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‐7αH‐1(10) E ,4 Z ,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.