A novel naphthanol glycoside from Terminalia arjuna with antioxidant and nitric oxide inhibitory activities

Pharmazie. 2003 Dec;58(12):932-4.

Abstract

A novel naphthanol glycoside, arjunaphthanoloside (1), was isolated from the stem bark of Terminalia arjuna and its structure was established as 2,3,6,7,8,9-hexahydroxynaphthalene-2-O-alpha-L(-)-rhamnoside by means of spectroscopic and chemical methods. Compound 1 showed potent antioxidant activity and inhibited nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated rat peritoneal macrophages.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antioxidants / pharmacology*
  • Biphenyl Compounds
  • Cardiotonic Agents / pharmacology
  • Free Radical Scavengers / pharmacology
  • Glycosides / chemistry
  • Glycosides / pharmacology*
  • Hydrolysis
  • In Vitro Techniques
  • Lipopolysaccharides / antagonists & inhibitors
  • Lipopolysaccharides / pharmacology
  • Lipoproteins, LDL / chemistry
  • Macrophages, Peritoneal / drug effects
  • Macrophages, Peritoneal / metabolism
  • Magnetic Resonance Spectroscopy
  • Naphthalenes / chemistry
  • Naphthalenes / pharmacology*
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide Synthase / antagonists & inhibitors
  • Nitric Oxide Synthase / metabolism
  • Nitric Oxide Synthase Type II
  • Picrates / metabolism
  • Plant Bark / chemistry
  • Plant Extracts / pharmacology
  • Rats
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • Superoxides / metabolism
  • Terminalia / chemistry*

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Cardiotonic Agents
  • Free Radical Scavengers
  • Glycosides
  • Lipopolysaccharides
  • Lipoproteins, LDL
  • Naphthalenes
  • Picrates
  • Plant Extracts
  • arjunaphthanoloside
  • Superoxides
  • Nitric Oxide
  • 1,1-diphenyl-2-picrylhydrazyl
  • Nitric Oxide Synthase
  • Nitric Oxide Synthase Type II
  • Nos2 protein, rat