Two New Prenylated Indole Diterpenoids from Tolypocladium sp. and Their Antimicrobial Activities

Chem Biodivers. 2019 Jun;16(6):e1900116. doi: 10.1002/cbdv.201900116. Epub 2019 Apr 29.

Abstract

Two new prenylated indole diterpenoids, tolypocladins K and L (1 and 2), together with a known analog terpendole L (3), were isolated from the solid fermentation culture of a mine soil-derived fungus Tolypocladium sp. XL115. Their structures and relative configurations were determined by comprehensive spectroscopic data analysis, as well as by comparison of their NMR data with those related known compounds. Compound 3 exhibited remarkable antibacterial activity against Micrococcus luteus with an MIC value of 6.25 μg/mL, and compounds 1 and 3 displayed moderate antifungal activity selectively against tested strains with MIC values of 25-50 μg/mL.

Keywords: Tolypocladium; antimicrobial activity; biological activity; indole diterpenoid; phytochemistry.

MeSH terms

  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology
  • Diterpenes / chemistry*
  • Diterpenes / pharmacology
  • Fungi / chemistry*
  • Fungi / drug effects
  • Fungi / metabolism
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Indoles / chemistry
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Soil Microbiology

Substances

  • Anti-Infective Agents
  • Diterpenes
  • Indoles