New flavonoids from Portulaca oleracea L. and their activities

New flavonoids from Portulaca oleracea L. and their activities
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马齿苋中的新黄酮类化合物及其活性。

DOI:
10.1016/j.fitote.2018.02.032
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发表时间:
2018-06-01
期刊:
影响因子:
3.4
通讯作者:
Stien, Didier
Stien, Didier
中科院分区:
医学3区
文献类型:
--
作者:
Yang, Xu;Zhang, Wenjie;Stien, Didier

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本文报道了三个新化合物,经结构鉴定为(3S)-5-羟基-3-(2-羟基苄基)-7-甲氧基苯并二氢吡喃-4-酮,奥拉酮C(1),5-羟基-3-(2-羟基苄基)-7-甲氧基-4H-色烯-4-酮、奥拉酮D(2)和1-(2-羟基-4,6-二甲氧基苯基)-3-(2-羟基苯基丙-1-酮,oleracone E(4),以及一种新的天然产物,5,7-二甲氧基-4-O-2 ′-环黄烷(3),其已从合成中得知,和两种已知化合物,(2S)-5,2 ′-二羟基-7-甲氧基黄烷酮(5)和2 ′,4 ′-二羟基-4,6 ′-二甲氧基查耳酮(6)是从马齿苋(Portulara oleracea L.)第一次使用光谱方法,包括一维和二维核磁共振,高分辨率电喷雾电离飞行时间质谱和圆二色谱法,阐明了它们的结构。用DPPH自由基猝灭法测定了3个化合物的清除活性,IC_(50)分别为23.27、11.73、13.17 μ M,抗胆碱酯酶活性的IC_(50)在59.55 ~ 78.85 μ M之间。
Three new compounds, identified as (3S)-5-hydroxy-3-(2-hydroxybenzyl)-7-methoxychroman-4-one, oleracone C (1), 5-hydroxy-3-(2-hydroxybenzy1)-7-methoxy-4H-chromen-4-one, oleracone D (2), and 1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(2-hydroxyphenyppropan-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'-di-hydroxy-4,6'-dimethoxychalcone (6) were isolated from the Portulara 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-dipheny1-2-picryl-hydrazyl (DPPH) radical quenching assay, with IC50 values of 23.27, 11.73, 13.17 mu M, respectively and anticholinesterase activities with IC50 values ranging between 59.55 and 78.85 mu M.