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Bioactive compounds from Iostephane heterophylla (Asteraceae).

M I Aguilar1, G Delgado, M L Hernández

  • 1Departamento de Farmacia, Conjunto E de la Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán 04510, México, D.F.

Natural Product Letters
|September 20, 2001
PubMed
Summary

Novel bisabolene sesquiterpenes were isolated from Iostephane heterophylla. Some compounds showed antimicrobial activity against bacteria, yeast, and fungi.

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Area of Science:

  • Natural Product Chemistry
  • Phytochemistry
  • Organic Chemistry

Background:

  • Iostephane heterophylla is a plant source of bioactive compounds.
  • Sesquiterpenes are a class of naturally occurring organic compounds.

Purpose of the Study:

  • To isolate and characterize novel bisabolene sesquiterpenes from Iostephane heterophylla.
  • To evaluate the biological activity of the isolated compounds.

Main Methods:

  • Bioguided fractionation was employed for isolation.
  • Spectroscopic data analysis (NMR, MS) and chemical correlation were used for structural elucidation.
  • Modified Mosher experiment was utilized for stereochemical determination.

Main Results:

Related Experiment Videos

  • Four novel bisabolene sesquiterpenes, (12R/12S)-12,13-epoxy-xanthorrhizols (3,4) and (12R/12S)-12,13-dihydro-12,13-dihydroxy-xanthorrizols (5,6), were isolated and characterized.
  • The structure and stereochemistry of the new compounds were confirmed.
  • Compounds 3-6 exhibited varying degrees of activity against Gram-positive and Gram-negative bacteria, yeast, and dermatophytes.

    • Conclusions:

    • Iostephane heterophylla is a source of new bisabolene sesquiterpenes.
    • The isolated compounds possess significant antimicrobial properties.
    • Further investigation into these compounds could lead to new therapeutic agents.