Hyperforin
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| Hyperforin | |
|---|---|
| Image:Hyperforin.png | |
| Image:Hyperforin.svg | |
| IUPAC name | (1S,5S,7S,8R)-4-hydroxy-8-methyl-3,5,7 -tris(3-methylbut-2-enyl)-8-(4-methylpent- 3-enyl)-1-(2-methylpropanoyl)bicyclo[3.3.1] non-3-ene-2,9-dione |
| Identifiers | |
| CAS number | |
| SMILES | CCCC(=O)[C@]12C(=O)C(=C([C@](C1=O) (C[C@@H]([C@@]2(C)CCC=C(C)C)CC=C(C)C) CC=C(C)C)O)CC=C(C)C |
| Properties | |
| Molecular formula | C35H52O4 |
| Molar mass | 536.78 g/mol |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references | |
Hyperforin is one of the principal constituents identified in St John's wort. Hyperforin is a prenylated phloroglucinol believed to be the main active constituent responsible for its antidepressant effects. (Barnes et al., 2002) Hyperforin has been shown to inhibit the uptake of 5-HT(serotonin), dopamine, noradrenaline, GABA and glutamate. (Chatterjee et al., 1998) Hyperforin is also thought to be responsible for the induction of the cytochrome P450 enzymes CYP3A4 and CYP2C9 by binding to the Pregnane X Receptor (PXR).
As ejaculatory control
Hyperforin and other serotonin agonists significantly reduces the pelvic floor contractions elicited by 8-OH-DPAT. [1] Thus, pharmacological modulation of the ejaculatory threshold using serotonin reuptake inhibitors and hyperforin may offer patients an option of achieving improved ejaculatory control.
See also
Footnotes
- ↑ a study by Thomas et al., (2007), using pelvic floor muscle contractile activity as a marker of the expulsion phase of ejaculation in anaesthetized rats
References
- Barnes J, Anderson LA, Phillipson JD (2002). Herbal Medicines: A guide for healthcare professionals (2 ed.) London: Pharmaceutical Press. ISBN 0-85369-474-5
- Chatterjee SS, Bhattacharya SK, Wonnemann M, Singer A, Muller WE (1998a). Hyperforin as a possible antidepressant component of hypericum extracts. Life Sci 63 (6), 499-510.
- Thomas, C.A., Tyagi, S., Yoshimura, N., Chancellor, M.B., Tyagi, P.: Effect of hyperforin-enriched extract on pro-ejaculatory effect of 8-Hydroxy-2-(Di-N-Propylamino) tetralin in anesthetized rats. Urology, in press, 2007.de:Hyperforin
Acknowledgement and Attribution Regarding Sources of Content
Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .
