The Research Centre of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, Shanghai, China.
Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China.
Phytochem Anal. 2021 Nov;32(6):1039-1050. doi: 10.1002/pca.3045. Epub 2021 Mar 28.
Pyranosides as one kind of natural glycosides contain a pyran ring linked to an aglycone in the structure. They occur widely in plants and possess diverse biological activities. The discovery of new pyranosides not only contributes to research on natural products but also may promote pharmaceutical development.
A non-targeted liquid chromatography-quadrupole time-of-flight mass spectrometry method coupled with an all ion fragmentation-exact neutral loss (AIF-ENL) strategy was developed for the screening of pyranosides in plants.
Pyranosides in various types were collected as a model. The AIF-ENL strategy comprised three steps: AIF spectrum acquisition and generation, ENL-based searching and identification, and confirmation of structural type using target second-stage mass spectrometry (MS/MS). The strategy was systematically evaluated based on the matrix effects, fragmentation stability, scan rate and screening efficiency and finally applied to Rhodiola crenulata (Hook. f. et Thoms) H. Ohba.
The method was proved to be an efficient tool for the screening of pyranosides. When it was applied to R. crenulata, a total of 24 pyranoside candidates were detected. Among them, six were tentatively identified on the basis of the agreement of their elemental composition with the reported. The other 18 were detected in R. crenulata for the first time.
The method offers a new platform for discovering pyranosides. In addition, the developed non-targeted strategy can also be used for other natural products, such as flavonoids and coumarins, as long as there is a common fragmentation behaviour in their MS/MS to generate characteristic neutral losses or fragments.
吡喃糖苷作为一种天然糖苷，其结构中包含一个与糖苷配基相连的吡喃环。它们广泛存在于植物中，具有多种生物活性。新吡喃糖苷的发现不仅有助于天然产物的研究，也可能促进药物的开发。
建立一种基于非靶向液相色谱-四极杆飞行时间质谱联用技术和全离子碎裂-精确中性丢失（AIF-ENL）策略的植物中吡喃糖苷的筛选方法。
以各种类型的吡喃糖苷为模型。AIF-ENL 策略包括三个步骤：AIF 谱采集和生成、基于 ENL 的搜索和鉴定以及使用目标二级质谱（MS/MS）确认结构类型。该策略基于基质效应、碎裂稳定性、扫描速率和筛选效率进行了系统评估，最终应用于红景天（Hook. f. et Thoms）H. Ohba。
该方法被证明是一种有效的吡喃糖苷筛选工具。当应用于红景天时，共检测到 24 种吡喃糖苷候选物。其中，根据元素组成与报道值的一致性，有 6 种被初步鉴定。其余 18 种在红景天中首次被检测到。
该方法为发现吡喃糖苷提供了一个新的平台。此外，所开发的非靶向策略也可用于其他天然产物，如黄酮类和香豆素类，只要在其 MS/MS 中存在共同的碎裂行为，以产生特征性的中性丢失或碎片。
