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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...

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Autores principales: Wang, Sin-Ling, Hwang, Tsong-Long, Chung, Mei-Ing, Sung, Ping-Jyun, Shu, Chih-Wen, Cheng, Ming-Jen, Chen, Jih-Jung
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
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.
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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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