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A highly substituted germacranolide from Leontodon cichoraceus.

C Zidorn1, E P Ellmerer-Müller, M J Dobner

  • 1Institut für Pharmazie, Abteilung für Pharmakognosie, Universität Innsbruck, Austria. Christian.H.Zidorn@uibk.ac.at

Zeitschrift Fur Naturforschung. C, Journal of Biosciences
|November 29, 2001
PubMed
Summary

Researchers discovered a new sesquiterpenoid in Leontodon cichoraceus. This compound was not detected in 23 other Leontodon species, suggesting unique chemical properties.

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Area of Science:

  • Phytochemistry
  • Natural Product Chemistry
  • Organic Chemistry

Background:

  • Leontodon cichoraceus is a plant species within the Asteraceae family.
  • Sesquiterpenoids are a class of terpenoids derived from C15 precursors.

Purpose of the Study:

  • To isolate and characterize novel compounds from Leontodon cichoraceus.
  • To investigate the distribution of the newly discovered compound within the Leontodon genus.

Main Methods:

  • Subaerial parts of Leontodon cichoraceus were analyzed.
  • Structure elucidation was performed using APCI mass spectrometry and 1D/2D-NMR spectroscopy.
  • High-performance liquid chromatography with diode-array detection (HPLC-DAD) and mass spectrometry (HPLC-MS) were used for compound surveying.

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Main Results:

  • A new germacrane-type sesquiterpenoid, 15-beta-D-glucopyranosyl-8-[p-(beta-D-glucopyranosyloxy)phenylacetyl]-salonitenolide, was isolated and structurally characterized.
  • The newly identified compound was absent in 23 other investigated taxa of Leontodon.
  • The structural analysis confirmed the presence of two beta-D-glucopyranosyl moieties.

Conclusions:

  • Leontodon cichoraceus harbors a unique germacrane-type sesquiterpenoid.
  • The distribution of this specific sesquiterpenoid appears limited within the Leontodon genus, highlighting potential chemotaxonomic significance.