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Sesquiterpenoids from Ferula samarkandica.

Miaomiao Zhang1, Mayire Nueraihemaiti1, Khamidulla Kamoldinov2

  • 1State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization and The Key Laboratory of Plant Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi, 830011, People's Republic of China; University of Chinese Academy of Sciences, Beijing, 100049, People's Republic of China.

Phytochemistry
|May 2, 2025
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Summary

Ten new sesquiterpenes from Ferula samarkandica roots were identified. Ferusamarkin E showed anti-inflammatory effects by reducing nitric oxide release in cells.

Keywords:
ApiaceaeECD calculationFerula samarkandica KorovinX-ray diffractionanti-inflammatory activitysesquiterpenoids

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Area of Science:

  • Natural Product Chemistry
  • Organic Chemistry
  • Pharmacology

Background:

  • Ferula samarkandica, a plant native to Uzbekistan, is a source of diverse chemical compounds.
  • Sesquiterpenes are a class of terpenes derived from isoprene units, known for their varied biological activities.

Purpose of the Study:

  • To isolate and characterize novel sesquiterpenes from Ferula samarkandica roots.
  • To investigate the structural diversity and potential bioactivity of these compounds.

Main Methods:

  • Isolation of compounds using chromatographic techniques.
  • Structure elucidation via High-Resolution Electrospray Ionization Mass Spectrometry (HRESIMS), Nuclear Magnetic Resonance (NMR), Ultraviolet (UV), and Infrared (IR) spectroscopy.
  • Determination of absolute configurations using Electronic Circular Dichroism (ECD) calculations and single-crystal X-ray diffraction.

Main Results:

  • Ten new sesquiterpenes, ferusamarkins A-J, were identified, alongside eight known analogues.
  • The isolated compounds represent diverse sesquiterpene skeletons: eudesmane, germacrane, guaiane, and daucane.
  • Ferusamarkin E demonstrated anti-inflammatory activity, inhibiting nitric oxide (NO) release in lipopolysaccharide (LPS)-induced Raw264.7 cells with an IC50 of 60.05 ± 5.18 μM.

Conclusions:

  • The study expands the known chemical diversity of sesquiterpenes from Ferula samarkandica.
  • Ferusamarkin E exhibits promising anti-inflammatory properties, warranting further investigation for therapeutic potential.