Biosynthesis of the hyperforin skeleton in Hypericum calycinum cell cultures.

Abstract:

:Hyperforin is an important antidepressant constituent of Hypericum perforatum (St. John's wort). Cell cultures of the related species H. calycinum were found to contain the homologue adhyperforin and to a low extent hyperforin, when grown in BDS medium in the dark. Adhyperforin formation paralleled cell culture growth. Cell-free extracts from the cell cultures contained isobutyrophenone synthase activity catalyzing the condensation of isobutyryl-CoA with three molecules of malonyl-CoA to give phlorisobutyrophenone, i.e. the hyperforin skeleton. The formation of the hyperforins during cell culture growth was preceded by an increase in isobutyrophenone synthase activity. The cell cultures also contained benzophenone synthase and chalcone synthase activities which are involved in xanthone and flavonoid biosyntheses, respectively. The three type III polyketide synthases were separated by anion exchange chromatography.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Klingauf P,Beuerle T,Mellenthin A,El-Moghazy SA,Boubakir Z,Beerhues L

doi

10.1016/j.phytochem.2004.11.003

subject

Has Abstract

pub_date

2005-01-01 00:00:00

pages

139-45

issue

2

eissn

0031-9422

issn

1873-3700

pii

S0031-9422(04)00591-6

journal_volume

66

pub_type

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