In vitro photochemical and phototoxicological characterization of major constituents in St. John's Wort (Hypericum perforatum) extracts

Satomi Onoue, Yoshiki Seto, Masanori Ochi, Ryo Inoue, Hideyuki Ito, Tsutomu Hatano, Shizuo Yamada

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

Extracts from St. John's Wort (SJW: Hypericum perforatum) have been used for the treatment of mild-to-moderate depression. In spite of the high therapeutic potential, orally administered SJW sometimes causes phototoxic skin responses. As such, the present study aimed to clarify the phototoxic mechanisms and to identify the major phototoxins of SJW extract. Photobiochemical properties of SJW extract and 19 known constituents were characterized with focus on generation of reactive oxygen species (ROS), lipid peroxidation, and DNA photocleavage, which are indicative of photosensitive, photoirritant, and photogenotoxic potentials, respectively. ROS assay revealed the photoreactivity of SJW extract and some SJW ingredients as evidenced by type I and/or II photochemical reactions under light exposure. Not all the ROS-generating constituents caused photosensitized peroxidation of linoleic acid and photodynamic cleavage of plasmid DNA, and only hypericin, pseudohypericin, and hyperforin exhibited in vitro photoirritant potential. Concomitant UV exposure of quercitrin, an SJW component with potent UV/Vis absorption, with hyperforin resulted in significant attenuation of photodynamic generation of singlet oxygen from hyperforin, but not with hypericin. In conclusion, our results suggested that hypericin, pseudohypericin, and hyperforin might be responsible for the in vitro phototoxic effects of SJW extract.

Original languageEnglish
Pages (from-to)1814-1820
Number of pages7
JournalPhytochemistry
Volume72
Issue number14-15
DOIs
Publication statusPublished - Oct 10 2011

Fingerprint

Hypericum
Hypericum perforatum
hyperforin
hypericin
Reactive Oxygen Species
extracts
reactive oxygen species
Photoreactivity
phototoxins
Singlet Oxygen
DNA Cleavage
Photochemical reactions
DNA
quercitrin
photochemical reactions
Linoleic Acid
singlet oxygen
Lipid Peroxidation
peroxidation
Assays

Keywords

  • Guttiferae
  • In vitro phototoxicity
  • Reactive oxygen species
  • Singlet oxygen
  • St. John's Wort
  • Superoxide

ASJC Scopus subject areas

  • Plant Science
  • Biochemistry
  • Molecular Biology
  • Horticulture

Cite this

In vitro photochemical and phototoxicological characterization of major constituents in St. John's Wort (Hypericum perforatum) extracts. / Onoue, Satomi; Seto, Yoshiki; Ochi, Masanori; Inoue, Ryo; Ito, Hideyuki; Hatano, Tsutomu; Yamada, Shizuo.

In: Phytochemistry, Vol. 72, No. 14-15, 10.10.2011, p. 1814-1820.

Research output: Contribution to journalArticle

Onoue, Satomi ; Seto, Yoshiki ; Ochi, Masanori ; Inoue, Ryo ; Ito, Hideyuki ; Hatano, Tsutomu ; Yamada, Shizuo. / In vitro photochemical and phototoxicological characterization of major constituents in St. John's Wort (Hypericum perforatum) extracts. In: Phytochemistry. 2011 ; Vol. 72, No. 14-15. pp. 1814-1820.
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