Cytotoxicity of oleanolic and ursolic acid derivatives toward hepatocellular carcinoma and evaluation of NF-κB involvement

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Oleanolic and ursolic acids are two ubiquitous isomeric triterpene phytochemicals known for their anticanceractivity. A set of derivatives of the two compounds with a modified oxidation state and lipophylicity at C-3 andC-28 positions, were prepared and tested as anticancer agents versus the lines HepG2, Hep3B and HA22T/VGHof hepatocarcinoma, a strongly aggressive tumor that is not responsive toward the standard therapies. Newderivatives containing a three carbons side chain on the C-3 position were synthetized in both stereoisomericforms by the Barbier-Grignard procedure and three of them were found to be active toward all of the threetargets. The implication of the transcriptional nuclear factor NF−κB in the mechanism of action was assessed forthe more active compounds in the set, as hepatocellular carcinoma (HCC) cyto-types are known to overexpressNF−κB.
Original languageEnglish
Number of pages8
JournalBioorganic Chemistry
Publication statusPublished - 2019


All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Biology
  • Drug Discovery
  • Organic Chemistry

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