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New flavonoids from Portulaca oleracea L. and their activities
Xu Yang1, Wenjie Zhang1, Xixiang Ying1
1School of Pharmacy, Liaoning University of Traditional Chinese Medicine, Dalian, PR China.
Abstract:
Three new compounds, identified as (3S)-5-hydroxy-3-(2-hydroxybenzyl)-7-methoxychroman-4-one, oleracone C (1), 5-hydroxy-3-(2-hydroxybenzyl)-7-methoxy-4H-chromen-4-one, oleracone D (2), and 1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(2-hydroxyphenyl)propan-1-one, oleracone E (4), together with one new natural product, 5,7-dimethoxy-4-O-2'-cycloflavan (3) already known from synthesis, and two known compounds, (2S)-5,2'-dihydroxy-7-methoxyflavanone (5) and 2',4'-dihydroxy-4,6'-dimethoxychalcone (6) were isolated from the Portulaca oleracea L. for the first time. Their structures were elucidated using spectroscopic methods, including one- and two-dimensional nuclear magnetic resonance, high-resolution electrospray ionization time-of-flight mass spectrometry and circular dichroism spectrometry. Oleracone C (1), D (2) and E (4) presented scavenging activities in 1,1-diphenyl-2-picryl-hydrazyl (DPPH) radical quenching assay, with IC50 values of 23.27, 11.73, 13.17 μM, respectively and anticholinesterase activities with IC50 values ranging between 59.55 and 78.85 μM.
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