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首页> 外文期刊>Journal of mass spectrometry: JMS >GC-MS of amaryllidaceous galanthamine-type alkaloids
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GC-MS of amaryllidaceous galanthamine-type alkaloids

机译：芳脂类加兰他敏型生物碱的GC-MS

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摘要

Galanthamine-type alkaloids produced by plants of the Amaryllidaceae family are potent acetylcholinesterase inhibitors. One of them, galanthamine, has been marketed as a hydrobromide salt for the treatment of Alzheimer's disease. In the present work, gas chromatography with electron impact mass spectrometry (GC-EIMS) fragmentation of 12 reference compounds isolated from various amaryllidaceous plants and identified by spectroscopic methods (1D and 2D nuclear magnetic resonance, circular dichroism, high-resolution MS (HRMS) and EIMS) was studied by tandem mass spectrometry (GC-MS/MS) and accurate mass measurements (GC-HRMS). The studied compounds showed good peak shape and efficient GC separation with a GC-MS fragmentation pattern similar to that obtained by direct insertion probe. With the exception of galanthamine-N-oxide and N-formylnorgalanthamine, the galanthamine-type compounds showed abundant [M] ~+. and [M-H] ~+ ions. A typical fragmentation pattern was also observed, depending on the substituents of the skeleton. Based on the fragmentation pathways of reference compounds, three other galanthamine-type alkaloids, including 3-O-(2′-butenoyl)sanguinine, which possesses a previously unelucidated structure, were identified in Leucojum aestivum ssp. pulchelum, a species endemic to the Balearic islands. GC-MS can be successfully applied to Amaryllidaceae plant samples in the routine screening for potentially new or known bioactive molecules, chemotaxonomy, biodiversity and identification of impurities in pharmaceutical substances.
机译：由金石科的植物产生的加兰他敏型生物碱是有效的乙酰胆碱酯酶抑制剂。其中一种，加兰他敏，已作为氢溴酸盐出售，用于治疗阿尔茨海默氏病。在当前工作中，采用电子冲击质谱法（GC-EIMS）分离了十二种从各种戊二烯植物中分离并通过光谱法（一维和二维核磁共振，圆二色性，高分辨率质谱（HRMS））鉴定的参考化合物和EIMS）通过串联质谱（GC-MS / MS）和精确质量测量（GC-HRMS）进行了研究。所研究的化合物表现出良好的峰形和有效的GC分离，并具有类似于直接插入探针获得的GC-MS碎片图谱。除了加兰他敏-N-氧化物和N-甲酰基去甲兰加他敏以外，加兰他敏型化合物显示出丰富的[M]〜+。和[M-H]〜+离子。根据骨架的取代基，还观察到典型的断裂模式。根据参考化合物的裂解途径，在三叶草中鉴定出其他三种加兰他敏型生物碱，包括3-O-（2'-丁烯酰基）血红素，其具有以前未阐明的结构。 pulchelum，是巴利阿里群岛的特有物种。 GC-MS可以成功地应用于芳草科植物样品，用于常规筛选中可能存在的新的或已知的生物活性分子，化学分类，生物多样性以及药用物质中杂质的鉴定。

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