Isolation and Structure Elucidation of Cembranoids from a Dongsha Atoll Soft Coral Sarcophyton stellatum

Six new polyoxygenated cembrane-based diterpenoids, stellatumolides A–C (1–3), stellatumonins A and B (4 and 5), and stellatumonone (6), were isolated together with ten known related compounds (7–16) from the ethyl acetate (EtOAc) extract of soft coral Sarcophyton stellatum. The structures of the ne...

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Autores principales: Ahmed, Atallah F., Chen, Yi-Wei, Huang, Chiung-Yao, Tseng, Yen-Ju, Lin, Chi-Chen, Dai, Chang-Feng, Wu, Yang-Chang, Sheu, Jyh-Horng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6025080/
https://www.ncbi.nlm.nih.gov/pubmed/29903990
http://dx.doi.org/10.3390/md16060210
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author Ahmed, Atallah F.
Chen, Yi-Wei
Huang, Chiung-Yao
Tseng, Yen-Ju
Lin, Chi-Chen
Dai, Chang-Feng
Wu, Yang-Chang
Sheu, Jyh-Horng
author_facet Ahmed, Atallah F.
Chen, Yi-Wei
Huang, Chiung-Yao
Tseng, Yen-Ju
Lin, Chi-Chen
Dai, Chang-Feng
Wu, Yang-Chang
Sheu, Jyh-Horng
author_sort Ahmed, Atallah F.
collection PubMed
description Six new polyoxygenated cembrane-based diterpenoids, stellatumolides A–C (1–3), stellatumonins A and B (4 and 5), and stellatumonone (6), were isolated together with ten known related compounds (7–16) from the ethyl acetate (EtOAc) extract of soft coral Sarcophyton stellatum. The structures of the new compounds were established by extensive spectroscopic analyses, including 1D and 2D nuclear magnetic resonance (NMR) spectroscopy and data comparison with related structures. Compounds 8 and 14 were isolated from a natural source for the first time. The isolated metabolites were shown to be not cytotoxic against a limited panel of cancer cells. Compound 9 showed anti-inflammatory activity by reducing the expression of proinflammatory cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS) proteins in lipopolysaccharide (LPS)-stimulated mouse leukaemic monocyte macrophage (RAW 264.7) cells.
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spelling pubmed-60250802018-07-09 Isolation and Structure Elucidation of Cembranoids from a Dongsha Atoll Soft Coral Sarcophyton stellatum Ahmed, Atallah F. Chen, Yi-Wei Huang, Chiung-Yao Tseng, Yen-Ju Lin, Chi-Chen Dai, Chang-Feng Wu, Yang-Chang Sheu, Jyh-Horng Mar Drugs Article Six new polyoxygenated cembrane-based diterpenoids, stellatumolides A–C (1–3), stellatumonins A and B (4 and 5), and stellatumonone (6), were isolated together with ten known related compounds (7–16) from the ethyl acetate (EtOAc) extract of soft coral Sarcophyton stellatum. The structures of the new compounds were established by extensive spectroscopic analyses, including 1D and 2D nuclear magnetic resonance (NMR) spectroscopy and data comparison with related structures. Compounds 8 and 14 were isolated from a natural source for the first time. The isolated metabolites were shown to be not cytotoxic against a limited panel of cancer cells. Compound 9 showed anti-inflammatory activity by reducing the expression of proinflammatory cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS) proteins in lipopolysaccharide (LPS)-stimulated mouse leukaemic monocyte macrophage (RAW 264.7) cells. MDPI 2018-06-14 /pmc/articles/PMC6025080/ /pubmed/29903990 http://dx.doi.org/10.3390/md16060210 Text en © 2018 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Ahmed, Atallah F.
Chen, Yi-Wei
Huang, Chiung-Yao
Tseng, Yen-Ju
Lin, Chi-Chen
Dai, Chang-Feng
Wu, Yang-Chang
Sheu, Jyh-Horng
Isolation and Structure Elucidation of Cembranoids from a Dongsha Atoll Soft Coral Sarcophyton stellatum
title Isolation and Structure Elucidation of Cembranoids from a Dongsha Atoll Soft Coral Sarcophyton stellatum
title_full Isolation and Structure Elucidation of Cembranoids from a Dongsha Atoll Soft Coral Sarcophyton stellatum
title_fullStr Isolation and Structure Elucidation of Cembranoids from a Dongsha Atoll Soft Coral Sarcophyton stellatum
title_full_unstemmed Isolation and Structure Elucidation of Cembranoids from a Dongsha Atoll Soft Coral Sarcophyton stellatum
title_short Isolation and Structure Elucidation of Cembranoids from a Dongsha Atoll Soft Coral Sarcophyton stellatum
title_sort isolation and structure elucidation of cembranoids from a dongsha atoll soft coral sarcophyton stellatum
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6025080/
https://www.ncbi.nlm.nih.gov/pubmed/29903990
http://dx.doi.org/10.3390/md16060210
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