Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus <i>Cladosporium sphaerospermum</i> EIODSF 008
Seven new unstable tetramic acid derivatives, cladosporiumins I-O (<b>1</b>⁻<b>7</b>), together with the known analogue cladodionen (<b>8</b>) were isolated from the extract of the deep-sea-derived fungus <i>Cladosporium sphaerospermum</i> EI...
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MDPI AG
2018-11-01
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Series: | Marine Drugs |
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Online Access: | https://www.mdpi.com/1660-3397/16/11/448 |
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author | Xiao Liang Zhong-Hui Huang Xuan Ma Shu-Hua Qi |
author_facet | Xiao Liang Zhong-Hui Huang Xuan Ma Shu-Hua Qi |
author_sort | Xiao Liang |
collection | DOAJ |
description | Seven new unstable tetramic acid derivatives, cladosporiumins I-O (<b>1</b>⁻<b>7</b>), together with the known analogue cladodionen (<b>8</b>) were isolated from the extract of the deep-sea-derived fungus <i>Cladosporium sphaerospermum</i> EIODSF 008. Their structures were elucidated by spectroscopic analysis, quantum chemical calculations and ECD spectra. Compound <b>4</b> was a Mg complex of tetramic acid derivative. In acidic solvent, <b>4</b> could change to <b>1</b> and <b>6</b>, and <b>7</b> could change to <b>5</b>. In addition, <b>1</b>, <b>5</b> and <b>8</b> existed as two exchangeable isomers, respectively. The structures of cladosporiumins E-H were reassigned as their Na complexes. The antibacterial and cytotoxic activities of <b>1</b>⁻<b>8</b> were also evaluated. However, because of their instability, all of the isolated compounds did not show significant antibacterial activity as the preliminary EtOAc extracts of the fungal strain. |
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spelling | doaj.art-6a7e1fdf6dbd4713af3b50cccc30c2e62022-12-22T02:55:19ZengMDPI AGMarine Drugs1660-33972018-11-01161144810.3390/md16110448md16110448Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus <i>Cladosporium sphaerospermum</i> EIODSF 008Xiao Liang0Zhong-Hui Huang1Xuan Ma2Shu-Hua Qi3CAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou 510301, Guangdong, ChinaCAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou 510301, Guangdong, ChinaCAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou 510301, Guangdong, ChinaCAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou 510301, Guangdong, ChinaSeven new unstable tetramic acid derivatives, cladosporiumins I-O (<b>1</b>⁻<b>7</b>), together with the known analogue cladodionen (<b>8</b>) were isolated from the extract of the deep-sea-derived fungus <i>Cladosporium sphaerospermum</i> EIODSF 008. Their structures were elucidated by spectroscopic analysis, quantum chemical calculations and ECD spectra. Compound <b>4</b> was a Mg complex of tetramic acid derivative. In acidic solvent, <b>4</b> could change to <b>1</b> and <b>6</b>, and <b>7</b> could change to <b>5</b>. In addition, <b>1</b>, <b>5</b> and <b>8</b> existed as two exchangeable isomers, respectively. The structures of cladosporiumins E-H were reassigned as their Na complexes. The antibacterial and cytotoxic activities of <b>1</b>⁻<b>8</b> were also evaluated. However, because of their instability, all of the isolated compounds did not show significant antibacterial activity as the preliminary EtOAc extracts of the fungal strain.https://www.mdpi.com/1660-3397/16/11/448deep-sea-derived fungus<i>Cladosporium sphaerospermum</i>tetramic acidcladosporiumins I-O |
spellingShingle | Xiao Liang Zhong-Hui Huang Xuan Ma Shu-Hua Qi Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus <i>Cladosporium sphaerospermum</i> EIODSF 008 Marine Drugs deep-sea-derived fungus <i>Cladosporium sphaerospermum</i> tetramic acid cladosporiumins I-O |
title | Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus <i>Cladosporium sphaerospermum</i> EIODSF 008 |
title_full | Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus <i>Cladosporium sphaerospermum</i> EIODSF 008 |
title_fullStr | Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus <i>Cladosporium sphaerospermum</i> EIODSF 008 |
title_full_unstemmed | Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus <i>Cladosporium sphaerospermum</i> EIODSF 008 |
title_short | Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus <i>Cladosporium sphaerospermum</i> EIODSF 008 |
title_sort | unstable tetramic acid derivatives from the deep sea derived fungus i cladosporium sphaerospermum i eiodsf 008 |
topic | deep-sea-derived fungus <i>Cladosporium sphaerospermum</i> tetramic acid cladosporiumins I-O |
url | https://www.mdpi.com/1660-3397/16/11/448 |
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