Formation of novel flavonoids in apple (Malus × domestica) treated with the 2-oxoglutarate-dependent dioxygenase inhibitor prohexadione-Ca

Susanne Roemmelt, Norbert Zimmermann, Wilhelm Rademacher, Dieter Treutter

Research output: Contribution to journalArticlepeer-review

76 Scopus citations

Abstract

Novel flavonoids were formed in young leaves of apple (Malus × domestica) after treatment with the dioxygenase inhibitor prohexadione-Ca, which is known to reduce the incidence and severity of fire blight caused by Erwinia amylovora and other plant diseases. The compounds were isolated and identified as luteoliflavan, luteoliflavan 5-glucoside, eriodictyol 7-glucoside and 6″-O-trans-p-coumaroyleriodictyol 3′-glucoside. These flavonoids represent a novel biosynthetic pathway in apple leading to the formation of 3-deoxyflavans. Concomitantly, the content of regularly occurring phenylpropanoids is also influenced by prohexadione-Ca with increasing amounts of hydroxycinnamic acids and decreasing flavan-3-ols and flavonols. The altered flavonoid metabolism may be related to the lowered pathogen incidence though the isolated novel flavonoids do not exhibit antibacterial activity.

Original languageEnglish
Pages (from-to)709-716
Number of pages8
JournalPhytochemistry
Volume64
Issue number3
DOIs
StatePublished - Oct 2003

Keywords

  • 3-Deoxyflavonoids
  • Apple, Erwinia amylovora
  • Dioxygenase inhibitor
  • Flavonoids
  • Malus × domestica
  • Prohexadione-Ca
  • Resistance
  • Rosaceae

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