A germacranolide and three hydroxybenzyl alcohol derivatives from Hieracium murorum and Crepis bocconi.
The methanol extract of sub-aerial parts of Hieracium murorum L. gave germacra-7 alpha H-1(10)E,4Z,11 (13)-trien-12,8 alpha-olide-15-oic acid (15-->1)-beta-D-glucopyranosyl ester (1), a new sesquiterpenoid of the germacrane-type, and two new 4-hydroxybenzyl alcohol derivatives, 4-hydroxy-cinnamomic acid 4-beta-D-glucopyranosyloxybenzyl ester (2) and 3-hydroxy-2-[(4-hydroxy-phenyl)-acetoxy]-3-methyl-butyric 4-beta-D-glucopyranosyloxybenzyl ester (3). The methanol extract of sub-aerial parts of Crepis bocconi P. D. Sell gave 4-hydroxybenzoic acid 4-beta-D-glucopyranosyloxybenzyl ester (4), another new 4-hydroxybenzyl alcohol derivative. The structures of these compounds were established by means of MS and one- and two dimensional-NMR experiments.
Zidorn
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Institut für Pharmazie, Universität Innsbruck, Josef-Möller-Haus, Innrain 52, A-6020 Innsbruck, Austria.
Ellmerer-Müller
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EP
Stuppner
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D019659:Asteraceae / Q000737:chemistry*; D001592:Benzyl Alcohols / Q000032:analysis* / Q000737:chemistry; D062385:Hydroxybenzoates / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000032:analysis* / Q000737:chemistry; D045788:Sesquiterpenes, Germacrane
D001592:Benzyl Alcohols; D062385:Hydroxybenzoates; D012717:Sesquiterpenes; D045788:Sesquiterpenes, Germacrane; C432449:germacranolide