Four new taraxastane-type triterpenoic acids from Cirsium setosum

J Asian Nat Prod Res. 2016 Nov;18(11):1015-23. doi: 10.1080/10286020.2016.1217519. Epub 2016 Sep 6.

Abstract

Four new taraxastane-type triterpenoids acids 3β,22α-dihydroxy-20-taraxasten-30-oic acid (1), 3β-hydroxy-22-oxo-20-taraxasten-30-oic acid (2), 3-oxo-22α-hydroxy-20- taraxasten-30-oic acid (3), and 3β,19β-dihydroxy-20-taraxasten-30-oic acid (4) were isolated and characterized from Cirsium setosum (Willd.) MB. Their structures were determined by the combination of 1D and 2D NMR experiments ((1)H-(1)HCOSY, HSQC, HMBC and ROESY) and mass spectrometry. Compound 2 exhibited potent selective cytotoxicity against human ovarian cancer cell line A2780 with an IC50 value of 3.9 μM.

Keywords: Cirsium setosum; Compositae; absolute configuration; cytotoxic activities; taraxastane-type triterpenoids acids.

MeSH terms

  • Cirsium / chemistry*
  • Drugs, Chinese Herbal / chemistry
  • Humans
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology

Substances

  • Drugs, Chinese Herbal
  • Triterpenes