Isolation, structure elucidation and in vivo hepatoprotective potential of trans-tetracos-15-enoic acid from Indigofera tinctoria Linn

Phytother Res. 2006 Oct;20(10):831-9. doi: 10.1002/ptr.1856.

Abstract

The bioassay guided fractionation of the dried aerial part of Indigofera tinctoria Linn. led to the identification of an active fraction labelled as indigotin. On further chemical analysis, a compound isolated from indigotin was identified and characterized as trans-tetracos-15-enoic acid (TCA). The chemical structure of this compound was established on the basis of physical properties and spectral data, including NMR. It afforded significant hepatoprotection against carbon tetrachloride and paracetamol induced hepatotoxicity in experimental models. Silymarin, a well known plant based hepatoprotective agent, and N-acetylcysteine, which has proven efficacy as a replenisher of sulfhydryls, were used for relative efficacy. TCA was found to reverse the altered hepatic parameters in experimental liver damage. In the safety evaluation study the oral LD50 was found to be more than 2000 mg/kg, with no signs of abnormalities or any mortality for the 15 day period of observation after administration of a single dose of drug in mice. The studies revealed significant and concentration dependent hepatoprotective potential of TCA as it reversed the majority of the altered hepatic parameters in experimental liver damage in rats and mice and may be useful in the management of liver disorders.

MeSH terms

  • Acetaminophen
  • Animals
  • Carbon Tetrachloride
  • Chemical and Drug Induced Liver Injury
  • Fatty Acids, Monounsaturated / chemistry
  • Fatty Acids, Monounsaturated / isolation & purification
  • Fatty Acids, Monounsaturated / therapeutic use*
  • Female
  • Hexobarbital / pharmacology
  • Hypnotics and Sedatives / toxicity
  • Indigofera / chemistry*
  • Inert Gas Narcosis / drug therapy
  • Liver Diseases / drug therapy*
  • Male
  • Mice
  • Nuclear Magnetic Resonance, Biomolecular
  • Paralysis / chemically induced
  • Phytotherapy*
  • Protective Agents / chemistry
  • Protective Agents / isolation & purification
  • Protective Agents / therapeutic use
  • Rats
  • Rats, Wistar
  • Zoxazolamine

Substances

  • Fatty Acids, Monounsaturated
  • Hypnotics and Sedatives
  • Protective Agents
  • Acetaminophen
  • nervonic acid
  • Zoxazolamine
  • Hexobarbital
  • Carbon Tetrachloride