Phenyl and Phenylethyl Glycosides from <i>Picrorhiza scrophulariiflora</i>

Sheng‐Xiong Huang, Xun Liao, Quan‐Jiang Nie, Li‐Sheng Ding, Shu‐Lin Peng

Helvetica Chimica Acta · 2004 · 35 citations · 5 references

Concepts

Abstract

Abstract Three new phenyl glycosides, scrophenoside A ( 1 ), B ( 2 ), and C ( 3 ), and two new phenylethyl glycosides, scroside D ( 4 ) and scroside E ( 5 ), were isolated from the stem of Picrorhiza scrophulariiflora Pennell (Scrophularlaceae), besides five known compounds. On the basis of spectroscopic evidence, the structures of the new compounds were elucidated as 4‐acetyl‐2‐methoxyphenyl 6‐ O ‐[4‐( β ‐ D ‐glucopyranosyloxy)vanilloyl]‐ β ‐ D ‐glucopyranoside ( 1 ), 4‐acetylphenyl 6‐ O ‐[( E )‐ p ‐coumaroyl]‐ β ‐ D ‐glucopyranoside ( 2 ), 4‐[(1 R )‐ and (1 S )‐1‐hydroxyethyl]‐2‐methoxyphenyl β ‐ D ‐glucopyranoside ( 3a and 3b , resp.), 2‐(3,4‐dihydroxyphenyl)ethyl O ‐ β ‐ D ‐glucopyranosyl‐(1→3)‐4‐ O ‐[( E )‐feruloyl]‐ β ‐ D ‐glucopyranoside ( 4 ), and 2‐(3,4‐dihydroxyphenyl)ethyl O ‐ β ‐ D ‐glucopyranosyl‐(1→3)‐6‐ O ‐[( E )‐feruloyl]‐ β ‐ D ‐glucopyranoside ( 5 ).

References

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