Structurally diverse chaetophenol productions induced by chemically mediated epigenetic manipulation of fungal gene expression

Org Lett. 2013 Jul 5;15(13):3346-9. doi: 10.1021/ol401386w. Epub 2013 Jun 14.

Abstract

Epigenetic manipulation of gene expression in Chaetomium indicum using a HDAC inhibitor led to the isolation of structurally diverse chaetophenols, and 3, 4 and 5 bear unprecedented polycyclic skeletons. The expression of two silent genes (pksCH-1 and pksCH-2) for nonreducing PKSs involved in chaetophenol biosynthesis was associated with an increase of histone acetylation level. The heterologous gene expression study in Aspergillus oryzae revealed pksCH-2 to be the NR-PKS gene for 8.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylation
  • Aspergillus oryzae / chemistry*
  • Aspergillus oryzae / genetics
  • Benzopyrans / chemical synthesis*
  • Benzopyrans / chemistry
  • Chaetomium / chemistry*
  • Cyclization
  • Epigenomics
  • Gene Expression Regulation, Fungal
  • Genes, Fungal / genetics
  • Molecular Structure
  • Phenols / chemical synthesis*
  • Phenols / chemistry*
  • Polycyclic Compounds / chemical synthesis*
  • Polycyclic Compounds / chemistry*
  • Polyketides / chemical synthesis*
  • Polyketides / chemistry

Substances

  • Benzopyrans
  • Phenols
  • Polycyclic Compounds
  • Polyketides