Structurally Diverse Diterpenes from the South China Sea Soft Coral <i>Sarcophyton trocheliophorum</i>
The present investigation of the South China Sea soft coral <i>Sarcophyton trocheliophorum</i> resulted in the discovery of six new polyoxygenated diterpenes, namely sartrocheliols A–E (<b>1</b>, <b>3</b>, <b>5</b>–<b>8</b>) along with four...
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MDPI AG
2023-01-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/21/2/69 |
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| author | Yu-Ting Song Dan-Dan Yu Ming-Zhi Su Hui Luo Jian-Guo Cao Lin-Fu Liang Fan Yang Yue-Wei Guo |
| author_facet | Yu-Ting Song Dan-Dan Yu Ming-Zhi Su Hui Luo Jian-Guo Cao Lin-Fu Liang Fan Yang Yue-Wei Guo |
| author_sort | Yu-Ting Song |
| collection | DOAJ |
| description | The present investigation of the South China Sea soft coral <i>Sarcophyton trocheliophorum</i> resulted in the discovery of six new polyoxygenated diterpenes, namely sartrocheliols A–E (<b>1</b>, <b>3</b>, <b>5</b>–<b>8</b>) along with four known ones, <b>2</b>, <b>4</b>, <b>9</b>, and <b>10</b>. Based on extensive spectroscopic data analysis, sartrocheliol A (<b>1</b>) was identified as an uncommon capnosane diterpene, while sartrocheliols B–E (<b>3</b>, <b>5</b>–<b>8</b>) were established as cembrane diterpenes. They displayed diverse structural features not only at the distinctly different carbon frameworks but also at the various types of heterocycles, including the epoxide, γ-lactone, furan, and pyran rings. Moreover, their absolute configurations were determined by a combination of quantum mechanical-nuclear magnetic resonance (QM-NMR) approach, modified Mosher’s method, and X-ray diffraction analysis. In the anti-tumor bioassay, compound <b>4</b> exhibited moderate cytotoxic activities against A549, H1975, MDA-MB-231, and H1299 cells with the IC<sub>50</sub> values ranging from 26.3 to 47.9 μM. |
| first_indexed | 2024-03-11T08:31:32Z |
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| id | doaj.art-713619c737264ed0a650eb97acd82d78 |
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| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-03-11T08:31:32Z |
| publishDate | 2023-01-01 |
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| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-713619c737264ed0a650eb97acd82d782023-11-16T21:47:23ZengMDPI AGMarine Drugs1660-33972023-01-012126910.3390/md21020069Structurally Diverse Diterpenes from the South China Sea Soft Coral <i>Sarcophyton trocheliophorum</i>Yu-Ting Song0Dan-Dan Yu1Ming-Zhi Su2Hui Luo3Jian-Guo Cao4Lin-Fu Liang5Fan Yang6Yue-Wei Guo7State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaShandong Laboratory of Yantai Drug Discovery, Bohai rim Advanced Research Institute for Drug Discovery, Yantai 264117, ChinaShandong Laboratory of Yantai Drug Discovery, Bohai rim Advanced Research Institute for Drug Discovery, Yantai 264117, ChinaKey Laboratory of Zhanjiang for Research and Development Marine Microbial Resources in the Beibu Guif Rim, Marine Biomedical Research Institute, Guangdong Medical University, Zhanjiang 524023, ChinaCollege of Life Sciences, Shanghai Normal University, 100 Guilin Road, Shanghai 200234, ChinaCollege of Materials Science and Engineering, Central South University of Forestry and Technology, 498 South Shaoshan Road, Changsha 410004, ChinaCollege of Life Sciences, Shanghai Normal University, 100 Guilin Road, Shanghai 200234, ChinaState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaThe present investigation of the South China Sea soft coral <i>Sarcophyton trocheliophorum</i> resulted in the discovery of six new polyoxygenated diterpenes, namely sartrocheliols A–E (<b>1</b>, <b>3</b>, <b>5</b>–<b>8</b>) along with four known ones, <b>2</b>, <b>4</b>, <b>9</b>, and <b>10</b>. Based on extensive spectroscopic data analysis, sartrocheliol A (<b>1</b>) was identified as an uncommon capnosane diterpene, while sartrocheliols B–E (<b>3</b>, <b>5</b>–<b>8</b>) were established as cembrane diterpenes. They displayed diverse structural features not only at the distinctly different carbon frameworks but also at the various types of heterocycles, including the epoxide, γ-lactone, furan, and pyran rings. Moreover, their absolute configurations were determined by a combination of quantum mechanical-nuclear magnetic resonance (QM-NMR) approach, modified Mosher’s method, and X-ray diffraction analysis. In the anti-tumor bioassay, compound <b>4</b> exhibited moderate cytotoxic activities against A549, H1975, MDA-MB-231, and H1299 cells with the IC<sub>50</sub> values ranging from 26.3 to 47.9 μM.https://www.mdpi.com/1660-3397/21/2/69soft coral<i>Sarcophyton trocheliophorum</i>capnosanecembraneabsolute configurationanti-tumor activity |
| spellingShingle | Yu-Ting Song Dan-Dan Yu Ming-Zhi Su Hui Luo Jian-Guo Cao Lin-Fu Liang Fan Yang Yue-Wei Guo Structurally Diverse Diterpenes from the South China Sea Soft Coral <i>Sarcophyton trocheliophorum</i> Marine Drugs soft coral <i>Sarcophyton trocheliophorum</i> capnosane cembrane absolute configuration anti-tumor activity |
| title | Structurally Diverse Diterpenes from the South China Sea Soft Coral <i>Sarcophyton trocheliophorum</i> |
| title_full | Structurally Diverse Diterpenes from the South China Sea Soft Coral <i>Sarcophyton trocheliophorum</i> |
| title_fullStr | Structurally Diverse Diterpenes from the South China Sea Soft Coral <i>Sarcophyton trocheliophorum</i> |
| title_full_unstemmed | Structurally Diverse Diterpenes from the South China Sea Soft Coral <i>Sarcophyton trocheliophorum</i> |
| title_short | Structurally Diverse Diterpenes from the South China Sea Soft Coral <i>Sarcophyton trocheliophorum</i> |
| title_sort | structurally diverse diterpenes from the south china sea soft coral i sarcophyton trocheliophorum i |
| topic | soft coral <i>Sarcophyton trocheliophorum</i> capnosane cembrane absolute configuration anti-tumor activity |
| url | https://www.mdpi.com/1660-3397/21/2/69 |
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