Semisynthesis of Libiguin A and Its Analogues by Trans-Lactonization of Phragmalin

Journal of Organic Chemistry 2014
Liene Grigorjeva, Edvards Liepiņš, Solofoniaina Razafimahefa, Aleh Yahorau, Sviatlana Yahorava, Philippe Rasoanaivo, Aigars Jirgensons, Jarl E. S. Wikberg

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.

Atslēgas vārdi
libiguin A; libiguin derivative; limonoid; phragmalin; plant extract
DOI
10.1021/jo500318w
Hipersaite
http://pubs.acs.org/doi/abs/10.1021/jo500318w

Grigorjeva, L., Liepiņš, E., Razafimahefa, S., Yahorau, A., Yahorava, S., Rasoanaivo, P., Jirgensons, A., Wikberg, J. Semisynthesis of Libiguin A and Its Analogues by Trans-Lactonization of Phragmalin. Journal of Organic Chemistry, 2014, Vol.79, No.9, 4148.-4153.lpp. ISSN 0022-3263. e-ISSN 1520-6904. Pieejams: doi:10.1021/jo500318w

Publikācijas valoda
English (en)