Epimeric spirolactone-type triterpenoids from Abies faxoniana Rehd

Fitoterapia. 2016 Sep:113:91-6. doi: 10.1016/j.fitote.2016.07.003. Epub 2016 Jul 16.

Abstract

Phytochemical investigation of Abies faxoniana Rehd. led to the isolation of two pairs of new epimeric spirolactone-type triterpenoids (1/1' and 2/2') and 11 known terpenoids (3-13). Compounds 1/1' and 2/2' were isolated as epimeric mixtures due to the C-23 ketal tautomerism in their spirolactone structures. The dynamic HPLC manifested that the C-23 epimeric mixtures interconverted into each other in solution. Structure determinations were based on extensive NMR and HRESIMS spectroscopic analysis. Meanwhile, their cytotoxic activities were tested by MTT method. Compound 5 showed cytotoxicities against MCF-7 and A549 cells with IC50 values of 6.5 and 5.7μM, respectively. Compounds 1/1' had IC50 values of 10.0 and 12.3μM for Huh7 and SMMC7721 cells, respectively.

Keywords: Abies faxoniana; Cytotoxicity; Hepatoma cells; Triterpenoids.

MeSH terms

  • Abies / chemistry*
  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Cell Line, Tumor
  • Humans
  • Molecular Structure
  • Plant Components, Aerial / chemistry
  • Spironolactone / chemistry*
  • Spironolactone / isolation & purification
  • Triterpenes / chemistry*
  • Triterpenes / isolation & purification

Substances

  • Antineoplastic Agents, Phytogenic
  • Triterpenes
  • Spironolactone