Bovistol B, Bovistol D and strossmayerin: Sesquiterpene metabolites from the culture filtrate of the basidiomycete Coprinopsis strossmayeri

Alice M. Banks, Lijiang Song, Gregory L. Challis, Andy M. Bailey, Gary D. Foster

Research output: Contribution to journalArticleResearchpeer-review

2 Citations (Scopus)

Abstract

Basidiomycete fungi are a rich source of natural products with a diverse array of potentially exploitable bioactivities. Two dimeric sesquiterpenes, bovistol B (1) and D (2), and one monomeric sesquiterpene, strossmayerin (7), were isolated from the culture filtrate of the basidiomycete fungus Coprinopsis strossmayeri. The structures were determined through a combination of MS and 1D/2D NMR spectroscopic techniques. Likely monomeric precursors, identified on the basis of HRMS analysis, allow a plausible biosynthetic pathway to be proposed for the biosynthesis of 1 and 2, involving the dimerisation of the monomer through a hetero-Diels-Alder mechanism. A gene cluster, including a putative sesquiterpene 1-11 cyclase, was identified through phylogenetic and RNA-seq analysis, and is proposed to be responsible for the biosynthesis of 1 and 2.

Original languageEnglish
Article numbere0229925
Number of pages9
JournalPLoS ONE
Volume15
Issue number4
DOIs
Publication statusPublished - 6 Apr 2020
Externally publishedYes

Keywords

  • biosynthesis
  • basidiomycetes
  • NMR spectroscopy
  • RNA sequencing
  • dimerization
  • fungi
  • high performance liquid chromatography
  • saccharomyces cerevisiae

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