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New Coumarin Derivatives and Other Constituents from the Stem Bark of Zanthoxylum avicennae: Effects on Neutrophil Pro-Inflammatory Responses

Three new coumarin derivatives, 8-formylalloxanthoxyletin (1), avicennone (2), and (Z)-avicennone (3), have been isolated from the stem bark of Zanthoxylum avicennae (Z. avicennae), together with 15 known compounds (4–18). The structures of these new compounds were determined through spectroscopic a...

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Autores principales: Chen, Jih-Jung, Yang, Chieh-Kai, Kuo, Yueh-Hsiung, Hwang, Tsong-Long, Kuo, Wen-Lung, Lim, Yun-Ping, Sung, Ping-Jyun, Chang, Tsung-Hsien, Cheng, Ming-Jen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4463613/
https://www.ncbi.nlm.nih.gov/pubmed/25938967
http://dx.doi.org/10.3390/ijms16059719
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author Chen, Jih-Jung
Yang, Chieh-Kai
Kuo, Yueh-Hsiung
Hwang, Tsong-Long
Kuo, Wen-Lung
Lim, Yun-Ping
Sung, Ping-Jyun
Chang, Tsung-Hsien
Cheng, Ming-Jen
author_facet Chen, Jih-Jung
Yang, Chieh-Kai
Kuo, Yueh-Hsiung
Hwang, Tsong-Long
Kuo, Wen-Lung
Lim, Yun-Ping
Sung, Ping-Jyun
Chang, Tsung-Hsien
Cheng, Ming-Jen
author_sort Chen, Jih-Jung
collection PubMed
description Three new coumarin derivatives, 8-formylalloxanthoxyletin (1), avicennone (2), and (Z)-avicennone (3), have been isolated from the stem bark of Zanthoxylum avicennae (Z. avicennae), together with 15 known compounds (4–18). The structures of these new compounds were determined through spectroscopic and MS analyses. Compounds 1, 4, 9, 12, and 15 exhibited inhibition (half maximal inhibitory concentration (IC(50)) values ≤7.65 µg/mL) of superoxide anion generation by human neutrophils in response to formyl-l-methionyl-l-leucyl-l-phenylalanine/cytochalasin B (fMLP/CB). Compounds 1, 2, 4, 8 and 9 inhibited fMLP/CB-induced elastase release with IC(50) values ≤8.17 µg/mL. This investigation reveals bioactive isolates (especially 1, 2, 4, 8, 9, 12 and 15) could be further developed as potential candidates for the treatment or prevention of various inflammatory diseases.
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spelling pubmed-44636132015-06-16 New Coumarin Derivatives and Other Constituents from the Stem Bark of Zanthoxylum avicennae: Effects on Neutrophil Pro-Inflammatory Responses Chen, Jih-Jung Yang, Chieh-Kai Kuo, Yueh-Hsiung Hwang, Tsong-Long Kuo, Wen-Lung Lim, Yun-Ping Sung, Ping-Jyun Chang, Tsung-Hsien Cheng, Ming-Jen Int J Mol Sci Article Three new coumarin derivatives, 8-formylalloxanthoxyletin (1), avicennone (2), and (Z)-avicennone (3), have been isolated from the stem bark of Zanthoxylum avicennae (Z. avicennae), together with 15 known compounds (4–18). The structures of these new compounds were determined through spectroscopic and MS analyses. Compounds 1, 4, 9, 12, and 15 exhibited inhibition (half maximal inhibitory concentration (IC(50)) values ≤7.65 µg/mL) of superoxide anion generation by human neutrophils in response to formyl-l-methionyl-l-leucyl-l-phenylalanine/cytochalasin B (fMLP/CB). Compounds 1, 2, 4, 8 and 9 inhibited fMLP/CB-induced elastase release with IC(50) values ≤8.17 µg/mL. This investigation reveals bioactive isolates (especially 1, 2, 4, 8, 9, 12 and 15) could be further developed as potential candidates for the treatment or prevention of various inflammatory diseases. MDPI 2015-04-29 /pmc/articles/PMC4463613/ /pubmed/25938967 http://dx.doi.org/10.3390/ijms16059719 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 Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Chen, Jih-Jung
Yang, Chieh-Kai
Kuo, Yueh-Hsiung
Hwang, Tsong-Long
Kuo, Wen-Lung
Lim, Yun-Ping
Sung, Ping-Jyun
Chang, Tsung-Hsien
Cheng, Ming-Jen
New Coumarin Derivatives and Other Constituents from the Stem Bark of Zanthoxylum avicennae: Effects on Neutrophil Pro-Inflammatory Responses
title New Coumarin Derivatives and Other Constituents from the Stem Bark of Zanthoxylum avicennae: Effects on Neutrophil Pro-Inflammatory Responses
title_full New Coumarin Derivatives and Other Constituents from the Stem Bark of Zanthoxylum avicennae: Effects on Neutrophil Pro-Inflammatory Responses
title_fullStr New Coumarin Derivatives and Other Constituents from the Stem Bark of Zanthoxylum avicennae: Effects on Neutrophil Pro-Inflammatory Responses
title_full_unstemmed New Coumarin Derivatives and Other Constituents from the Stem Bark of Zanthoxylum avicennae: Effects on Neutrophil Pro-Inflammatory Responses
title_short New Coumarin Derivatives and Other Constituents from the Stem Bark of Zanthoxylum avicennae: Effects on Neutrophil Pro-Inflammatory Responses
title_sort new coumarin derivatives and other constituents from the stem bark of zanthoxylum avicennae: effects on neutrophil pro-inflammatory responses
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4463613/
https://www.ncbi.nlm.nih.gov/pubmed/25938967
http://dx.doi.org/10.3390/ijms16059719
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