Evolution & Marine Biodiversity, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Institute of Evolution & Marine Biodiversity, Ocean University of China, Qingdao 266003, ChinaJealott’s Hill International Research Centre, Syngenta, Bracknell, Berkshire RG42 6EY, UKKey Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Institute of Evolution & Marine Biodiversity, Ocean University of China, Qingdao 266003, ChinaInstitute of Deep-sea Science and Engineering, Chinese Academy of Science, Sanya 572000, ChinaKey Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Institute of Evolution & Marine Biodiversity, Ocean University of China, Qingdao 266003, ChinaFifteen polyketides, including four new compounds, isoversiol F (<b>1</b>), decumbenone D (<b>2</b>), palitantin B (<b>7</b>), and 1,3-di-<i>O</i>-methyl-norsolorinic acid (<b>8</b>), along with 11 known compounds (<b>3</b>–<b>6</b> and <b>9</b>–<b>15</b>), were isolated from the deep-sea-derived fungus <i>Aspergillus versicolor</i> SH0105. Their structures and absolute configurations were determined by comprehensive spectroscopic data, including 1D and 2D NMR, HRESIMS, and ECD calculations, and it is the first time to determine the absolute configuration of known decumbenone A (<b>6</b>). All of these compounds were evaluated for their antimicrobial activities against four human pathogenic microbes and five fouling bacterial strains. The results indicated that 3,7-dihydroxy-1,9-dimethyldibenzofuran (<b>14</b>) displayed obvious inhibitory activity against <i>Staphylococcus aureus</i> (ATCC 27154) with the MIC value of 13.7 μM. In addition, the antioxidant assays of the isolated compounds revealed that aspermutarubrol/violaceol-I (<b>15</b>) exhibited significant 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity with the IC<sub>50</sub> value of 34.1 μM, and displayed strong reduction of Fe<sup>3+</sup> with the ferric reducing antioxidant power (FRAP) value of 9.0 mM under the concentration of 3.1 μg/mL, which were more potent than ascorbic acid.https://www.mdpi.com/1660-3397/18/12/636<i>Aspergillus versicolor</i>deep-sea-derived funguspolyketideantimicrobial activityantioxidant activity |
| spellingShingle | Lu-Jia Yang Xiao-Yue Peng Ya-Hui Zhang Zhi-Qing Liu Xin Li Yu-Cheng Gu Chang-Lun Shao Zhuang Han Chang-Yun Wang Antimicrobial and Antioxidant Polyketides from a Deep-Sea-Derived Fungus <i>Aspergillus versicolor</i> SH0105 Marine Drugs <i>Aspergillus versicolor</i> deep-sea-derived fungus polyketide antimicrobial activity antioxidant activity |
| title | Antimicrobial and Antioxidant Polyketides from a Deep-Sea-Derived Fungus <i>Aspergillus versicolor</i> SH0105 |
| title_full | Antimicrobial and Antioxidant Polyketides from a Deep-Sea-Derived Fungus <i>Aspergillus versicolor</i> SH0105 |
| title_fullStr | Antimicrobial and Antioxidant Polyketides from a Deep-Sea-Derived Fungus <i>Aspergillus versicolor</i> SH0105 |
| title_full_unstemmed | Antimicrobial and Antioxidant Polyketides from a Deep-Sea-Derived Fungus <i>Aspergillus versicolor</i> SH0105 |
| title_short | Antimicrobial and Antioxidant Polyketides from a Deep-Sea-Derived Fungus <i>Aspergillus versicolor</i> SH0105 |
| title_sort | antimicrobial and antioxidant polyketides from a deep sea derived fungus i aspergillus versicolor i sh0105 |
| topic | <i>Aspergillus versicolor</i> deep-sea-derived fungus polyketide antimicrobial activity antioxidant activity |
| url | https://www.mdpi.com/1660-3397/18/12/636 |
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