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Three New Phthalides from Gnaphalium adnatum
Author(s) -
Zheng XingPing,
Cui QiongFang,
Zhao JingFeng,
Yang LiJuan,
Zhang HongBin,
Yang XiaoDong,
Li Liang
Publication year - 2014
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.201300445
Subject(s) - chemistry , benzofuran , stereochemistry
Three new phthalides, gnaphalides A–C ( 1 – 3 , resp.), together with three known phthalides, were isolated from the aerial part of Gnaphalium adnatum. The structures of the new compounds were elucidated as 6‐(1,1‐dimethylprop‐2‐en‐1‐yl)‐5,7‐dihydroxy‐2‐benzofuran‐1(3 H )‐one ( 1 ), 5‐hydroxy‐7‐[(2‐hydroxy‐3‐methylbut‐3‐en‐1‐yl)oxy]‐2‐benzofuran‐1(3 H )‐one ( 2 ), and 1,3‐dihydro‐7‐[(3‐methylbut‐2‐en‐1‐yl)oxy]‐1‐oxo‐2‐benzofuran‐5‐yl β ‐ D ‐glucopyranoside ( 3 ) on the basis of spectral analyses. The structure of 1 was also confirmed by X‐ray crystallographic analysis. The three known phthalides, identified as 5,7‐dihydroxyisobenzofuran‐1(3 H )‐one ( 4 ), anaphatol ( 5 ), and 7‐ O ‐( β ‐glucopyranosyl)‐5‐hydroxyisobenzofuran‐1(3 H )‐one ( 6 ), were isolated from the genus Gnaphalium for the first time.