Biflavans, flavonoids, and a dihydrochalcone from the stem wood of muntingia calabura and their inhibitory activities on neutrophil pro-inflammatory responses

Wen Lung Kuo*, Hsiang Ruei Liao, Jih Jung Chen

*Corresponding author for this work

Research output: Contribution to journalJournal Article peer-review

21 Scopus citations

Abstract

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.

Original languageEnglish
Pages (from-to)20521-20535
Number of pages15
JournalMolecules
Volume19
Issue number12
DOIs
StatePublished - 01 12 2014

Bibliographical note

Publisher Copyright:
© 2014 by the authors; licensee MDPI, Basel, Switzerland.

Keywords

  • Anti-inflammatory activity
  • Biflavan
  • Dihydrochalcone
  • Flavone
  • Muntingia calabura
  • Structure elucidation
  • Tiliaceae

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