Molecules (May 2021)

Isolation of a Novel Polyketide from <i>Neodidymelliopsis</i> sp.

  • Melissa M. Cadelis,
  • Hugo Gordon,
  • Alex Grey,
  • Soeren Geese,
  • Daniel R. Mulholland,
  • Bevan S. Weir,
  • Brent R. Copp,
  • Siouxsie Wiles

DOI
https://doi.org/10.3390/molecules26113235
Journal volume & issue
Vol. 26, no. 11
p. 3235

Abstract

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Fungi have become an invaluable source of bioactive natural products, with more than 5 million species of fungi spanning the globe. Fractionation of crude extract of Neodidymelliopsis sp., led to the isolation of a novel polyketide, (2Z)-cillifuranone (1) and five previously reported natural products, (2E)-cillifuranone (2), taiwapyrone (3), xylariolide D (4), pachybasin (5), and N-(5-hydroxypentyl)acetamide (6). It was discovered that (2Z)-cillifuranone (1) was particularly sensitive to ambient temperature and light resulting in isomerisation to (2E)-cillifuranone (2). Structure elucidation of all the natural products were conducted by NMR spectroscopic techniques. The antimicrobial activity of 2, 3, and 5 were evaluated against a variety of bacterial and fungal pathogens. A sodium [1-13C] acetate labelling study was conducted on Neodidymelliopsis sp. and confirmed that pachybasin is biosynthesised through the acetate polyketide pathway.

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