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DOI: 10.1055/s-2004-832625
© Georg Thieme Verlag KG Stuttgart · New York
New Constituents of Leontopodium alpinum and their in vitro Leukotriene Biosynthesis Inhibitory Activity
Publikationsverlauf
Received: April 27, 2004
Accepted: July 12, 2004
Publikationsdatum:
18. Oktober 2004 (online)
![](https://www.thieme-connect.de/media/plantamedica/200410/lookinside/thumbnails/10.1055-s-2004-832625-1.jpg)
Abstract
Phytochemical investigations of the roots of Leontopodium alpinum Cass. resulted in the isolation and structure elucidation of six novel compounds and two known compounds. Novel constituents could be identified as the polyacetylenes 1-acetoxy-3-angeloyloxy-(4E,6E)-tetradeca-4,6-diene-8,10,12-triyne and its (6Z)-isomer, the kaurenic acid derivative methyl ent-7α,9α-dihydroxy-15β-[(2Z)-2-methyl-but-2-enoyloxy]kaur-16-en-19-oate, the bisabolane derivative (1R*,3S*,4R*,6S*)-9-(acetoxy)-4-hydroxy-1-[(2Z)-2-methylbut-2-enoyloxy]bisabol-10(11)-ene and the lignans [(2S,3R,4R)-4-(3,4-dimethoxybenzyl)-2-(3,4,5-trimethoxyphenyl)-tetrahydrofuran-3-yl]-methyl-(2Z)-2-methylbut-2-enoate and its 3,4,5-trimethoxybenzyl derivative. Known compounds, reported here for the first time for the genus Leontopodium, were identified as ent-kaur-16-en-19-oic acid and T-cadinol. The obtained compounds were tested together with 15 previously described compounds of L. alpinum in an ex vivo leukotriene biosynthesis inhibition assay. The highest activities were determined for the bisabolane derivates (IC50: 7.7 to 11.4 μM), one lignan (IC50 : 10.7 μM) and the ent-kaurenoate (IC50: 10.4 μM).
Key words
Leontopodium alpinum - leukotriene biosynthesis inhibition - lignan - bisabolane - polyacetylene - kaurenic acid
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Univ.-Prof. Dr. Hermann Stuppner
Institut für Pharmazie
Leopold-Franzens-Universität Innsbruck
Innrain 52
6020 Innsbruck
Austria
Telefon: +43-512-507-5300
Fax: +43-512-507-2939
eMail: Hermann.Stuppner@uibk.ac.at