Clavatol and patulin formation as the antagonistic principle of Aspergillus clavatonanicus, an endophytic fungus of Taxus mairei

Appl Microbiol Biotechnol. 2008 Apr;78(5):833-40. doi: 10.1007/s00253-008-1371-z. Epub 2008 Mar 4.

Abstract

Many endophytic fungi are known to protect plants from plant pathogens, but the antagonistic mechanism has rarely been revealed. In this study, we wished to learn whether an endophytic Aspergillus sp., isolated from Taxus mairei, would indeed produce bioactive components, and if so whether (a) they would antagonize plant pathogenic fungi; and (b) whether this Aspergillus sp. would produce the compound also under conditions of confrontation with these fungi. The endophytic fungal strain from T. mairei was identified as Aspergillus clavatonanicus by analysis of morphological characteristics and the sequence of the internal transcribed spacers (ITS rDNA) of rDNA. When grown in surface culture, the fungus produced clavatol (2',4'-dihydroxy-3',5'-dimethylacetophenone) and patulin (2-hydroxy-3,7-dioxabicyclo [4.3.0]nona-5,9-dien-8-one), as shown by shown by NMR, MS, X-ray, and EI-MS analysis. Both exhibited inhibitory activity in vitro against several plant pathogenic fungi, i.e., Botrytis cinerea, Didymella bryoniae, Fusarium oxysporum f. sp. cucumerinum, Rhizoctonia solani, and Pythium ultimum. During confrontation with P. ultimum, A. clavatonanicus antagonized its growth of P. ultimum, and both clavatol as well as patulin were formed as the only bioactive components, albeit with different kinetics. We conclude that A. clavatonanicus produces clavatol and patulin, and that these two polyketides may be involved in the protection of T. mairei against attack by plant pathogens by this Aspergillus sp.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetophenones / chemistry
  • Acetophenones / isolation & purification
  • Acetophenones / metabolism*
  • Acetophenones / pharmacology
  • Antibiosis*
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / metabolism
  • Antifungal Agents / pharmacology
  • Aspergillus / genetics
  • Aspergillus / isolation & purification
  • Aspergillus / physiology*
  • DNA, Fungal / genetics
  • DNA, Ribosomal / genetics
  • DNA, Ribosomal Spacer / genetics
  • Fungi / drug effects
  • Patulin / chemistry
  • Patulin / isolation & purification
  • Patulin / metabolism*
  • Patulin / pharmacology
  • Plant Diseases / microbiology
  • Symbiosis*
  • Taxus / microbiology*
  • Taxus / physiology

Substances

  • Acetophenones
  • Antifungal Agents
  • DNA, Fungal
  • DNA, Ribosomal
  • DNA, Ribosomal Spacer
  • clavatol
  • Patulin