A novel isoindoline, porritoxin sulfonic acid, from Alternaria porri and the structure-phytotoxicity correlation of its related compounds

Biosci Biotechnol Biochem. 2003 Jul;67(7):1580-3. doi: 10.1271/bbb.67.1580.

Abstract

Novel zinniol-related compound 3, named porritoxin sulfonic acid, with an isoindoline skeleton was isolated from the culture liquid of Alternaria porri. The structure was determined to be 2-(2"-sulfoethyl)-4-methoxy-5-methyl-6-(3'-methyl-2'-butenyloxy)-2,3-dihydro-1H-isoindol-1-one. The phytotoxic activities of three isoindolines (1-3) were evaluated in a seedling-growth assay against stone leek and lettuce.

MeSH terms

  • Alternaria / chemistry*
  • Indoles / chemistry*
  • Indoles / isolation & purification
  • Indoles / toxicity
  • Isoindoles
  • Lactuca / drug effects
  • Lactuca / growth & development
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Mycotoxins / chemistry*
  • Mycotoxins / isolation & purification
  • Mycotoxins / toxicity
  • Seeds / drug effects
  • Seeds / growth & development
  • Structure-Activity Relationship
  • Sulfonic Acids / chemistry*
  • Sulfonic Acids / isolation & purification
  • Sulfonic Acids / toxicity

Substances

  • 2-(2''-sulfoethyl)-4-methoxy-5-methyl-6-(3'-methyl-2'-butenyloxy)-2,3-dihydro-1H-isoindol-1-one
  • Indoles
  • Isoindoles
  • Mycotoxins
  • Sulfonic Acids