2H-pyran-2-one and 2H-furan-2-one derivatives from the plant endophytic fungus Pestalotiopsis fici

Chem Biodivers. 2013 Nov;10(11):2007-13. doi: 10.1002/cbdv.201200361.

Abstract

Two new α-pyrones (=2H-pyran-2-ones), ficipyrones A and B (1 and 2, resp.), and two new α-furanones (=2H-furan-2-ones), ficifuranones A and B (3 and 4, resp.), together with three known metabolites, antibiotic F 0368 (5), hydroxyseiridin (6), and hydroxyisoseiridin (7), were isolated from solid cultures of the plant endophytic fungus Pestalotiopsis fici. Their structures were elucidated primarily by NMR spectroscopy, and the absolute configuration of 1 was deduced from the circular-dichroism (CD) data. Compound 1 showed antifungal activity against the plant pathogen Gibberella zeae (CGMCC 3.2873) with an IC50 value of 15.9 μM.

Keywords: 2H-Furan-2-ones; 2H-Pyran-2-ones; Antifungal activity; Fungi; Pestalotiopsis fici.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology
  • Furans / chemistry*
  • Furans / isolation & purification
  • Gibberella / drug effects
  • Plants / microbiology
  • Pyrones / chemistry*
  • Pyrones / isolation & purification
  • Pyrones / pharmacology
  • Xylariales / chemistry*

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Furans
  • Pyrones