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New Biscembranoids Sardigitolides A–D and Known Cembranoid-Related Compounds from Sarcophyton digitatum: Isolation, Structure Elucidation, and Bioactivities
Chemical examination from the cultured soft coral Sarcophyton digitatum resulted in the isolation and structural identification of four new biscembranoidal metabolites, sardigitolides A–D (1–4), along with three previously isolated biscembranoids, sarcophytolide L (5), glaucumolide A (6), glaucumoli...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7551163/ https://www.ncbi.nlm.nih.gov/pubmed/32872418 http://dx.doi.org/10.3390/md18090452 |
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author | Huang, Tzu-Yin Huang, Chiung-Yao Chao, Chih-Hua Lin, Chi-Chien Dai, Chang-Feng Su, Jui-Hsin Sung, Ping-Jyun Wu, Shih-Hsiung Sheu, Jyh-Horng |
author_facet | Huang, Tzu-Yin Huang, Chiung-Yao Chao, Chih-Hua Lin, Chi-Chien Dai, Chang-Feng Su, Jui-Hsin Sung, Ping-Jyun Wu, Shih-Hsiung Sheu, Jyh-Horng |
author_sort | Huang, Tzu-Yin |
collection | PubMed |
description | Chemical examination from the cultured soft coral Sarcophyton digitatum resulted in the isolation and structural identification of four new biscembranoidal metabolites, sardigitolides A–D (1–4), along with three previously isolated biscembranoids, sarcophytolide L (5), glaucumolide A (6), glaucumolide B (7), and two known cembranoids (8 and 9). The chemical structures of all isolates were elucidated on the basis of 1D and 2D NMR spectroscopic analyses. Additionally, in order to discover bioactivity of marine natural products, 1–8 were examined in terms of their inhibitory potential against the upregulation of inflammatory factor production in lipopolysaccharide (LPS)-stimulated murine macrophage J774A.1 cells and their cytotoxicities against a limited panel of cancer cells. The anti-inflammatory results showed that at a concentration of 10 µg/mL, 6 and 8 inhibited the production of IL-1β to 68 ± 1 and 56 ± 1%, respectively, in LPS-stimulated murine macrophages J774A.1. Furthermore, sardigitolide B (2) displayed cytotoxicities toward MCF-7 and MDA-MB-231 cancer cell lines with the IC(50) values of 9.6 ± 3.0 and 14.8 ± 4.0 µg/mL, respectively. |
format | Online Article Text |
id | pubmed-7551163 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-75511632020-10-16 New Biscembranoids Sardigitolides A–D and Known Cembranoid-Related Compounds from Sarcophyton digitatum: Isolation, Structure Elucidation, and Bioactivities Huang, Tzu-Yin Huang, Chiung-Yao Chao, Chih-Hua Lin, Chi-Chien Dai, Chang-Feng Su, Jui-Hsin Sung, Ping-Jyun Wu, Shih-Hsiung Sheu, Jyh-Horng Mar Drugs Article Chemical examination from the cultured soft coral Sarcophyton digitatum resulted in the isolation and structural identification of four new biscembranoidal metabolites, sardigitolides A–D (1–4), along with three previously isolated biscembranoids, sarcophytolide L (5), glaucumolide A (6), glaucumolide B (7), and two known cembranoids (8 and 9). The chemical structures of all isolates were elucidated on the basis of 1D and 2D NMR spectroscopic analyses. Additionally, in order to discover bioactivity of marine natural products, 1–8 were examined in terms of their inhibitory potential against the upregulation of inflammatory factor production in lipopolysaccharide (LPS)-stimulated murine macrophage J774A.1 cells and their cytotoxicities against a limited panel of cancer cells. The anti-inflammatory results showed that at a concentration of 10 µg/mL, 6 and 8 inhibited the production of IL-1β to 68 ± 1 and 56 ± 1%, respectively, in LPS-stimulated murine macrophages J774A.1. Furthermore, sardigitolide B (2) displayed cytotoxicities toward MCF-7 and MDA-MB-231 cancer cell lines with the IC(50) values of 9.6 ± 3.0 and 14.8 ± 4.0 µg/mL, respectively. MDPI 2020-08-29 /pmc/articles/PMC7551163/ /pubmed/32872418 http://dx.doi.org/10.3390/md18090452 Text en © 2020 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 Huang, Tzu-Yin Huang, Chiung-Yao Chao, Chih-Hua Lin, Chi-Chien Dai, Chang-Feng Su, Jui-Hsin Sung, Ping-Jyun Wu, Shih-Hsiung Sheu, Jyh-Horng New Biscembranoids Sardigitolides A–D and Known Cembranoid-Related Compounds from Sarcophyton digitatum: Isolation, Structure Elucidation, and Bioactivities |
title | New Biscembranoids Sardigitolides A–D and Known Cembranoid-Related Compounds from Sarcophyton digitatum: Isolation, Structure Elucidation, and Bioactivities |
title_full | New Biscembranoids Sardigitolides A–D and Known Cembranoid-Related Compounds from Sarcophyton digitatum: Isolation, Structure Elucidation, and Bioactivities |
title_fullStr | New Biscembranoids Sardigitolides A–D and Known Cembranoid-Related Compounds from Sarcophyton digitatum: Isolation, Structure Elucidation, and Bioactivities |
title_full_unstemmed | New Biscembranoids Sardigitolides A–D and Known Cembranoid-Related Compounds from Sarcophyton digitatum: Isolation, Structure Elucidation, and Bioactivities |
title_short | New Biscembranoids Sardigitolides A–D and Known Cembranoid-Related Compounds from Sarcophyton digitatum: Isolation, Structure Elucidation, and Bioactivities |
title_sort | new biscembranoids sardigitolides a–d and known cembranoid-related compounds from sarcophyton digitatum: isolation, structure elucidation, and bioactivities |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7551163/ https://www.ncbi.nlm.nih.gov/pubmed/32872418 http://dx.doi.org/10.3390/md18090452 |
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