Antioxidant activity and inhibition of α-glucosidase by trans-resveratrol, piceid, and a novel trans-stilbene from the roots of Israeli Rumex bucephalophorus L.
Antioxidant activity and inhibition of α-glucosidase by trans-resveratrol, piceid, and a novel trans-stilbene from the roots of Israeli Rumex bucephalophorus L.
复制标题
DOI：
10.1021/jf052436
复制
发表时间：
2006-02-22
影响因子：
6.1
通讯作者：
Sivan, U
中科院分区：
文献类型：
--
作者：
Kerem, Z;Bilkis, I;Sivan, U
从以色列采集的酸模根中分析了反式芪类化合物。除了3，5，4 '-三羟基二苯乙烯（1）（白藜芦醇）之外，还鉴定了两种二苯乙烯-O-糖基衍生物。二苯乙烯-O-糖基衍生物为5，4 ′-二羟基二苯乙烯-3-OLP-D-吡喃葡萄糖苷（2）（白藜芦醇苷）和新的5，4 ′-二羟基二苯乙烯-3-O-α-吡喃阿拉伯糖苷（3），其被命名为rumexoid。利用波谱数据鉴定了rumexoid的结构。测定了芪类化合物1-3的抗氧化能力，并表示为trolox当量抗氧化能力（TEAC）。反式白藜芦醇的TEAC值最高（2.7），而rumexoid最低（1.5）。在体外，反白藜芦醇和rumexoid表现出对α-葡萄糖苷酶活性的有效抑制作用（IC 50分别< 0.1和< 0.5 mM）。商业抗糖尿病剂阿卡波糖显示在0.5 mM时仅抑制35%的酶活性。在所用浓度范围内，向反应混合物中加入白藜芦醇苷在体外不抑制α-葡糖苷酶。这些发现扩展了芪衍生物的有益作用的范围，并证明了膳食多酚可能在肠道中发挥的多方面活性，其中它们在体内的浓度最高。
The roots of Rumex bucephalophorus, collected in Israel, were analyzed for trans-stilbenes. Two stilbene-O-glycosyl derivatives were identified, in addition to 3,5,4'-trihydroxystilbene (1) (resveratrol). The stilbene-O-glycosyl derivatives were 5,4'-dihydroxystilbene-3-OLP-D-glucopyranoside (2) (piceid) and the new 5,4'-dihydroxystilbene-3-O-alpha-arabinopyranoside (3), which is being named rumexoid. The structure of rumexoid was elucidated by using spectroscopic data. The antioxidant capacities of stilbenoids 1-3 were determined and expressed as trolox equivalent antioxidant capacity (TEAC). TEAC value for trans-resveratrol was highest (2.7) and for rumexoid lowest (1.5). In vitro, transresveratrol and rumexoid demonstrated a potent inhibitory effect on alpha-glucosidase activity (IC50 < 0.1 and < 0.5 mM, respectively). The commercial antidiabetic agent acarbose was shown to inhibit only 35% of the enzyme activity at 0.5 mM. The addition of piceid to the reaction mixture did not inhibit a-glucosidase in vitro in the range of concentrations used. These findings extend the range of reported beneficial effects of stilbene derivatives, and demonstrate the multifaceted activities that dietary polyphenols may exert in the intestine, where their concentrations are highest in the body.