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Structurally Diverse Diterpenes from the South China Sea Soft Coral Sarcophyton trocheliophorum

The present investigation of the South China Sea soft coral Sarcophyton trocheliophorum resulted in the discovery of six new polyoxygenated diterpenes, namely sartrocheliols A–E (1, 3, 5–8) along with four known ones, 2, 4, 9, and 10. Based on extensive spectroscopic data analysis, sartrocheliol A (...

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Autores principales: Song, Yu-Ting, Yu, Dan-Dan, Su, Ming-Zhi, Luo, Hui, Cao, Jian-Guo, Liang, Lin-Fu, Yang, Fan, Guo, Yue-Wei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9960596/
https://www.ncbi.nlm.nih.gov/pubmed/36827110
http://dx.doi.org/10.3390/md21020069
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author Song, Yu-Ting
Yu, Dan-Dan
Su, Ming-Zhi
Luo, Hui
Cao, Jian-Guo
Liang, Lin-Fu
Yang, Fan
Guo, Yue-Wei
author_facet Song, Yu-Ting
Yu, Dan-Dan
Su, Ming-Zhi
Luo, Hui
Cao, Jian-Guo
Liang, Lin-Fu
Yang, Fan
Guo, Yue-Wei
author_sort Song, Yu-Ting
collection PubMed
description The present investigation of the South China Sea soft coral Sarcophyton trocheliophorum resulted in the discovery of six new polyoxygenated diterpenes, namely sartrocheliols A–E (1, 3, 5–8) along with four known ones, 2, 4, 9, and 10. Based on extensive spectroscopic data analysis, sartrocheliol A (1) was identified as an uncommon capnosane diterpene, while sartrocheliols B–E (3, 5–8) 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 4 exhibited moderate cytotoxic activities against A549, H1975, MDA-MB-231, and H1299 cells with the IC(50) values ranging from 26.3 to 47.9 μM.
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spelling pubmed-99605962023-02-26 Structurally Diverse Diterpenes from the South China Sea Soft Coral Sarcophyton trocheliophorum Song, Yu-Ting Yu, Dan-Dan Su, Ming-Zhi Luo, Hui Cao, Jian-Guo Liang, Lin-Fu Yang, Fan Guo, Yue-Wei Mar Drugs Article The present investigation of the South China Sea soft coral Sarcophyton trocheliophorum resulted in the discovery of six new polyoxygenated diterpenes, namely sartrocheliols A–E (1, 3, 5–8) along with four known ones, 2, 4, 9, and 10. Based on extensive spectroscopic data analysis, sartrocheliol A (1) was identified as an uncommon capnosane diterpene, while sartrocheliols B–E (3, 5–8) 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 4 exhibited moderate cytotoxic activities against A549, H1975, MDA-MB-231, and H1299 cells with the IC(50) values ranging from 26.3 to 47.9 μM. MDPI 2023-01-20 /pmc/articles/PMC9960596/ /pubmed/36827110 http://dx.doi.org/10.3390/md21020069 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Song, Yu-Ting
Yu, Dan-Dan
Su, Ming-Zhi
Luo, Hui
Cao, Jian-Guo
Liang, Lin-Fu
Yang, Fan
Guo, Yue-Wei
Structurally Diverse Diterpenes from the South China Sea Soft Coral Sarcophyton trocheliophorum
title Structurally Diverse Diterpenes from the South China Sea Soft Coral Sarcophyton trocheliophorum
title_full Structurally Diverse Diterpenes from the South China Sea Soft Coral Sarcophyton trocheliophorum
title_fullStr Structurally Diverse Diterpenes from the South China Sea Soft Coral Sarcophyton trocheliophorum
title_full_unstemmed Structurally Diverse Diterpenes from the South China Sea Soft Coral Sarcophyton trocheliophorum
title_short Structurally Diverse Diterpenes from the South China Sea Soft Coral Sarcophyton trocheliophorum
title_sort structurally diverse diterpenes from the south china sea soft coral sarcophyton trocheliophorum
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9960596/
https://www.ncbi.nlm.nih.gov/pubmed/36827110
http://dx.doi.org/10.3390/md21020069
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