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New Flavones, a 2-(2-Phenylethyl)-4H-chromen-4-one Derivative, and Anti-Inflammatory Constituents from the Stem Barks of Aquilaria sinensis
In the current study, two new flavones, 4′-O-geranyltricin (1) and 3′-O-geranylpolloin (2), and a new 2-(2-phenylethyl)-4H-chromen-4-one derivative, 7-hydroxyl-6-methoxy-2-(2-phenylethyl)chromone (3), have been isolated from the stem barks of A. sinensis, together with 21 known compounds 4–24. The s...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2015
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332152/ https://www.ncbi.nlm.nih.gov/pubmed/26610457 http://dx.doi.org/10.3390/molecules201119736 |
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author | Wang, Sin-Ling Hwang, Tsong-Long Chung, Mei-Ing Sung, Ping-Jyun Shu, Chih-Wen Cheng, Ming-Jen Chen, Jih-Jung |
author_facet | Wang, Sin-Ling Hwang, Tsong-Long Chung, Mei-Ing Sung, Ping-Jyun Shu, Chih-Wen Cheng, Ming-Jen Chen, Jih-Jung |
author_sort | Wang, Sin-Ling |
collection | PubMed |
description | In the current study, two new flavones, 4′-O-geranyltricin (1) and 3′-O-geranylpolloin (2), and a new 2-(2-phenylethyl)-4H-chromen-4-one derivative, 7-hydroxyl-6-methoxy-2-(2-phenylethyl)chromone (3), have been isolated from the stem barks of A. sinensis, together with 21 known compounds 4–24. The structures of new compounds 1–3 were determined through spectroscopic and MS analyses. Compounds 2, 3, 5, 6, and 8–10 exhibited inhibition (IC(50) ≤ 12.51 μM) of superoxide anion generation by human neutrophils in response to formyl-l-methionyl-l-leucyl-l-phenylalanine/cytochalasin B (fMLP/CB). Compounds 3, 6, 8, 10, and 19 inhibited fMLP/CB-induced elastase release with IC(50) values ≤ 15.25 μM. This investigation reveals bioactive isolates (especially 2, 3, 5, 6, 8, 9, 10, and 19) could be further developed as potential candidates for the treatment or prevention of various inflammatory diseases. |
format | Online Article Text |
id | pubmed-6332152 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-63321522019-01-24 New Flavones, a 2-(2-Phenylethyl)-4H-chromen-4-one Derivative, and Anti-Inflammatory Constituents from the Stem Barks of Aquilaria sinensis Wang, Sin-Ling Hwang, Tsong-Long Chung, Mei-Ing Sung, Ping-Jyun Shu, Chih-Wen Cheng, Ming-Jen Chen, Jih-Jung Molecules Article In the current study, two new flavones, 4′-O-geranyltricin (1) and 3′-O-geranylpolloin (2), and a new 2-(2-phenylethyl)-4H-chromen-4-one derivative, 7-hydroxyl-6-methoxy-2-(2-phenylethyl)chromone (3), have been isolated from the stem barks of A. sinensis, together with 21 known compounds 4–24. The structures of new compounds 1–3 were determined through spectroscopic and MS analyses. Compounds 2, 3, 5, 6, and 8–10 exhibited inhibition (IC(50) ≤ 12.51 μM) of superoxide anion generation by human neutrophils in response to formyl-l-methionyl-l-leucyl-l-phenylalanine/cytochalasin B (fMLP/CB). Compounds 3, 6, 8, 10, and 19 inhibited fMLP/CB-induced elastase release with IC(50) values ≤ 15.25 μM. This investigation reveals bioactive isolates (especially 2, 3, 5, 6, 8, 9, 10, and 19) could be further developed as potential candidates for the treatment or prevention of various inflammatory diseases. MDPI 2015-11-24 /pmc/articles/PMC6332152/ /pubmed/26610457 http://dx.doi.org/10.3390/molecules201119736 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons by Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Wang, Sin-Ling Hwang, Tsong-Long Chung, Mei-Ing Sung, Ping-Jyun Shu, Chih-Wen Cheng, Ming-Jen Chen, Jih-Jung New Flavones, a 2-(2-Phenylethyl)-4H-chromen-4-one Derivative, and Anti-Inflammatory Constituents from the Stem Barks of Aquilaria sinensis |
title | New Flavones, a 2-(2-Phenylethyl)-4H-chromen-4-one Derivative, and Anti-Inflammatory Constituents from the Stem Barks of Aquilaria sinensis |
title_full | New Flavones, a 2-(2-Phenylethyl)-4H-chromen-4-one Derivative, and Anti-Inflammatory Constituents from the Stem Barks of Aquilaria sinensis |
title_fullStr | New Flavones, a 2-(2-Phenylethyl)-4H-chromen-4-one Derivative, and Anti-Inflammatory Constituents from the Stem Barks of Aquilaria sinensis |
title_full_unstemmed | New Flavones, a 2-(2-Phenylethyl)-4H-chromen-4-one Derivative, and Anti-Inflammatory Constituents from the Stem Barks of Aquilaria sinensis |
title_short | New Flavones, a 2-(2-Phenylethyl)-4H-chromen-4-one Derivative, and Anti-Inflammatory Constituents from the Stem Barks of Aquilaria sinensis |
title_sort | new flavones, a 2-(2-phenylethyl)-4h-chromen-4-one derivative, and anti-inflammatory constituents from the stem barks of aquilaria sinensis |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332152/ https://www.ncbi.nlm.nih.gov/pubmed/26610457 http://dx.doi.org/10.3390/molecules201119736 |
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