Isolation of chebulic acid from Terminalia chebula Retz. and its antioxidant effect in isolated rat hepatocytes

Hyun Sun Lee, Sung Hoon Jung, Bong Sik Yun, Kwang Won Lee

Research output: Contribution to journalArticle

75 Citations (Scopus)

Abstract

A hepatoprotective compound was isolated from the ethanolic extract of the fruits of Terminalia chebula Retz. by consecutive solvent partitioning, followed by silica gel and Sephadex LH-20 column chromatographies. The purified compound was identified as a mixture of chebulic acid and its minor isomer, neochebulic acid, with a ratio of 2:1 by spectroscopic analysis including 1D and 2D NMR and MS spectroscopy. To our knowledge, this is the first report on the protection of rat hepatocytes against oxidative toxicity by chebulic acid obtained from T. chebula Retz. This compound exhibited in vitro a free radical-scavenging activity and ferric-reducing antioxidant activity. Also, the specific ESR spectrum for the OOH radical signals consisting of three-line ESR spectra was within the field of 0.27 mT, whereas 2.5 and 0.25 mg/ml of chebulic acid significantly reduced the signal intensity of the ESR spectra to 0.06 mT and 0.11 mT, respectively. Using isolated rat hepatocyte experiment, we demonstrated that the treatment of hepatocytes with chebulic acid significantly reduced the tert-butyl hydroperoxide (t-BHP)-induced cell cytotoxicity, intracellular reactive oxygen species level, and the ratio of GSSH, oxidized form of glutathione (GSH) to the over total GSH (GSH + GSSG) (4.42%) as compared to that with t-BHP alone (8.33%).

Original languageEnglish
Pages (from-to)211-218
Number of pages8
JournalArchives of Toxicology
Volume81
Issue number3
DOIs
Publication statusPublished - 2007 Mar 1

Fingerprint

Terminalia
Rats
Hepatocytes
Antioxidants
Paramagnetic resonance
tert-Butylhydroperoxide
Glutathione Disulfide
Column chromatography
Spectroscopic analysis
Silica Gel
Scavenging
Cytotoxicity
Fruits
Isomers
Free Radicals
Glutathione
Toxicity
Chromatography
Reactive Oxygen Species
Fruit

Keywords

  • Antioxidant
  • Chebulic acid
  • Cytotoxicity
  • Hepatocytes
  • Oxidative stress
  • Rat

ASJC Scopus subject areas

  • Toxicology
  • Health, Toxicology and Mutagenesis

Cite this

Isolation of chebulic acid from Terminalia chebula Retz. and its antioxidant effect in isolated rat hepatocytes. / Lee, Hyun Sun; Jung, Sung Hoon; Yun, Bong Sik; Lee, Kwang Won.

In: Archives of Toxicology, Vol. 81, No. 3, 01.03.2007, p. 211-218.

Research output: Contribution to journalArticle

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