Onydecalins, Fungal Polyketides with Anti- Histoplasma and Anti-TRP Activity

J Nat Prod. 2018 Dec 28;81(12):2605-2611. doi: 10.1021/acs.jnatprod.7b01067. Epub 2018 Dec 3.

Abstract

We report an unusual 3-substituted pyridine polyketide, onydecalin A (1), which was obtained along with 2 as a major constituent from the fungus Aioliomyces pyridodomos (order: Onygenales) following a two-month fermentation. Feeding studies demonstrated that the pyridine subunit originates via an unprecedented biosynthetic process in comparison to other polyketide-linked pyridines or derivatives such as pyridones. The slow growth of the fungus led us to perform a one-year fermentation, leading to production of compounds 2-4 as the major constituents. These compounds showed modest but selective inhibition against a variety of transient receptor potential channels, as well as against the human pathogenic fungus Histoplasma capsulatum.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Ascomycota / chemistry*
  • Biological Products / chemistry
  • Biological Products / pharmacology*
  • Fermentation
  • Histoplasma / drug effects*
  • Histoplasmosis / microbiology
  • Humans
  • Molecular Structure
  • Polyketides / chemistry
  • Polyketides / isolation & purification
  • Polyketides / pharmacology*
  • Transient Receptor Potential Channels / metabolism*

Substances

  • Biological Products
  • Polyketides
  • Transient Receptor Potential Channels