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Limonoids from the Seeds of Swietenia macrophylla and Their Anti-Inflammatory Activities

A new limonoid, swietemacrophin (1), was isolated from the seeds of Swietenia macrophylla, together with five known compounds 2–6. The structure of 1 was determined through extensive 1D/2D-NMR and mass-spectrometric analyses. Swietemacrophin (1), humilinolide F (2), 3,6-O,O-diacetylswietenolide (3),...

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Autores principales: Chen, Li-Chai, Liao, Hsiang-Ruei, Chen, Pei-Yu, Kuo, Wen-Lung, Chang, Tsung-Hsien, Sung, Ping-Jyun, Wen, Zhi-Hong, Chen, Jih-Jung
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6331795/
https://www.ncbi.nlm.nih.gov/pubmed/26473818
http://dx.doi.org/10.3390/molecules201018551
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author Chen, Li-Chai
Liao, Hsiang-Ruei
Chen, Pei-Yu
Kuo, Wen-Lung
Chang, Tsung-Hsien
Sung, Ping-Jyun
Wen, Zhi-Hong
Chen, Jih-Jung
author_facet Chen, Li-Chai
Liao, Hsiang-Ruei
Chen, Pei-Yu
Kuo, Wen-Lung
Chang, Tsung-Hsien
Sung, Ping-Jyun
Wen, Zhi-Hong
Chen, Jih-Jung
author_sort Chen, Li-Chai
collection PubMed
description A new limonoid, swietemacrophin (1), was isolated from the seeds of Swietenia macrophylla, together with five known compounds 2–6. The structure of 1 was determined through extensive 1D/2D-NMR and mass-spectrometric analyses. Swietemacrophin (1), humilinolide F (2), 3,6-O,O-diacetylswietenolide (3), 3-O-tigloylswietenolide (4), and swietemahonin E (5) exhibited inhibition (IC(50) values ≤ 45.44 μM) of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine (fMLP). Compounds 1, 4, 5, and swietenine (6) showed potent inhibition with IC(50) values ≤ 36.32 μM, against lipopolysaccharide (LPS)-induced nitric oxide (NO) generation.
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spelling pubmed-63317952019-01-24 Limonoids from the Seeds of Swietenia macrophylla and Their Anti-Inflammatory Activities Chen, Li-Chai Liao, Hsiang-Ruei Chen, Pei-Yu Kuo, Wen-Lung Chang, Tsung-Hsien Sung, Ping-Jyun Wen, Zhi-Hong Chen, Jih-Jung Molecules Article A new limonoid, swietemacrophin (1), was isolated from the seeds of Swietenia macrophylla, together with five known compounds 2–6. The structure of 1 was determined through extensive 1D/2D-NMR and mass-spectrometric analyses. Swietemacrophin (1), humilinolide F (2), 3,6-O,O-diacetylswietenolide (3), 3-O-tigloylswietenolide (4), and swietemahonin E (5) exhibited inhibition (IC(50) values ≤ 45.44 μM) of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine (fMLP). Compounds 1, 4, 5, and swietenine (6) showed potent inhibition with IC(50) values ≤ 36.32 μM, against lipopolysaccharide (LPS)-induced nitric oxide (NO) generation. MDPI 2015-10-12 /pmc/articles/PMC6331795/ /pubmed/26473818 http://dx.doi.org/10.3390/molecules201018551 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, Li-Chai
Liao, Hsiang-Ruei
Chen, Pei-Yu
Kuo, Wen-Lung
Chang, Tsung-Hsien
Sung, Ping-Jyun
Wen, Zhi-Hong
Chen, Jih-Jung
Limonoids from the Seeds of Swietenia macrophylla and Their Anti-Inflammatory Activities
title Limonoids from the Seeds of Swietenia macrophylla and Their Anti-Inflammatory Activities
title_full Limonoids from the Seeds of Swietenia macrophylla and Their Anti-Inflammatory Activities
title_fullStr Limonoids from the Seeds of Swietenia macrophylla and Their Anti-Inflammatory Activities
title_full_unstemmed Limonoids from the Seeds of Swietenia macrophylla and Their Anti-Inflammatory Activities
title_short Limonoids from the Seeds of Swietenia macrophylla and Their Anti-Inflammatory Activities
title_sort limonoids from the seeds of swietenia macrophylla and their anti-inflammatory activities
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6331795/
https://www.ncbi.nlm.nih.gov/pubmed/26473818
http://dx.doi.org/10.3390/molecules201018551
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