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Labdane diterpene derivatives from Holwaya mucida.

G W Van Eijk1, H J Roeijmans, H A Van der Aa

  • 1Centraalbureau voor Schimmelcultures, Baarn, The Netherlands.

Antonie Van Leeuwenhoek
|January 1, 1988
PubMed
Summary

White crystals from Holwaya mucida cultures yielded antibiotic LL-Z1271 alpha, a gamma-lactone. Minor metabolites LL-Z1271 gamma and delta were also identified, with delta

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Area of Science:

  • Mycology
  • Natural Products Chemistry
  • Organic Chemistry

Background:

  • Holwaya mucida, a fungus, produces bioactive compounds.
  • Antibiotic LL-Z1271 alpha is a labdane-derived gamma-lactone.
  • Fungal secondary metabolites are a source of novel therapeutics.

Purpose of the Study:

  • To isolate and identify compounds produced by Holwaya mucida.
  • To characterize the chemical structure of novel metabolites.
  • To investigate the taxonomic relationship of H. mucida with other LL-Z1271 alpha producers.

Main Methods:

  • Crystallization from ethanol.
  • Chloroform extraction.
  • Infrared and mass spectrometry.
  • Preparative thin-layer chromatography.

Main Results:

  • Isolation and identification of antibiotic LL-Z1271 alpha (C17H20O5).
  • Identification of LL-Z1271 gamma, a demethylated analogue.
  • Partial characterization of a related metabolite, LL-Z1271 delta.
  • Establishment of no taxonomic relationship between H. mucida and other LL-Z1271 alpha producing species.

Conclusions:

  • Holwaya mucida produces a unique labdane-derived gamma-lactone, antibiotic LL-Z1271 alpha.
  • The fungus also produces related metabolites LL-Z1271 gamma and LL-Z1271 delta.
  • H. mucida is taxonomically distinct from other known producers of LL-Z1271 alpha.

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