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首页> 外文期刊>Journal of mass spectrometry: JMS >Structural characterization of flavonoid glycosides from leaves of wheat (Triticum aestivum L.) using LC/MS/MS profiling of the target compounds
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Structural characterization of flavonoid glycosides from leaves of wheat (Triticum aestivum L.) using LC/MS/MS profiling of the target compounds

机译：使用目标化合物的LC / MS / MS分析对小麦叶片（Triticum aestivum L.）中的黄酮苷进行结构表征

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The aim of this study was to present integrated mass spectrometric methods for the structural characterization and identification of flavonoid glycoconjugates. During the liquid chromatography/mass spectrometry analyses, TriVersa NanoMate chip-based system with nanoelectrospray ionization and fraction collection was combined to a quadrupole time-of-flight mass spectrometer. In the extract samples prepared from green leaves of wheat plantlets, 41 flavonoid derivatives were recognized. Part of the target natural products had the full structure being characterized after the registration of mass spectra, where m/z values for protonated [M + H]~+ and deprotonated molecules [M - H]~- were annotated. MS~2 and pseudo-MS~3 experiments were performed for [M + H]~+ or [M - H]~- and aglycone ions (Y_0 (+/-)~-type), respectively. It should be underlined that pseudo-MS~3 mass spectra were registered for aglycone product ions in the mass spectra of O-glycosides present in the extract samples. In many cases, only tentative structural identification of aglycones was possible, mainly because of the presence of numerous C-monoglycoside or C-diglycoside in the samples. Acylation of the sugar moiety and/or methylation of the aglycone in the flavonoid glycosides under study was observed. The existence of isobaric and/or isomeric compounds was demonstrated in the extract studied. The collision-induced dissociation mass spectra registered for C,O-diglycosides and C,C-diglycosides did not permit to draw complete structural conclusions about the compounds studied. For the investigated class of natural products, unambiguous classification of sugar moieties linked to the aglycones from the recorded mass spectra was not possible. Registration of the positive and negative ion mass spectra did not lead to the precise conclusion about the glycosylation position at C-6 or C-8, and O-4' or O-7 atoms. It was possible, on the basis of the collected MS~2 spectra, to differentiate between O-glycosides and C-glycosides present in the samples analyzed.
机译：这项研究的目的是提出用于类黄酮糖缀合物的结构表征和鉴定的综合质谱方法。在液相色谱/质谱分析过程中，将具有纳米电喷雾电离和馏分收集功能的基于TriVersa NanoMate芯片的系统组合到四极杆飞行时间质谱仪中。从小麦幼苗的绿叶中提取的提取物样品中，识别出41种类黄酮衍生物。质谱记录后，部分目标天然产物具有完整的结构特征，其中标注了质子化[M + H]〜+和去质子化分子[MH]的m / z值。分别对[M + H]〜+或[MH]〜-和糖苷配基离子（Y_0（+/-）〜型）进行了MS〜2和伪MS〜3实验。应该强调的是，在提取物样品中存在的O-糖苷的质谱图中，伪苷MS〜3质谱记录了糖苷配基产物离子。在许多情况下，只能对糖苷配基进行初步的结构鉴定，这主要是因为样品中存在大量的C-单糖苷或C-二糖苷。在所研究的类黄酮糖苷中观察到糖部分的酰化和/或糖苷配基的甲基化。在研究的提取物中证实了同量异位和/或异构体化合物的存在。 C，O-二糖苷和C，C-二糖苷的碰撞诱导解离质谱图无法得出有关所研究化合物的完整结构结论。对于所研究的天然产物类别，不可能根据记录的质谱对糖苷配基连接的糖部分进行明确分类。正负离子质谱的配准并不能得出关于C-6或C-8以及O-4'或O-7原子上糖基化位置的精确结论。根据收集的MS〜2光谱，可以区分分析样品中存在的O-糖苷和C-糖苷。

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