Anti-inflammatory and free radial scavenging activities of the constituents isolated from machilus zuihoensis

Yi Wen Mao, Hsiang Wen Tseng, Wen Li Liang, Ih Sheng Chen, Shui Tein Chen, Mei Hsien Lee

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)

Abstract

A new biflavonol glycoside, quercetin-3-O-β-D-glucopyranoside- (3'→O-3''')- quercetin-3-O-β-D-galactopyranoside (9), together with eight known compounds was isolated for the first time from the leaves of Machilus zuihoensis Hayata (Lauraceae). The structure of compound 9 was elucidated by various types of spectroscopic data analysis. Analysis of the biological activity assay found that compound 9 showed significant superoxide anion scavenging activity (IC 50 is 30.4 μM) and markedly suppressed LPS-induced high mobility group box 1 (HMGB-1) protein secretion in RAW264.7 cells. In addition, the HMGB-1 protein secretion was also inhibited by quercitrin (3), ethyl caffeate (6), and ethyl 3-O-caffeoylquinate (7) treatment. In the LPS-stimulated inducible nitric oxide synthase (iNOS) activation analysis, two known compounds, quercetin (1) and ethyl caffeate (6), were found to markedly suppress nitric oxide (NO) production (IC 50 value, 27.6 and 42.9 μM, respectively) in RAW264.7 cells. Additionally, it was determined that ethyl caffeate (6) down-regulated mRNA expressions of iNOS, IL-1β, and IL-10 in the LPS-treatment of RAW264.7 cells via a suppressed NF-κB pathway. These results suggested for the first time that the new compound 9 and other constituents isolated from M. zuihoensis have potential anti-inflammatory and superoxide anion scavenging effects. These constituents may be useful for treating various inflammatory diseases.

Original languageEnglish
Pages (from-to)9451-9466
Number of pages16
JournalMolecules
Volume16
Issue number11
DOIs
Publication statusPublished - Nov 2011

Keywords

  • Anti-inflammatory
  • Ethyl caffeate
  • Machilus zuihoensis
  • Quercetin
  • Quercetin-3-O-β-D- glucopyranoside-(3'→O-3''')-quercetin-3-O-β-D-galactopyranoside

ASJC Scopus subject areas

  • Organic Chemistry

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