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Anti-Inflammatory Lobane and Prenyleudesmane Diterpenoids from the Soft Coral Lobophytum varium

New lobane-based diterpenoids lobovarols A–D (1–4) and a prenyleudesmane-type diterpenoid lobovarol E (5) along with seven known related diterpenoids (6–12) were isolated from the ethyl acetate extract of a Taiwanese soft coral Lobophytum varium. Their structures were identified on the basis of mult...

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Autores principales: Ahmed, Atallah F., Teng, Wan-Ting, Huang, Chiung-Yao, Dai, Chang-Feng, Hwang, Tsong-Long, Sheu, Jyh-Horng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5666408/
https://www.ncbi.nlm.nih.gov/pubmed/28961211
http://dx.doi.org/10.3390/md15100300
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author Ahmed, Atallah F.
Teng, Wan-Ting
Huang, Chiung-Yao
Dai, Chang-Feng
Hwang, Tsong-Long
Sheu, Jyh-Horng
author_facet Ahmed, Atallah F.
Teng, Wan-Ting
Huang, Chiung-Yao
Dai, Chang-Feng
Hwang, Tsong-Long
Sheu, Jyh-Horng
author_sort Ahmed, Atallah F.
collection PubMed
description New lobane-based diterpenoids lobovarols A–D (1–4) and a prenyleudesmane-type diterpenoid lobovarol E (5) along with seven known related diterpenoids (6–12) were isolated from the ethyl acetate extract of a Taiwanese soft coral Lobophytum varium. Their structures were identified on the basis of multiple spectroscopic analyses and spectral comparison. The absolute configuration at C-16 of the known compound 11 is reported herein for the first time. The anti-inflammatory activities of compounds 1–12 were assessed by measuring their inhibitory effect on N-formyl-methionyl-leucyl-phenyl-alanine/cytochalasin B (fMLP/CB)-induced superoxide anion generation and elastase release in human neutrophils. Metabolites 2, 5, and 11 were found to show moderate inhibitory activity on the generation of superoxide anion, while compounds 5, 8, 11, and 12 could effectively suppress elastase release in fMLP/CB-stimulated human neutrophil cells at 10 μM. All of the isolated diterpenoids did not exhibit cytotoxic activity (IC(50) > 50 μM) towards a limited panel of cancer cell lines.
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spelling pubmed-56664082017-11-09 Anti-Inflammatory Lobane and Prenyleudesmane Diterpenoids from the Soft Coral Lobophytum varium Ahmed, Atallah F. Teng, Wan-Ting Huang, Chiung-Yao Dai, Chang-Feng Hwang, Tsong-Long Sheu, Jyh-Horng Mar Drugs Article New lobane-based diterpenoids lobovarols A–D (1–4) and a prenyleudesmane-type diterpenoid lobovarol E (5) along with seven known related diterpenoids (6–12) were isolated from the ethyl acetate extract of a Taiwanese soft coral Lobophytum varium. Their structures were identified on the basis of multiple spectroscopic analyses and spectral comparison. The absolute configuration at C-16 of the known compound 11 is reported herein for the first time. The anti-inflammatory activities of compounds 1–12 were assessed by measuring their inhibitory effect on N-formyl-methionyl-leucyl-phenyl-alanine/cytochalasin B (fMLP/CB)-induced superoxide anion generation and elastase release in human neutrophils. Metabolites 2, 5, and 11 were found to show moderate inhibitory activity on the generation of superoxide anion, while compounds 5, 8, 11, and 12 could effectively suppress elastase release in fMLP/CB-stimulated human neutrophil cells at 10 μM. All of the isolated diterpenoids did not exhibit cytotoxic activity (IC(50) > 50 μM) towards a limited panel of cancer cell lines. MDPI 2017-09-29 /pmc/articles/PMC5666408/ /pubmed/28961211 http://dx.doi.org/10.3390/md15100300 Text en © 2017 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.
Teng, Wan-Ting
Huang, Chiung-Yao
Dai, Chang-Feng
Hwang, Tsong-Long
Sheu, Jyh-Horng
Anti-Inflammatory Lobane and Prenyleudesmane Diterpenoids from the Soft Coral Lobophytum varium
title Anti-Inflammatory Lobane and Prenyleudesmane Diterpenoids from the Soft Coral Lobophytum varium
title_full Anti-Inflammatory Lobane and Prenyleudesmane Diterpenoids from the Soft Coral Lobophytum varium
title_fullStr Anti-Inflammatory Lobane and Prenyleudesmane Diterpenoids from the Soft Coral Lobophytum varium
title_full_unstemmed Anti-Inflammatory Lobane and Prenyleudesmane Diterpenoids from the Soft Coral Lobophytum varium
title_short Anti-Inflammatory Lobane and Prenyleudesmane Diterpenoids from the Soft Coral Lobophytum varium
title_sort anti-inflammatory lobane and prenyleudesmane diterpenoids from the soft coral lobophytum varium
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5666408/
https://www.ncbi.nlm.nih.gov/pubmed/28961211
http://dx.doi.org/10.3390/md15100300
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