Two new phthalide derivatives from the endophytic fungus Penicillium vulpinum isolated from Sophora tonkinensis

Nat Prod Res. 2021 Feb;35(3):421-427. doi: 10.1080/14786419.2019.1636237. Epub 2019 Jul 5.

Abstract

Two new phthalide derivatives, (-)-3-carboxypropyl-7-hydroxyphthalide (1) and (-)-3-carboxypropyl-7-hydroxyphthalide methyl ester (2), were isolated from the endophytic fungus Penicillium vulpinum isolated from the Chinese medicinal plant Sophora tonkinensis. Their structures were elucidated using spectroscopic methods, mainly on 1D and 2D NMR. Compound 1 exhibited medium antibacterial activities against Bacillus subtilis, Shigella dysenteriae and Enterobacter areogenes with MIC values of 12.5-25 μg/mL, and 2 showed a medium inhibition to E. areogenes with MIC value of 12.5 μg/mL.

Keywords: Penicillium sp.; Sophora tonkinensis; endophytic fungus; phthalide.

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Bacillus subtilis / drug effects
  • Benzofurans / chemistry*
  • Benzofurans / pharmacology
  • Drug Evaluation, Preclinical
  • Endophytes / chemistry
  • Enterobacter / drug effects
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Penicillium / chemistry*
  • Penicillium / isolation & purification
  • Plants, Medicinal / microbiology
  • Shigella dysenteriae / drug effects
  • Sophora / microbiology*

Substances

  • Anti-Bacterial Agents
  • Benzofurans
  • phthalide

Supplementary concepts

  • Penicillium vulpinum