Ascosonchine, the enol tautomer of 4-pyridylpyruvic acid with herbicidal activity produced by Ascochyta sonchi

Phytochemistry. 2004 Feb;65(4):475-80. doi: 10.1016/j.phytochem.2003.09.016.

Abstract

A new phytotoxic enol tautomer of 4-pyridylpyruvic acid, named ascosonchine, was isolated from the culture filtrate of Ascochyta sonchi. Such a leaf pathogen is a potential biocontrol agent of Sonchus arvensis, a perennial herbaceous weed occurring throughout the temperate regions of the world. Ascosonchine, characterised as (Z)-2-hydroxy-3-(4-pyridyl)-2-propenoic acid by spectroscopic methods, showed selective herbicidal properties, that are not associated with antibacterial, antifungal or zootoxic activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ascomycota / chemistry*
  • Herbicides / chemistry*
  • Herbicides / isolation & purification
  • Herbicides / pharmacology
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Pest Control, Biological / methods
  • Plant Leaves / drug effects
  • Plant Leaves / growth & development
  • Pyridines / chemistry*
  • Pyridines / isolation & purification
  • Pyridines / pharmacology
  • Pyruvic Acid / chemistry*
  • Pyruvic Acid / isolation & purification
  • Pyruvic Acid / pharmacology

Substances

  • Herbicides
  • Pyridines
  • Pyruvic Acid