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Tricyclic Polyprenylated Acylphloroglucinols from St John's Wort, Hypericum perforatum.

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The new polyprenylated acylphloroglucinol derivatives 1-15 and the known furohyperforin (16) were isolated from the stems and leaves of Hypericum perforatum. Their structures were determined by analyses of NMR and HRESIMS data. Their absolute configurations were elucidated by a combination of

Bioactive polycyclic polyprenylated acylphloroglucinols from Hypericum perforatum.

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Fifteen new polycyclic polyprenylated acylphloroglucinols (PPAPs), hyperforatones A-O (1-15), along with 3 structurally related analogues (16-18), were isolated from the stems and leaves of Hypericum perforatum. Their structures and absolute configurations were established by a combination of NMR

Hyperforatins L-U: Prenylated acylphloroglucinols with a terminal double bond from Hypericum perforatum L. (St John's Wort).

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Hyperforatins L-U, ten undescribed polycyclic polyprenylated acylphloroglucinols (PPAPs) bearing a terminal double bond, together with a known compound hypericumoxide J, were isolated from the aerial parts of Hypericum perforatum L. Their structures were elucidated by spectroscopic methods,

Polycyclic polyprenylated acylphloroglucinols with acetylcholinesterase inhibitory activities from Hypericum perforatum.

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Six new polycyclic polyprenylated acylphloroglucinols, hyperfols CH (1-6), along with seven known ones (7-13), were isolated from the aerial parts of Hypericum perforatum. The structures were identified on the basis of comprehensive spectroscopic data analysis including 1D and 2D NMR, and the

Hyperfols A and B: Two Highly Modified Polycyclic Polyprenylated Acylphloroglucinols from Hypericum perforatum

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Two novel polycyclic polyprenylated acylphloroglucinols (PPAPs), hyperfols A (1) and B (2), and two known biosynthetically related precursors (3 and 4) were isolated from Hypericum perforatum. Compound 1 possesses an unprecedented 2,3-seco-PPAP with a

Identification and biosynthesis of acylphloroglucinols in Hypericum gentianoides.

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Species of the genus Hypericum contain a rich array of unusual polyketides, however, only a small proportion of the over 450 Hypericum species, other than the popular medicinal supplement St. John's Wort (Hypericum perforatum), have even been chemically characterized. Hypericum gentianoides, a small

Hyperforin, possibly the major non-nitrogenous secondary metabolite of Hypericum perforatum L.

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An overview of the constituents of Hypericum perforatum is given, with special emphasis on the acylphloroglucinol hyperforin. Previous work on the chemistry of hyperforin and on other components derived from hyperforin in H. perforatum is reviewed. A new optimized method of isolating hyperforin on a

Differential accumulation of hyperforin and secohyperforin in Hypericum perforatum tissue cultures.

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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

Induction of hypericins and hyperforins in Hypericum perforatum in response to damage by herbivores.

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Plants respond to herbivore and pathogen attack by a variety of direct and indirect mechanisms that include the induction of secondary metabolites. The phytomedicinal plant Hypericum perforatum L. produces two different classes of secondary metabolites: hyperforins, a family of antimicrobial

Antidepressant-like components of Hypericum perforatum extracts: an overview of their pharmacokinetics and metabolism.

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Extracts of Hypericum perforatum are becoming increasingly popular for the treatment of mild to moderate depression, despite the lack of consensus on their efficacy. Although the mechanism(s) of this action are still debated, several components, including the naphthodianthrones hypericin and

Do other Hypericum species have medical potential as St. John's wort (Hypericum perforatum)?

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Among 484 Hypericum L. (Guttiferae/Hypericaceae) species, widespread in warm temperate areas throughout the world, only H. perforatum is widely used in official medicine. Hypericum perforatum has been reported as an antidepressant, antiviral, antimicrobial, anti-inflammatory, and a healing agent.

The production of hypericins and hyperforin by in vitro cultures of St. John's wort (Hypericum perforatum).

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St. John's wort ( Hypericum perforatum L.) is a herbaceous perennial distributed throughout the World that has been widely used in traditional medicine. H. perforatum produces several types of biologically active compound, including the hypericins--a family of light-activated anthraquinones,

Identification of anti-inflammatory constituents in Hypericum perforatum and Hypericum gentianoides extracts using RAW 264.7 mouse macrophages.

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Hypericum perforatum (St. John's wort) is an herb widely used as supplement for mild to moderate depression. Our prior studies established synergistic anti-inflammatory activity associated with 4 bioactive compounds in a fraction of a H. perforatum ethanol extract. Whether these 4 compounds also

Antidepressant activity of hypericum perforatum and hyperforin: the neglected possibility.

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Efforts leading to the identification of hyperforin as an antidepressive component of therapeutically used alcoholic hypericum extracts are described and discussed. Initially, the effects of this unique and major constituent of the herb were detected in peripheral organs using in vitro models and an

St. John's wort components and the brain: uptake, concentrations reached and the mechanisms underlying pharmacological effects.

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Hypericum perforatum L. (St. John's wort) extracts have gained popularity as an alternative to conventional antidepressant drugs for mild to moderate forms of depressive disorders. New potential psychiatric uses for extracts in obsessive-compulsive disorder, generalised anxiety disorder and alcohol

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