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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...

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Autores principales: 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
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
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.
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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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