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Five New Meroterpenoids from the Fruiting Bodies of the Basidiomycete Clitocybe clavipes with Cytotoxic Activity

Five new meroterpenoids, clavipols A–B (1–2) with a 12-membered ether ring and clavilactones G–I (3–5) having a 10-membered carbocycle connected to a hydroquinone and an α,β-epoxy/unsaturated lactone, were obtained from the fruiting bodies of the basidiomycete Clitocybe clavipes. Their structures we...

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Autores principales: Sun, Zhaocui, Xu, Xudong, Liang, Hanqiao, Xia, Xinyi, Ma, Guoxu, Shi, Leiling
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6891274/
https://www.ncbi.nlm.nih.gov/pubmed/31698810
http://dx.doi.org/10.3390/molecules24224015
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author Sun, Zhaocui
Xu, Xudong
Liang, Hanqiao
Xia, Xinyi
Ma, Guoxu
Shi, Leiling
author_facet Sun, Zhaocui
Xu, Xudong
Liang, Hanqiao
Xia, Xinyi
Ma, Guoxu
Shi, Leiling
author_sort Sun, Zhaocui
collection PubMed
description Five new meroterpenoids, clavipols A–B (1–2) with a 12-membered ether ring and clavilactones G–I (3–5) having a 10-membered carbocycle connected to a hydroquinone and an α,β-epoxy/unsaturated lactone, were obtained from the fruiting bodies of the basidiomycete Clitocybe clavipes. Their structures were determined by comprehensive analysis of their spectroscopic data, and the absolute configuration of 1 was established by quantum chemical calculations of electronic circular dichroism (ECD). All the isolated compounds (1–5) were tested for their cytotoxic activity against three human tumor cell lines (Hela, SGC-7901, and SHG-44) in vitro after treatment for 48 h. Compound 4 exhibited moderate cytotoxic activity against Hela and SGC-7901 tumor cell lines, with IC(50) values of 23.5 and 14.5 µM, respectively.
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spelling pubmed-68912742019-12-12 Five New Meroterpenoids from the Fruiting Bodies of the Basidiomycete Clitocybe clavipes with Cytotoxic Activity Sun, Zhaocui Xu, Xudong Liang, Hanqiao Xia, Xinyi Ma, Guoxu Shi, Leiling Molecules Article Five new meroterpenoids, clavipols A–B (1–2) with a 12-membered ether ring and clavilactones G–I (3–5) having a 10-membered carbocycle connected to a hydroquinone and an α,β-epoxy/unsaturated lactone, were obtained from the fruiting bodies of the basidiomycete Clitocybe clavipes. Their structures were determined by comprehensive analysis of their spectroscopic data, and the absolute configuration of 1 was established by quantum chemical calculations of electronic circular dichroism (ECD). All the isolated compounds (1–5) were tested for their cytotoxic activity against three human tumor cell lines (Hela, SGC-7901, and SHG-44) in vitro after treatment for 48 h. Compound 4 exhibited moderate cytotoxic activity against Hela and SGC-7901 tumor cell lines, with IC(50) values of 23.5 and 14.5 µM, respectively. MDPI 2019-11-06 /pmc/articles/PMC6891274/ /pubmed/31698810 http://dx.doi.org/10.3390/molecules24224015 Text en © 2019 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
Sun, Zhaocui
Xu, Xudong
Liang, Hanqiao
Xia, Xinyi
Ma, Guoxu
Shi, Leiling
Five New Meroterpenoids from the Fruiting Bodies of the Basidiomycete Clitocybe clavipes with Cytotoxic Activity
title Five New Meroterpenoids from the Fruiting Bodies of the Basidiomycete Clitocybe clavipes with Cytotoxic Activity
title_full Five New Meroterpenoids from the Fruiting Bodies of the Basidiomycete Clitocybe clavipes with Cytotoxic Activity
title_fullStr Five New Meroterpenoids from the Fruiting Bodies of the Basidiomycete Clitocybe clavipes with Cytotoxic Activity
title_full_unstemmed Five New Meroterpenoids from the Fruiting Bodies of the Basidiomycete Clitocybe clavipes with Cytotoxic Activity
title_short Five New Meroterpenoids from the Fruiting Bodies of the Basidiomycete Clitocybe clavipes with Cytotoxic Activity
title_sort five new meroterpenoids from the fruiting bodies of the basidiomycete clitocybe clavipes with cytotoxic activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6891274/
https://www.ncbi.nlm.nih.gov/pubmed/31698810
http://dx.doi.org/10.3390/molecules24224015
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