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首页> 外文期刊>Journal of chromatography, A: Including electrophoresis and other separation methods >Guided isolation of new iridoid glucosides from Anarrhinum pubescens by high-performance thin-layer chromatography-acetylcholinesterase assay
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Guided isolation of new iridoid glucosides from Anarrhinum pubescens by high-performance thin-layer chromatography-acetylcholinesterase assay

机译:通过高性能薄层色谱 - 乙酰胆碱酯酶试验引导来自Anarrhinum Pubescens的新虹膜葡糖苷的隔离

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摘要

Plants are an important source of natural iridoids. This study demonstrates for the first time the acetylcholinesterase (AChE) inhibitory activity of iridoids belonging to the class of antirrhinosides. As iridoids distinguish the chemical composition of most species of the Plantaginaceae family, the active AChE inhibitors were investigated in the hydro-alcoholic extract of Anarrhinum pubescens Fresen. High-performance thin-layer chromatography (HPTLC) in combination with the AChE inhibition assay is a time and material saving methodology, and thus was employed to directly point to the individual enzyme inhibitors occurring in the plant. The effect-directed screening successfully discovered three active metabolites. These were characterized as antirrhinoside-derived iridoids. Two of these are here reported as newly isolated natural compounds. Identification of the two new metabolites was based on analysis of their collected spectroscopic data (HRMS, 1D and 2D NMR). Their structures were elucidated to be 6-O-, 6'-O-di-trans-cinnamoyl-antirrhinoside (1) and 5-O-, 6-O-difoliamenthoyl-antirrhinoside (3), while the previously known compound 6-O-foliamenthoy1-(6'-O-cinnamoyl)-antirrhinoside (2) was assigned by extensive analysis of its HRMS and HRMS/MS data. The activity of the isolated compounds was referred to the known AChE inhibitor rivastigmine, i.e. their activity were calculated and expressed as values equivalently to rivastigmine. This neuroprotective potential of iridoids mediated through AChE inhibition promote them to compete as natural curatives for neurodegenerative disorders like Alzheimer's disease. (C) 2019 Elsevier B.V. All rights reserved.
机译:植物是天然虹膜的重要来源。本研究表明,第一次乙酰胆碱酯酶(ACHE)属于抗饲料苷类血管素的抑制活性。随着Iridoids区分大多数物种的植物玉米糖膜素家族的化学成分,研究了Anarhinum Pubescens Fresen的水解液提取物中的活性疼痛抑制剂。高性能薄层色谱(HPTLC)与ACHE抑制测定组合是一种时间和材料,因此采用该方法直接指向植物中发生的个体酶抑制剂。效果导向的筛选成功发现了三种活性代谢物。这些表征为抗牛糖苷衍生的虹膜。其中两种在这里报告为新分离的天然化合物。两种新代谢物的鉴定是基于分析它们收集的光谱数据(HRMS,1D和2D NMR)的分析。它们的结构被阐明为6-O-,6'-O-Di-trans-cgl-antirrhinoSide(1)和5-O-,6-O- DifoliamentHoyl-Antirhinoside(3),而先前已知的化合物6- O-FoliamentHoy1-(6'-O-肉桂酰) - 通过对其HRMS和HRMS / MS数据进行广泛分析来分配risthinoside(2)。分离的化合物的活性被称为已知的ACHE抑制剂菌敏,即它们的活性计算并表达为与菌敏菊量等同的值。这种通过疼痛抑制介导的IRIMoids的神经保护潜力促使它们竞争为患有阿尔茨海默病等神经变性疾病的天然固化剂。 (c)2019 Elsevier B.v.保留所有权利。

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