A new ferulic acid ester, a new ellagic acid derivative, and other constituents from pachycentria formosana: effects on neutrophil pro-inflammatory responses

Chem Biodivers. 2011 Sep;8(9):1709-16. doi: 10.1002/cbdv.201000228.

Abstract

A new ferulic acid ester derivative, tetracosane-1,24-diyl di[(Z)-ferulate] (1), and a new ellagic acid derivative, 3,4 : 3',4'-bis(O,O-methylene)ellagic acid (2), have been isolated from leaves and twigs of Pachycentria formosana, together with eight known compounds. Their structures were determined by in-depth spectroscopic and mass-spectrometric analyses. Among the isolated compounds, oleanolic acid (6), ursolic acid acetate (7), and 3-epibetulinic acid (9) exhibited potent inhibition (IC(50) values ≤ 21.8 μM) of O₂(-) generation by human neutrophils in response to N-formyl-L-methionyl-L-leucyl-L-phenylalanine/cytochalasin B (fMLP/CB). In addition, oleanolic acid (6), 3-O-[(E)-feruloyl]ursolic acid (8), 3-epibetulinic acid (9), and lawsonic acid (10) also inhibited fMLP/CB-induced elastase release with IC(50) values ≤ 18.6 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology
  • Coumaric Acids / chemistry*
  • Coumaric Acids / isolation & purification
  • Coumaric Acids / pharmacology
  • Ellagic Acid / analogs & derivatives
  • Ellagic Acid / chemistry*
  • Ellagic Acid / isolation & purification
  • Ellagic Acid / pharmacology
  • Esters
  • Humans
  • Melastomataceae / chemistry*
  • Neutrophils / drug effects*
  • Pancreatic Elastase / metabolism
  • Superoxides / metabolism

Substances

  • 3,4:3',4'-bis(O,O-methylene)ellagic acid
  • Anti-Inflammatory Agents
  • Coumaric Acids
  • Esters
  • tetracosane-1,24-diyl di((Z)-ferulate)
  • Superoxides
  • Ellagic Acid
  • ferulic acid
  • Pancreatic Elastase