Cargando…
New Hydroquinone Monoterpenoid and Cembranoid-Related Metabolites from the Soft Coral Sarcophyton tenuispiculatum
Chemical investigation of the marine soft coral Sarcophyton tenuispiculatum resulted in the isolation of a 1,4-dihydrobenzoquinone, sarcotenuhydroquinone (1), three new cembranoids, sarcotenusenes A‒C (2‒4), and ten previously reported metabolites 5–14. The chemical structures of all isolated metabo...
Autores principales: | , , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2020
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7823492/ https://www.ncbi.nlm.nih.gov/pubmed/33375440 http://dx.doi.org/10.3390/md19010008 |
_version_ | 1783639848358248448 |
---|---|
author | Huang, Tzu-Yin Huang, Chiung-Yao Chen, Shu-Rong Weng, Jing-Ru Tu, Tzu-Hsuan Cheng, Yuan-Bin Wu, Shih-Hsiung Sheu, Jyh-Horng |
author_facet | Huang, Tzu-Yin Huang, Chiung-Yao Chen, Shu-Rong Weng, Jing-Ru Tu, Tzu-Hsuan Cheng, Yuan-Bin Wu, Shih-Hsiung Sheu, Jyh-Horng |
author_sort | Huang, Tzu-Yin |
collection | PubMed |
description | Chemical investigation of the marine soft coral Sarcophyton tenuispiculatum resulted in the isolation of a 1,4-dihydrobenzoquinone, sarcotenuhydroquinone (1), three new cembranoids, sarcotenusenes A‒C (2‒4), and ten previously reported metabolites 5–14. The chemical structures of all isolated metabolites were determined by detailed spectroscopic analyses. In biological assays, anti-inflammatory, cytotoxic, and peroxisome proliferator-activated receptor γ (PPAR-γ) transcription factor assays of all compounds were performed. None of the isolated compounds were found to exhibit activity in the PPAR-γ transcription factor assay. The anti-inflammatory assays showed that (+)-7α,8β-dihydroxydeepoxysarcophine (13) inhibited the production of IL-1β to 56 ± 1% at a concentration of 30 µM in lipopolysaccharide (LPS)-stimulated J774A.1 macrophage cells. In addition, 1 and 2 were found to exhibit cytotoxicity towards a panel of cancer cell lines. |
format | Online Article Text |
id | pubmed-7823492 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-78234922021-01-24 New Hydroquinone Monoterpenoid and Cembranoid-Related Metabolites from the Soft Coral Sarcophyton tenuispiculatum Huang, Tzu-Yin Huang, Chiung-Yao Chen, Shu-Rong Weng, Jing-Ru Tu, Tzu-Hsuan Cheng, Yuan-Bin Wu, Shih-Hsiung Sheu, Jyh-Horng Mar Drugs Article Chemical investigation of the marine soft coral Sarcophyton tenuispiculatum resulted in the isolation of a 1,4-dihydrobenzoquinone, sarcotenuhydroquinone (1), three new cembranoids, sarcotenusenes A‒C (2‒4), and ten previously reported metabolites 5–14. The chemical structures of all isolated metabolites were determined by detailed spectroscopic analyses. In biological assays, anti-inflammatory, cytotoxic, and peroxisome proliferator-activated receptor γ (PPAR-γ) transcription factor assays of all compounds were performed. None of the isolated compounds were found to exhibit activity in the PPAR-γ transcription factor assay. The anti-inflammatory assays showed that (+)-7α,8β-dihydroxydeepoxysarcophine (13) inhibited the production of IL-1β to 56 ± 1% at a concentration of 30 µM in lipopolysaccharide (LPS)-stimulated J774A.1 macrophage cells. In addition, 1 and 2 were found to exhibit cytotoxicity towards a panel of cancer cell lines. MDPI 2020-12-27 /pmc/articles/PMC7823492/ /pubmed/33375440 http://dx.doi.org/10.3390/md19010008 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 Chen, Shu-Rong Weng, Jing-Ru Tu, Tzu-Hsuan Cheng, Yuan-Bin Wu, Shih-Hsiung Sheu, Jyh-Horng New Hydroquinone Monoterpenoid and Cembranoid-Related Metabolites from the Soft Coral Sarcophyton tenuispiculatum |
title | New Hydroquinone Monoterpenoid and Cembranoid-Related Metabolites from the Soft Coral Sarcophyton tenuispiculatum |
title_full | New Hydroquinone Monoterpenoid and Cembranoid-Related Metabolites from the Soft Coral Sarcophyton tenuispiculatum |
title_fullStr | New Hydroquinone Monoterpenoid and Cembranoid-Related Metabolites from the Soft Coral Sarcophyton tenuispiculatum |
title_full_unstemmed | New Hydroquinone Monoterpenoid and Cembranoid-Related Metabolites from the Soft Coral Sarcophyton tenuispiculatum |
title_short | New Hydroquinone Monoterpenoid and Cembranoid-Related Metabolites from the Soft Coral Sarcophyton tenuispiculatum |
title_sort | new hydroquinone monoterpenoid and cembranoid-related metabolites from the soft coral sarcophyton tenuispiculatum |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7823492/ https://www.ncbi.nlm.nih.gov/pubmed/33375440 http://dx.doi.org/10.3390/md19010008 |
work_keys_str_mv | AT huangtzuyin newhydroquinonemonoterpenoidandcembranoidrelatedmetabolitesfromthesoftcoralsarcophytontenuispiculatum AT huangchiungyao newhydroquinonemonoterpenoidandcembranoidrelatedmetabolitesfromthesoftcoralsarcophytontenuispiculatum AT chenshurong newhydroquinonemonoterpenoidandcembranoidrelatedmetabolitesfromthesoftcoralsarcophytontenuispiculatum AT wengjingru newhydroquinonemonoterpenoidandcembranoidrelatedmetabolitesfromthesoftcoralsarcophytontenuispiculatum AT tutzuhsuan newhydroquinonemonoterpenoidandcembranoidrelatedmetabolitesfromthesoftcoralsarcophytontenuispiculatum AT chengyuanbin newhydroquinonemonoterpenoidandcembranoidrelatedmetabolitesfromthesoftcoralsarcophytontenuispiculatum AT wushihhsiung newhydroquinonemonoterpenoidandcembranoidrelatedmetabolitesfromthesoftcoralsarcophytontenuispiculatum AT sheujyhhorng newhydroquinonemonoterpenoidandcembranoidrelatedmetabolitesfromthesoftcoralsarcophytontenuispiculatum |