Rogersonins A and B, Imidazolone N-Oxide-Incorporating Indole Alkaloids from a verG Disruption Mutant of Clonostachys rogersoniana

J Nat Prod. 2019 Mar 22;82(3):462-468. doi: 10.1021/acs.jnatprod.8b00851. Epub 2018 Dec 21.

Abstract

Rogersonins A (1) and B (2), two new indole alkaloid-polyketide hybrids, have been isolated from cultures of a verG disruption mutant of the Cordyceps-colonizing fungus Clonostachys rogersoniana; their structures were elucidated primarily by NMR experiments. The absolute configurations of 1 and 2 were assigned using the modified Mosher method and via electronic circular dichroism and NMR calculations. Compounds 1 and 2 incorporate an imidazolone N-oxide moiety that has not been reported in any natural products.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Genes, Fungal*
  • Humans
  • Hypocreales / chemistry*
  • Hypocreales / genetics
  • Imidazoles / metabolism*
  • Indole Alkaloids / metabolism*
  • Molecular Structure
  • Mutation*
  • Oxides / metabolism
  • Spectrum Analysis / methods

Substances

  • Imidazoles
  • Indole Alkaloids
  • Oxides