Biflavans, Flavonoids, and a Dihydrochalcone from the Stem Wood of Muntingia calabura and Their Inhibitory Activities on Neutrophil Pro-Inflammatory Responses

Muntingia calabura (Tiliaceae) is commercially used in healthcare for the improvement of hypertension, myocardial infarction, spasm, and inflammatory conditions. Its fruits can be processed into jam and the leaves can be used for making tea. In the work reported herein a new biflavan, (M),(2S),(2�...

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Main Authors: Wen-Lung Kuo, Hsiang-Ruei Liao, Jih-Jung Chen
Format: Article
Language:English
Published: MDPI AG 2014-12-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/19/12/20521
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author Wen-Lung Kuo
Hsiang-Ruei Liao
Jih-Jung Chen
author_facet Wen-Lung Kuo
Hsiang-Ruei Liao
Jih-Jung Chen
author_sort Wen-Lung Kuo
collection DOAJ
description Muntingia calabura (Tiliaceae) is commercially used in healthcare for the improvement of hypertension, myocardial infarction, spasm, and inflammatory conditions. Its fruits can be processed into jam and the leaves can be used for making tea. In the work reported herein a new biflavan, (M),(2S),(2''S)-,(P),(2S),(2''S)-7,8,3',4',5',7'',8'',3''',4''',5'''-decamethoxy-5,5'' biflavan (1), a new flavone, 4'-hydroxy-7,8,3',5'-tetramethoxyflavone (2), and a new dihydrochalcone, (R)-2',β-dihydroxy-3',4'-dimethoxydihydrochalcone (3), have been isolated from the stem wood of M. calabura, together with 12 known compounds (4–15). The structures of these new compounds were elucidated by the interpretations of extensive spectroscopic data. Among the isolated compounds, 5-hydroxy-7-methoxyflavone (5), quercetin (6), and (2S)-7-hydroxyflavanone (10) exhibited potent inhibition of fMLP-induced superoxide anion generation by human neutrophils, with IC50 values of 1.77 ± 0.70, 3.82 ± 0.46, and 4.92 ± 1.71 μM, respectively.
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spelling doaj.art-5f1d58aefcdf42f1b097d022d90bee402022-12-21T22:49:16ZengMDPI AGMolecules1420-30492014-12-011912205212053510.3390/molecules191220521molecules191220521Biflavans, Flavonoids, and a Dihydrochalcone from the Stem Wood of Muntingia calabura and Their Inhibitory Activities on Neutrophil Pro-Inflammatory ResponsesWen-Lung Kuo0Hsiang-Ruei Liao1Jih-Jung Chen2Chung-Jen Junior College of Nursing, Health Sciences and Management, Chiayi 600, TaiwanGraduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 333, TaiwanDepartment of Pharmacy, Tajen University, Pingtung 907, TaiwanMuntingia calabura (Tiliaceae) is commercially used in healthcare for the improvement of hypertension, myocardial infarction, spasm, and inflammatory conditions. Its fruits can be processed into jam and the leaves can be used for making tea. In the work reported herein a new biflavan, (M),(2S),(2''S)-,(P),(2S),(2''S)-7,8,3',4',5',7'',8'',3''',4''',5'''-decamethoxy-5,5'' biflavan (1), a new flavone, 4'-hydroxy-7,8,3',5'-tetramethoxyflavone (2), and a new dihydrochalcone, (R)-2',β-dihydroxy-3',4'-dimethoxydihydrochalcone (3), have been isolated from the stem wood of M. calabura, together with 12 known compounds (4–15). The structures of these new compounds were elucidated by the interpretations of extensive spectroscopic data. Among the isolated compounds, 5-hydroxy-7-methoxyflavone (5), quercetin (6), and (2S)-7-hydroxyflavanone (10) exhibited potent inhibition of fMLP-induced superoxide anion generation by human neutrophils, with IC50 values of 1.77 ± 0.70, 3.82 ± 0.46, and 4.92 ± 1.71 μM, respectively.http://www.mdpi.com/1420-3049/19/12/20521Muntingia calaburaTiliaceaebiflavanflavonedihydrochalconestructure elucidationanti-inflammatory activity
spellingShingle Wen-Lung Kuo
Hsiang-Ruei Liao
Jih-Jung Chen
Biflavans, Flavonoids, and a Dihydrochalcone from the Stem Wood of Muntingia calabura and Their Inhibitory Activities on Neutrophil Pro-Inflammatory Responses
Molecules
Muntingia calabura
Tiliaceae
biflavan
flavone
dihydrochalcone
structure elucidation
anti-inflammatory activity
title Biflavans, Flavonoids, and a Dihydrochalcone from the Stem Wood of Muntingia calabura and Their Inhibitory Activities on Neutrophil Pro-Inflammatory Responses
title_full Biflavans, Flavonoids, and a Dihydrochalcone from the Stem Wood of Muntingia calabura and Their Inhibitory Activities on Neutrophil Pro-Inflammatory Responses
title_fullStr Biflavans, Flavonoids, and a Dihydrochalcone from the Stem Wood of Muntingia calabura and Their Inhibitory Activities on Neutrophil Pro-Inflammatory Responses
title_full_unstemmed Biflavans, Flavonoids, and a Dihydrochalcone from the Stem Wood of Muntingia calabura and Their Inhibitory Activities on Neutrophil Pro-Inflammatory Responses
title_short Biflavans, Flavonoids, and a Dihydrochalcone from the Stem Wood of Muntingia calabura and Their Inhibitory Activities on Neutrophil Pro-Inflammatory Responses
title_sort biflavans flavonoids and a dihydrochalcone from the stem wood of muntingia calabura and their inhibitory activities on neutrophil pro inflammatory responses
topic Muntingia calabura
Tiliaceae
biflavan
flavone
dihydrochalcone
structure elucidation
anti-inflammatory activity
url http://www.mdpi.com/1420-3049/19/12/20521
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