Differential accumulation of hyperforin and secohyperforin in Hypericum perforatum tissue cultures

Armen Charchoglyan, Arusyak Abrahamyan, Isao Fujii, Zakia Boubakir, Tobias A.M. Gulder, Toni M. Kutchan, Hrachik Vardapetyan, Gerhard Bringmann, Yutaka Ebizuka, Ludger Beerhues

Research output: Contribution to journalArticlepeer-review

31 Scopus citations


Hyperforin is a pharmacologically active constituent of Hypericum perforatum (St. John's wort). In vitro cultures of this medicinal plant were found to contain hyperforin and three related polyprenylated acylphloroglucinol derivatives. The accumulation of these compounds was coupled to shoot regeneration, with secohyperforin being the major constituent in morphogenic cultures. The structure of secohyperforin was elucidated online by LC-DAD, -MS, and -NMR. In multiple shoot cultures, the ratio of hyperforin to secohyperforin was strongly influenced by the phytohormones N6-benzylaminopurine (BAP) and naphthalene-1-acetic acid (NAA). While increasing concentrations of BAP stimulated the formation of hyperforin, increasing concentrations of NAA elevated the level of secohyperforin. No differential stimulation was observed after elicitor treatment. Hyperforin and secohyperforin are proposed to arise from a branch point in the biosynthetic pathway.

Original languageEnglish
Pages (from-to)2670-2677
Number of pages8
Issue number21
StatePublished - Nov 2007


  • Biosynthesis
  • Clusiaceae
  • Hyperforin
  • Hypericum perforatum
  • In vitro cultures
  • Online analysis
  • Secohyperforin


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