Trichothecrotocins A-C, Antiphytopathogenic Agents from Potato Endophytic Fungus Trichothecium crotocinigenum

Org Lett. 2018 Dec 21;20(24):8069-8072. doi: 10.1021/acs.orglett.8b03735. Epub 2018 Dec 12.

Abstract

Two trichothecene sesquiterpenoids, trichothecrotocins A (1) and B (2), and a merosesquiterpenoid racemate, (±)-trichothecrotocin C (3), were obtained from potato endophytic fungus Trichothecium crotocinigenum by bioguided isolation. Their structures were elucidated by extensive spectroscopic methods, electronic circular dichroism calculations, and single-crystal X-ray diffraction. Compounds 1 and 2 are trichothecenes possessing new ring systems. Compound 3 possesses a novel 6/6-5/5/5 fused ring system. Compounds 1-3 showed antiphytopathogenic activities with MIC values of 8-128 μg/mL.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alternaria / drug effects
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology*
  • Ascomycota / chemistry*
  • Dose-Response Relationship, Drug
  • Fungicides, Industrial / chemistry
  • Fungicides, Industrial / isolation & purification
  • Fungicides, Industrial / pharmacology*
  • Fusarium / drug effects
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Phytophthora infestans / drug effects
  • Rhizoctonia / drug effects
  • Structure-Activity Relationship

Substances

  • Antifungal Agents
  • Fungicides, Industrial