Anti-inflammatory activity of sulfate-containing phenolic compounds isolated from the leaves of Myrica rubra

Fitoterapia. 2014 Jan:92:188-93. doi: 10.1016/j.fitote.2013.10.007. Epub 2013 Oct 19.

Abstract

Three sulfated phenolic compounds, juglanin B (11R)-O-sulfate (1), myricetin 3´-O-sulfate (2), and ampelopsin 3´-O-sulfate (3), were isolated from the leaves of Myrica rubra. Compound 1 was a new sulfated lignan, 2 was a new sulfated flavone, and 3 was a known sulfated flavone. The structures of the new compounds (1 and 2) were determined by acid hydrolysis and spectroscopic methods, including IR, FAB-MS, 1D and 2D NMR. The inhibitory activities of compounds 1-3 and their hydrolysates (1a-3a) against LPS-induced cytokine (TNF-α, IL-1β, and IL-6) production in macrophage RAW 264.7 cells were evaluated. The 2 new compounds (1 and 2) and their aglycones (1a and 2a) significantly reduced LPS-induced expression of iNOS and COX-2 proteins.

Keywords: Diarylheptanoid; Flavonoid; Inflammation; Myrica rubra; RAW 264.7 cells; Sulfate.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Anti-Inflammatory Agents / therapeutic use
  • Cyclooxygenase 2 / metabolism
  • Cytokines / metabolism*
  • Flavones / chemistry
  • Flavones / isolation & purification
  • Flavones / pharmacology*
  • Flavones / therapeutic use
  • Inflammation / chemically induced
  • Inflammation / drug therapy
  • Inflammation / metabolism*
  • Inflammation Mediators / metabolism*
  • Interleukins / metabolism
  • Lignans / chemistry
  • Lignans / isolation & purification
  • Lignans / pharmacology*
  • Lignans / therapeutic use
  • Lipopolysaccharides
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Mice
  • Molecular Structure
  • Myrica / chemistry*
  • Nitric Oxide Synthase Type II / metabolism
  • Phytotherapy
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Plant Extracts / therapeutic use
  • Plant Leaves / chemistry
  • Sulfuric Acid Esters / chemistry
  • Sulfuric Acid Esters / isolation & purification
  • Sulfuric Acid Esters / pharmacology*
  • Sulfuric Acid Esters / therapeutic use
  • Tumor Necrosis Factor-alpha / metabolism

Substances

  • Anti-Inflammatory Agents
  • Cytokines
  • Flavones
  • Inflammation Mediators
  • Interleukins
  • Lignans
  • Lipopolysaccharides
  • Plant Extracts
  • Sulfuric Acid Esters
  • Tumor Necrosis Factor-alpha
  • Nitric Oxide Synthase Type II
  • Cyclooxygenase 2