Exserolides A-F, new isocoumarin derivatives from the plant endophytic fungus Exserohilum sp

Fitoterapia. 2014 Jul:96:88-94. doi: 10.1016/j.fitote.2014.04.013. Epub 2014 Apr 18.

Abstract

Six new isocoumarin derivatives, exserolides A-F (1-6), were isolated from solid cultures of the plant endophytic fungus Exserohilum sp., together with four known metabolites (7-10). The structures of 1-6 were elucidated primarily by NMR experiments. The absolute configuration of the C-3 methine carbon in 1-5 was deduced via the circular dichroism data, whereas that of the 1,3-diol moiety in 6 was assigned from the (1)H NMR data of its (R)- and (S)-MTPA diesters. Compounds 3 and 9 showed antifungal activity against the plant pathogen Fusarium oxysporum, whereas 6 displayed significant inhibitory effects against a small panel of bacteria.

Keywords: (12R)-12-hydroxymonocerin (PubChem CID: 24896700); (12S)-12-hydroxymonocerin (PubChem CID: 24896699); (–)-mellein (PubChem CID: 114679); 11-hydroxymonocerin (PubChem CID: 25111599); Antibacterial activity; Antifungal activity; Endophytic fungus; Exserohilum sp.; Isocoumarins; Lasionectrin (PubChem CID: 60155242); Monocerin (PubChem CID: 92267).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology
  • Ascomycota / chemistry*
  • Endophytes
  • Fusarium / drug effects
  • Isocoumarins / chemistry
  • Isocoumarins / isolation & purification*
  • Isocoumarins / pharmacology
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Leaves / chemistry
  • Plants / microbiology

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Isocoumarins