Journal article
Tragoponol, a dimeric dihydroisocoumarin from Tragopogon porrifolius L
Institut für Pharmazie der Universität Innsbruck, Abteilung Pharmakognosie, Josef-Moeller-Haus, Innrain 52, A-6020 Innsbruck, Austria1
Carlsberg Laboratory, Gamle Carlsberg Vej 10, DK-2500 Valby, Denmark2
Institut für Organische Chemie der Universität Innsbruck, Innrain 52a, A-6020 Innsbruck, Austria3
A phytochemical re-investigation of Tragopogon porrifolius L. (Asteraceae) yielded (7S,15S)-2,4,12-trihydroxy-7-(4-hydroxyphenyl)-10-methoxy-15-(4-methoxyphenyl)-7,8,15,16-tetrahydrodibenzo[c,i][1,7]dioxacyclododecine-5,13-dione, named tragoponol, a dimeric dihydroisocoumarin.The compound, which represents the first of its kind, is comprised of the open-chained forms of two different mono-methoxylated dihydroisocoumarin moieties, scorzocreticin and hongkongenin, which are connected via two ester bonds to form a macrolide with two lactone moieties featuring a 12-membered ring.
The structure of the nearly symmetrical compound was established by HR mass spectrometry, CD measurements, and extensive 1D and 2D NMR experiments.
| Language: | English |
|---|---|
| Year: | 2010 |
| Pages: | 1390-1393 |
| ISSN: | 18733581 and 00404039 |
| Types: | Journal article |
| DOI: | 10.1016/j.tetlet.2010.01.016 |
