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Phenyl and Phenylethyl Glycosides from Picrorhiza scrophulariiflora
Author(s) -
Huang ShengXiong,
Liao Xun,
Nie QuanJiang,
Ding LiSheng,
Peng ShuLin
Publication year - 2004
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200490057
Subject(s) - chemistry , glycoside , stereochemistry
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 ).