Uncommon Polyketides from <i>Penicillium steckii</i> AS-324, a Marine Endozoic Fungus Isolated from Deep-Sea Coral in the Magellan Seamount
Four unusual steckwaic acids E–H (<b>1</b>–<b>4</b>), possessing a rarely described acrylic acid unit at C-4 (<b>1</b>–<b>3</b>) or a double bond between C-12 and C-13 (<b>4</b>) are reported for the first time, along with four new analogue...
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MDPI AG
2022-06-01
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| Series: | International Journal of Molecular Sciences |
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| Online Access: | https://www.mdpi.com/1422-0067/23/11/6332 |
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| author | Xue-Yi Hu Xiao-Ming Li Bin-Gui Wang Ling-Hong Meng |
| author_facet | Xue-Yi Hu Xiao-Ming Li Bin-Gui Wang Ling-Hong Meng |
| author_sort | Xue-Yi Hu |
| collection | DOAJ |
| description | Four unusual steckwaic acids E–H (<b>1</b>–<b>4</b>), possessing a rarely described acrylic acid unit at C-4 (<b>1</b>–<b>3</b>) or a double bond between C-12 and C-13 (<b>4</b>) are reported for the first time, along with four new analogues (<b>5</b>–<b>8</b>) and two known congeners (<b>9</b> and <b>10</b>). They were purified from the organic extract of <i>Penicillium steckii</i> AS-324, an endozoic fungus obtained from a deep-sea coral <i>Acanthogorgiidae</i> sp., which was collected from the Magellan Seamount at a depth of 1458 m. Their structures were determined by the interpretation of NMR and mass spectroscopic data. The relative and absolute configurations were determined by NOESY correlations, X-ray crystallographic analysis, and ECD calculations. All compounds were tested for their antimicrobial activities against human- and aquatic-pathogenic bacteria and plant-related pathogenic fungi. |
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| institution | Directory Open Access Journal |
| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-10T01:12:55Z |
| publishDate | 2022-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | International Journal of Molecular Sciences |
| spelling | doaj.art-1b5e28deb30c4da99753a5d3c6ee0d5f2023-11-23T14:13:41ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672022-06-012311633210.3390/ijms23116332Uncommon Polyketides from <i>Penicillium steckii</i> AS-324, a Marine Endozoic Fungus Isolated from Deep-Sea Coral in the Magellan SeamountXue-Yi Hu0Xiao-Ming Li1Bin-Gui Wang2Ling-Hong Meng3CAS and Shandong Province Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, ChinaCAS and Shandong Province Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, ChinaCAS and Shandong Province Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, ChinaCAS and Shandong Province Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, ChinaFour unusual steckwaic acids E–H (<b>1</b>–<b>4</b>), possessing a rarely described acrylic acid unit at C-4 (<b>1</b>–<b>3</b>) or a double bond between C-12 and C-13 (<b>4</b>) are reported for the first time, along with four new analogues (<b>5</b>–<b>8</b>) and two known congeners (<b>9</b> and <b>10</b>). They were purified from the organic extract of <i>Penicillium steckii</i> AS-324, an endozoic fungus obtained from a deep-sea coral <i>Acanthogorgiidae</i> sp., which was collected from the Magellan Seamount at a depth of 1458 m. Their structures were determined by the interpretation of NMR and mass spectroscopic data. The relative and absolute configurations were determined by NOESY correlations, X-ray crystallographic analysis, and ECD calculations. All compounds were tested for their antimicrobial activities against human- and aquatic-pathogenic bacteria and plant-related pathogenic fungi.https://www.mdpi.com/1422-0067/23/11/6332marine endozoic fungus<i>Penicillium steckii</i>polyketide derivativesnatural productsstructure elucidationbiological activity |
| spellingShingle | Xue-Yi Hu Xiao-Ming Li Bin-Gui Wang Ling-Hong Meng Uncommon Polyketides from <i>Penicillium steckii</i> AS-324, a Marine Endozoic Fungus Isolated from Deep-Sea Coral in the Magellan Seamount International Journal of Molecular Sciences marine endozoic fungus <i>Penicillium steckii</i> polyketide derivatives natural products structure elucidation biological activity |
| title | Uncommon Polyketides from <i>Penicillium steckii</i> AS-324, a Marine Endozoic Fungus Isolated from Deep-Sea Coral in the Magellan Seamount |
| title_full | Uncommon Polyketides from <i>Penicillium steckii</i> AS-324, a Marine Endozoic Fungus Isolated from Deep-Sea Coral in the Magellan Seamount |
| title_fullStr | Uncommon Polyketides from <i>Penicillium steckii</i> AS-324, a Marine Endozoic Fungus Isolated from Deep-Sea Coral in the Magellan Seamount |
| title_full_unstemmed | Uncommon Polyketides from <i>Penicillium steckii</i> AS-324, a Marine Endozoic Fungus Isolated from Deep-Sea Coral in the Magellan Seamount |
| title_short | Uncommon Polyketides from <i>Penicillium steckii</i> AS-324, a Marine Endozoic Fungus Isolated from Deep-Sea Coral in the Magellan Seamount |
| title_sort | uncommon polyketides from i penicillium steckii i as 324 a marine endozoic fungus isolated from deep sea coral in the magellan seamount |
| topic | marine endozoic fungus <i>Penicillium steckii</i> polyketide derivatives natural products structure elucidation biological activity |
| url | https://www.mdpi.com/1422-0067/23/11/6332 |
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