Stability and cytotoxicity of gambogic acid and its derivative, gambogoic acid

Quan Bin Han, Susan Cheung, Joseph Tai, Chun Feng Qiao, Jing Zheng Song, Hong Xi Xu*

*Corresponding author for this work

Research output: Contribution to journalJournal articlepeer-review

59 Citations (Scopus)

Abstract

In this study, the stability of gambogic acid (GA), a polyprenylated xanthone with potent cytotoxicities against various cancer cell lines, was evaluated under several experimental conditions including addition of acids, alkalis and organic solvents. GA was stable when dissolved in acetone, acetonitrile, and chloroform, even when acids were added. However, a new derivative was produced after GA was stored in the methanol solution for a week at room temperature. The addition of alkalis could increase the rate of this chemical transformation. This derivative was determined to be gambogoic acid (GOA) by the HPLC-MS comparison with the known compound. GOA was proposed to be the product of neuclophilic addition of methanol to the olefinic bond at C-10 of GA. Furthermore, when these two compounds were tested for their cytotoxicity, GOA showed significantly weaker inhibitory effects than GA. It was therefore deduced that the α,β-unsaturated carbonyl moiety at C-10 contributed to the cytotoxicity of gambogic acid.

Original languageEnglish
Pages (from-to)2335-2337
Number of pages3
JournalBiological and Pharmaceutical Bulletin
Volume28
Issue number12
DOIs
Publication statusPublished - Dec 2005

Scopus Subject Areas

  • Pharmacology
  • Pharmaceutical Science

User-Defined Keywords

  • Cytotoxicity
  • Gambogic acid
  • Gambogoic acid
  • Garcinia hanburyi
  • Stability

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