Faleva Anna V, Falev Danil I, Onuchina Aleksandra A, Ulyanovskii Nikolay V, Kosyakov Dmitry S
Laboratory of Natural Compounds Chemistry and Bioanalytics, Core Facility Center "Arktika", M. V. Lomonosov Northern (Arctic) Federal University, Northern Dvina Emb. 17, 163002 Arkhangelsk, Russia.
Antioxidants (Basel). 2025 Apr 8;14(4):447. doi: 10.3390/antiox14040447.
is a widespread evergreen shrub used in folk medicine due to the high biological activity of its secondary metabolites, including lignans, that has not been sufficiently studied, and overcoming this problem requires advanced analytical techniques. This study proposes a two-stage analytical strategy for non-targeted screening and identification of lignans in plant extracts that involves the detection of specific lignan-related structures by 2D NMR and the establishment of corresponding fragment ions for further mass spectrometry analysis (HPLC-ESI-MS/MS). The polyphenolic fraction of stem extract was the object of the study. Eight secoisolariciresinol-type lignans (xylosides, glucosides, and rhamnoside), including one previously unknown compound (5-methoxysecoisolariciresinol 9-xyloside), were identified for the first time. The structures of the five compounds were additionally confirmed by preparative HPLC isolation and NMR studies. All of the obtained compounds had antioxidant activity (FRAP and DPPH) similar to that of ascorbic acid. The proposed analytical strategy can be considered an efficient tool for rapid and reliable group screening and identification of lignan derivatives in plant extracts. Its application in the study of extracts has revealed a number of lignan glycosides that may contribute to the medicinal properties of the plant.
是一种广泛分布的常绿灌木,因其次生代谢产物(包括木脂素)具有高生物活性而被用于民间医学,但尚未得到充分研究,解决这一问题需要先进的分析技术。本研究提出了一种用于植物提取物中非靶向筛选和鉴定木脂素的两阶段分析策略,该策略包括通过二维核磁共振检测特定的木脂素相关结构,并建立相应的碎片离子用于进一步的质谱分析(高效液相色谱-电喷雾串联质谱)。茎提取物的多酚部分是研究对象。首次鉴定出8种开环异落叶松脂素型木脂素(木糖苷、葡萄糖苷和鼠李糖苷),其中包括一种先前未知的化合物(5-甲氧基开环异落叶松脂素9-木糖苷)。通过制备型高效液相色谱分离和核磁共振研究进一步证实了5种化合物的结构。所有获得的化合物都具有与抗坏血酸相似的抗氧化活性(铁还原抗氧化能力和二苯基苦味酰基自由基)。所提出的分析策略可被视为一种用于快速可靠地对植物提取物中的木脂素衍生物进行分组筛选和鉴定的有效工具。其在提取物研究中的应用揭示了一些可能有助于该植物药用特性的木脂素糖苷。