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Phototoxic phytoalexins. Processes that compete with the photosensitized production of singlet oxygen by 9-phenylphenalenones

  • Cristina Flors
  • , Peter R. Ogilby
  • , Javier G. Luis
  • , Teresa A. Grillo
  • , Laura R. Izquierdo
  • , Pier Luigi Gentili
  • , Laura Bussotti
  • , Santi Nonell*
  • *Corresponding author for this work

Research output: Indexed journal article Articlepeer-review

46 Citations (Web of Science)

Abstract

Experiments were performed to elucidate the excited-state behavior of 9-phenylphenalenones, which are phototoxic plant secondary metabolites involved in mechanisms of light-mediated plant defense. Using a combination of time-resolved and steady-state UV/visible spectroscopies, time-resolved IR absorption spectroscopy, time-resolved singlet oxygen phosphorescence measurements and cyclic voltammetry, we provide evidence of an intramolecular charge-transfer process in the excited singlet and the triplet states of 9-phenylphenalenones that modulates the photosensitized production of singlet oxygen.

Original languageEnglish
Pages (from-to)95-103
Number of pages9
JournalPhotochemistry and Photobiology
Volume82
Issue number1
DOIs
Publication statusPublished - Jan 2006

Keywords

  • Phenalenone-type phytoalexins
  • Triplet state energy
  • Pi-pi-asterisk
  • Charge-transfer
  • Molecular-oxygen
  • Flash-photolysis
  • Excited singlet
  • Fluid solutions
  • Phosphorescence
  • Electron

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