Geospallins A–C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus <i>Geosmithia pallida</i> FS140
Three new thiodiketopiperazines, geospallins A⁻C (<b>1</b>⁻<b>3</b>), together with nine known analogues (<b>4</b>⁻<b>12</b>), were isolated from the culture of the deep-sea sediment-derived fungus <i>Geosmithia pall...
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| Format: | Article |
| Language: | English |
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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/1660-3397/16/12/464 |
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| author | Zhang-Hua Sun Jiangyong Gu Wei Ye Liang-Xi Wen Qi-Bin Lin Sai-Ni Li Yu-Chan Chen Hao-Hua Li Wei-Min Zhang |
| author_facet | Zhang-Hua Sun Jiangyong Gu Wei Ye Liang-Xi Wen Qi-Bin Lin Sai-Ni Li Yu-Chan Chen Hao-Hua Li Wei-Min Zhang |
| author_sort | Zhang-Hua Sun |
| collection | DOAJ |
| description | Three new thiodiketopiperazines, geospallins A⁻C (<b>1</b>⁻<b>3</b>), together with nine known analogues (<b>4</b>⁻<b>12</b>), were isolated from the culture of the deep-sea sediment-derived fungus <i>Geosmithia pallida</i> FS140. Among them, geospallins A and B (<b>1</b> and <b>2</b>) represent rare examples of thiodiketopiperazines featuring an S-methyl group at C-10 and a tertiary hydroxyl group at C-11. Their structures were determined by high-resolution electrospray mass spectrometry (HRESIMS), spectroscopic analyses, and electronic circular dichroism (ECD) calculations. Their angiotensin-converting enzyme (ACE) inhibitory activity was reported, and geospallins A⁻C (<b>1</b>⁻<b>3</b>) showed inhibitory activity with IC<sub>50</sub> values of 29⁻35 µM. |
| first_indexed | 2024-04-14T03:35:05Z |
| format | Article |
| id | doaj.art-db6a46d03ebf44ec840b915ca81d82a7 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-14T03:35:05Z |
| publishDate | 2018-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-db6a46d03ebf44ec840b915ca81d82a72022-12-22T02:14:47ZengMDPI AGMarine Drugs1660-33972018-11-01161246410.3390/md16120464md16120464Geospallins A–C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus <i>Geosmithia pallida</i> FS140Zhang-Hua Sun0Jiangyong Gu1Wei Ye2Liang-Xi Wen3Qi-Bin Lin4Sai-Ni Li5Yu-Chan Chen6Hao-Hua Li7Wei-Min Zhang8State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, ChinaThe Second Institute of Clinical Medicine, Guangzhou University of Chinese Medicine, Guangzhou 510006, ChinaState Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, ChinaSchool of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou 510006, ChinaSchool of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou 510006, ChinaState Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, ChinaState Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, ChinaState Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, ChinaState Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangzhou 510070, ChinaThree new thiodiketopiperazines, geospallins A⁻C (<b>1</b>⁻<b>3</b>), together with nine known analogues (<b>4</b>⁻<b>12</b>), were isolated from the culture of the deep-sea sediment-derived fungus <i>Geosmithia pallida</i> FS140. Among them, geospallins A and B (<b>1</b> and <b>2</b>) represent rare examples of thiodiketopiperazines featuring an S-methyl group at C-10 and a tertiary hydroxyl group at C-11. Their structures were determined by high-resolution electrospray mass spectrometry (HRESIMS), spectroscopic analyses, and electronic circular dichroism (ECD) calculations. Their angiotensin-converting enzyme (ACE) inhibitory activity was reported, and geospallins A⁻C (<b>1</b>⁻<b>3</b>) showed inhibitory activity with IC<sub>50</sub> values of 29⁻35 µM.https://www.mdpi.com/1660-3397/16/12/464thiodiketopiperazines<i>Geosmithia pallida</i>deep-sea-derived fungus |
| spellingShingle | Zhang-Hua Sun Jiangyong Gu Wei Ye Liang-Xi Wen Qi-Bin Lin Sai-Ni Li Yu-Chan Chen Hao-Hua Li Wei-Min Zhang Geospallins A–C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus <i>Geosmithia pallida</i> FS140 Marine Drugs thiodiketopiperazines <i>Geosmithia pallida</i> deep-sea-derived fungus |
| title | Geospallins A–C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus <i>Geosmithia pallida</i> FS140 |
| title_full | Geospallins A–C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus <i>Geosmithia pallida</i> FS140 |
| title_fullStr | Geospallins A–C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus <i>Geosmithia pallida</i> FS140 |
| title_full_unstemmed | Geospallins A–C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus <i>Geosmithia pallida</i> FS140 |
| title_short | Geospallins A–C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus <i>Geosmithia pallida</i> FS140 |
| title_sort | geospallins a c new thiodiketopiperazines with inhibitory activity against angiotensin converting enzyme from a deep sea derived fungus i geosmithia pallida i fs140 |
| topic | thiodiketopiperazines <i>Geosmithia pallida</i> deep-sea-derived fungus |
| url | https://www.mdpi.com/1660-3397/16/12/464 |
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