A germacranolide and three hydroxybenzyl alcohol derivatives from Hieracium murorum and Crepis bocconi

Abstract
The methanol extract of sub‐aerial parts of Hieracium murorum L. gave germacra‐7αH‐1(10)E,4Z,11­(13)‐trien‐12,8α‐olide‐15‐oic acid (15 → 1)‐β‐D‐glucopyranosyl ester (1), a new sesquiterpenoid of the germacrane‐type, and two new 4‐hydroxybenzyl alcohol derivatives, 4‐hydroxy‐cinnamomic acid 4‐β‐D‐glucopyranosyloxybenzyl ester (2) and 3‐hydroxy‐2‐[(4‐hydroxy‐phenyl)‐acetoxy]‐3‐methyl‐butyric 4‐β‐D‐glucopyranosyloxybenzyl ester (3). The methanol extract of sub‐aerial parts of Crepis bocconi P. D. Sell gave 4‐hydroxybenzoic acid 4‐β‐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. Copyright © 2001 John Wiley & Sons, Ltd.