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Libiguins A and B: Novel Phragmalin Limonoids Isolated from Neobeguea mahafalensis Causing Profound Enhancement of Sexual Activity
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Pharmaceutical Biosciences.
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Pharmaceutical Biosciences.
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2014 (English)In: Planta Medica, ISSN 0032-0943, Vol. 80, no 4, 306-314 p.Article in journal (Refereed) Published
Abstract [en]

In a screening programme directed towards the discovery of drugs that could enhance sexual activity, we found that a decoction of the root bark of Neobeguea mahafalensis displayed an extraordinarily high potency and remarkably long duration in augmenting sexual activity in male rodents. Bioassay-guided fractionation led to the isolation of two pharmacoactive constituents, which turned out to be novel 1,8,9-orthoacetate phragmalin limonoids that we named libiguins A and B, each with a C-16/30 -lactone ring. Chemical structures were established by the interpretation of their 1D and 2DNMR data. In vivo pharmacological tests showed that starting with a treatment from 0.004-0.4mg/kg/day for three consecutive days, over a 3-h sampling period, these limonoids induced a long-lasting augmentation of frequency and sustainment of mounting behaviour in male rodents, with an effect lasting for up to 11 days post-treatment. Libiguin A proved to be markedly more potent than libiguin B. This report is the first of limonoids having such an effect, and the findings could lead to novel therapies for the treatment of sexual dysfunction. Moreover, the results can serve as an opening to elucidate the central physiological control of mating behaviour, which is still not well mapped out.

Place, publisher, year, edition, pages
2014. Vol. 80, no 4, 306-314 p.
Keyword [en]
Neobeguea mahafalensis, Meliaceae, limonoids, libiguin, sexual enhancing activity
National Category
Pharmacology and Toxicology Medicinal Chemistry
URN: urn:nbn:se:uu:diva-227939DOI: 10.1055/s-0033-1360390ISI: 000332395000009OAI: oai:DiVA.org:uu-227939DiVA: diva2:733009
Available from: 2014-07-07 Created: 2014-07-02 Last updated: 2014-07-07Bibliographically approved

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Yahorava, SviatlanaYahorau, AlehWikberg, Jarl E. S.
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