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Discovered acetylcholinesterase inhibition and antibacterial activity of polyacetylenes in tansy root extract via effect-directed chromatographic fingerprints
Journal of Chromatography A ( IF 4.1 ) Pub Date : 2018-02-21 , DOI: 10.1016/j.chroma.2018.02.038
Ágnes M. Móricz , Péter G. Ott , Gertrud E. Morlock

The knowledge about the activity of polyacetylenes was extended by their new acetylcholinesterase inhibition and antibacterial activity against plant pathogenic bacteria. For this discovery, an utmost streamlined workflow, which we consider to be of high potential in the field of natural product or superfood search was developed. It demonstrates the combined power of biological, biochemical and chemical fingerprints. Bioactive components of tansy (Tanacetum vulgare L.) root extract were profiled and identified by high-performance thin-layer chromatography hyphenated with in situ effect-directed analysis, chemical derivatizations and high-resolution mass spectrometry (HPTLC-UV/Vis/FLD-EDA-HRMS). The effect-directed profiling was performed using four bacterial bioassays including two plant pathogens, an antioxidant assay and acetyl- and butyrylcholinesterase inhibitory assays. The chromatographic, spectral and powerful mass spectrometric study of zones that exerted substantial antibacterial and/or antioxidant and/or acetylcholinesterase inhibitory effects allowed these multi-potent zones to be identified as polyacetylenes. Five polyacetylene compounds were assigned to be 2-non-1-ene-3,5,7-triynyl-3-vinyl-oxirane, 2-(2,4-hexadiynylidene)-3,4-epoxy-1,6-dioxaspiro[4.5]decane, trans- and cis-2-(2,4-hexadiynylidene)-1,6-dioxaspiro[4.5]dec-3-ene and tetradeca-2,4,6-triine-8-en-12-one. This study clearly showed the advantage of the combined use of different ionization sources, i.e. electrospray ionization via an elution-head based interface and also the Direct Analysis in Real Time interface, for HRMS analysis of compounds from the same class with very similar chromatographic behavior and polarity.



中文翻译:

通过效果导向色谱指纹图谱发现艾菊根提取物中的聚乙炔对乙酰胆碱酯酶的抑制作用和抗菌活性

关于聚乙炔活性的知识因其新的乙酰胆碱酯酶抑制作用和对植物病原菌的抗菌活性而得到扩展。对于这一发现,我们开发了一种最简化的工作流程,我们认为该工作流程在天然产品或超级食品搜索领域具有很高的潜力。它展示了生物,生化和化学指纹的综合功能。对艾菊(Tanacetum vulgare L.)根提取物的生物活性成分进行分析,并通过在原位连接的高效薄层色谱进行鉴定效果导向分析,化学衍生化和高分辨率质谱(HPTLC-UV / Vis / FLD-EDA-HRMS)。使用四种细菌生物测定法(包括两种植物病原体),抗氧化剂测定法和乙酰胆碱酯酶和丁酰胆碱酯酶抑制测定法,进行了针对效果的分析。对产生显着抗菌和/或抗氧化剂和/或乙酰胆碱酯酶抑制作用的区域进行色谱,光谱和强力质谱研究,可以将这些多能区域识别为聚乙炔。五个聚乙炔化合物被指定为2-non-1-ene-3,5,7-triynyl-3-vinyl-oxirane,2-(2,4-hexadiyylylidene)-3,4-epoxy-1,6-dioxaspiro [4.5]癸烷,反式-和-2-(2,4-己二炔)-1,6-二氧杂螺[4.5] dec-3-ene和tetradeca-2,4,6-triine-8-en-12-one。这项研究清楚地表明了结合使用不同电离源的优势,通过基于洗脱头的界面和实时直接分析界面进行的电喷雾电离,可以对具有相似色谱行为和相似色谱图的同类化合物进行HRMS分析。极性。

更新日期:2018-02-21
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