Abstract
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. © 2010 Elsevier Ltd. All rights reserved.
Original language | English |
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Journal | Tetrahedron Letters |
Volume | 51 |
Issue number | 10 |
Pages (from-to) | 1390-1393 |
ISSN | 0040-4039 |
DOIs | |
Publication status | Published - 2010 |
Externally published | Yes |
Keywords
- Tragopogon
- Subtribe Scorzonerinae
- Tribe Cichorieae
- Asteraceae
- Natural products
- Phenolics