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Semisynthesis of Libiguin A and Its Analogues by Trans-Lactonization of Phragmalin
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Pharmaceutical Biosciences.
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2014 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 79, no 9, 4148-4153 p.Article in journal (Refereed) Published
Abstract [en]

Libiguins are limonoids with highly potent sexual activity enhancing effects, originally isolated from the Madagascarian Meliaceae species Neobeguea mahafalensis, where they exist in only minute quantities. Their low natural abundance has hampered mapping of their biological effects. Here we describe an approach to the semisynthesis of libiguin A and its close analogues 1-3 starting from phragmalin, which is a limonoid present in high amounts in a commercially cultivated Meliaceae species, Chukrasia tabularis, allowing the preparation of libiguins in appreciable quantities.

Place, publisher, year, edition, pages
2014. Vol. 79, no 9, 4148-4153 p.
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Organic Chemistry
URN: urn:nbn:se:uu:diva-227184DOI: 10.1021/jo500318wISI: 000335490700046OAI: oai:DiVA.org:uu-227184DiVA: diva2:729922
Available from: 2014-06-26 Created: 2014-06-24 Last updated: 2014-06-26Bibliographically approved

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Yahorau, AlehYahorava, SviatlanaWikberg, Jar E. S.
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Department of Pharmaceutical Biosciences
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