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A dimeric iridoid from loasa acerifolia.

Andreas A. Müller1, Johanna K. Kufer, Karin G. Dietl

  • 1Institute of Pharmaceutical Biology, Karlstr. 29, 80333, Munich, Germany

Phytochemistry
|November 17, 2001
PubMed
Summary

Researchers identified two iridoid glucosides, secoxyloganin and the novel dimeric compound asaolaside, from Loasa acerifolia DOMBEY leaves. Asaolaside

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Area of Science:

  • Phytochemistry
  • Natural Product Chemistry
  • Organic Chemistry

Background:

  • Loasa acerifolia DOMBEY is a plant species with potential for novel phytochemical discovery.
  • Iridoid glucosides are a class of natural products with diverse biological activities.

Purpose of the Study:

  • To isolate and characterize secondary metabolites from Loasa acerifolia DOMBEY leaves.
  • To elucidate the structure of a novel dimeric iridoid glucoside.

Main Methods:

  • Phytochemical investigation of Loasa acerifolia DOMBEY leaf extract.
  • Structure elucidation using spectroscopic techniques including 1D and 2D Nuclear Magnetic Resonance (NMR) (1H 1H COSY, HMQC, HMBC).
  • Mass spectrometry analysis using Fast Atom Bombardment Mass Spectrometry (FABMS).

Main Results:

  • Isolation of secoxyloganin.
  • Isolation and characterization of a novel dimeric iridoid glucoside, named asaolaside.
  • Asaolaside was determined to be a secoxyloganin moiety esterified to the 7-hydroxy group of sylvestroside IV.

Conclusions:

  • The study successfully identified known and novel iridoid glucosides from Loasa acerifolia DOMBEY.
  • The structural determination of asaolaside expands the known diversity of iridoid glucosides.
  • The applied spectroscopic methods were effective for elucidating the complex structure of the novel compound.

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