Three 2-oxoglutarate-dependent dioxygenase activities of Equisetum arvense L. forming flavone and flavonol from (2S)-naringenin

Phytochemistry. 2011 May;72(7):557-63. doi: 10.1016/j.phytochem.2011.01.036. Epub 2011 Feb 24.

Abstract

Equisetum arvense L. (Equisetaceae-horsetail) accumulates various flavones and flavonols in infertile shoot. Enzyme assays conducted with crude extracts of the green tissue revealed chalcone synthase activity and also three further activities assigned to flavonoid biosynthesis and identified as flavone synthase I, flavanone 3β-hydroxylase and flavonol synthase. The latter three activities were characterized as soluble, 2-oxoglutarate-dependent dioxygenases by their typical cofactor requirements and peculiar inhibition. Notably, this is the first report of flavone synthase I which had been considered to be restricted solely to species of the Apiaceae from a distant plant taxon.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dioxygenases / metabolism*
  • Equisetum / enzymology*
  • Equisetum / genetics
  • Equisetum / metabolism
  • Flavanones / metabolism*
  • Flavones / biosynthesis*
  • Flavonols / biosynthesis*
  • Gene Expression Regulation, Plant
  • Hydrogen-Ion Concentration
  • Ketoglutaric Acids / metabolism*
  • Mixed Function Oxygenases / metabolism
  • Substrate Specificity
  • Temperature

Substances

  • Flavanones
  • Flavones
  • Flavonols
  • Ketoglutaric Acids
  • Mixed Function Oxygenases
  • Dioxygenases
  • flavone synthase I
  • naringenin
  • flavone