Two structurally distinct chalcone dimers from Helichrysum zivojinii and their activities in cancer cell lines

  • Phytochemistry. 2014 Feb:98:190-6. doi: 10.1016/j.phytochem.2013.11.025.
Ivana S Aljančić  1 ,  Ivan Vučković  2 ,  Milka Jadranin  3 ,  Milica Pešić  4 ,  Iris Dorđević  5 ,  Ana Podolski-Renić  4 ,  Sonja Stojković  4 ,  Nebojša Menković  6 ,  Vlatka E Vajs  7 ,  Slobodan M Milosavljević  2
Affiliations
  • 1. Institute of Chemistry, Technology and Metallurgy, Center for Chemistry, University of Belgrade, Njegoševa 12, 11001 Belgrade, Serbia. Electronic address: [email protected].
  • 2. Faculty of Chemistry, University of Belgrade, Studentski trg 12-16, 11158 Belgrade, Serbia.
  • 3. Institute of Chemistry, Technology and Metallurgy, Center for Chemistry, University of Belgrade, Njegoševa 12, 11001 Belgrade, Serbia.
  • 4. Institute for Biological Research, Department of Neurobiology, University of Belgrade, Bulevar Despota Stefana 142, 11060 Belgrade, Serbia.
  • 5. Faculty for Veterinary Medicine, University of Belgrade, Bulevar Oslobodenja 18, 11000 Belgrade, Serbia.
  • 6. Institute for Medicinal Plant Research, "Dr. Josif Pančić", Tadeuša Košćuška 1, 11000 Belgrade, Serbia.
  • 7. Institute of Chemistry, Technology and Metallurgy, Center for Chemistry, University of Belgrade, Njegoševa 12, 11001 Belgrade, Serbia; Faculty of Chemistry, University of Belgrade, Studentski trg 12-16, 11158 Belgrade, Serbia.
PMID: 24361288 DOI: 10.1016/j.phytochem.2013.11.025
Abstract

Dimers tomoroside A (1) and tomoroside B (2) of the co-occuring known chalcone monomer (3), along with the seven known flavonoid glucosides (4-10), were isolated from the aerial parts of Helichrysum zivojinii Černjavski & Soška. The structures of the isolated compounds were elucidated by spectroscopic techniques. Compound 1 inhibited topo IIα and HIF-1α expression and stimulated doxorubicin Anticancer effect, while 2 increased the expression of HIF-1α, probably acting as antioxidant and redox status modulator. Notably, 2 synergized with Tipifarnib showing potential to improve the action of this new chemotherapeutic involved in the modulation of mitogene activated protein (MAP) kinase signaling pathway.

Keywords
Asteraceae; Chalcone glucoside dimers; Drug combination; Flavonoid glucoside; HIF-1α; Helichrysum zivojinii; MAP kinase pathway; Topoisomerase IIα.
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