Isolation of a Novel Polyketide from Neodidymelliopsis sp

Molecules. 2021 May 27;26(11):3235. doi: 10.3390/molecules26113235.

Abstract

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.

Keywords: fungi; natural product; polyketide.

MeSH terms

  • Acetamides / chemistry
  • Anthraquinones / chemistry
  • Anti-Bacterial Agents / chemistry
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology
  • Ascomycota / metabolism*
  • Bacteria / metabolism
  • Biological Products / chemistry*
  • Carbon Isotopes / chemistry
  • Fermentation
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Polyketides / chemistry
  • Polyketides / isolation & purification*
  • Sodium / chemistry
  • Sodium Acetate
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Acetamides
  • Anthraquinones
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Biological Products
  • Carbon Isotopes
  • Polyketides
  • pachybasin
  • Sodium Acetate
  • Sodium