Phenolic Compounds of Rhodiola algida (Ledeb.) Fisch. & C.A. Mey.: New Glycosides of Herbacetin, HPLC-MS Profile and Organ-Specific Distribution

IF 1.1 4区生物学 Q3 PLANT SCIENCES Russian Journal of Plant Physiology Pub Date : 2024-07-13 DOI:10.1134/s1021443724605998

D. N. Olennikov, A. S. Prokopyev

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Abstract

Phenolic compounds of the genus Rhodiola (Crassulaceae) are the subject of numerous studies. Still, most data are dedicated to analyzing roots and rhizomes and, therefore, the metabolites of above-ground organs have been understudied. Rhodiola algida (Ledeb.) Fisch. & C.A. Mey. is a rare and under-investigated species of the genus growing in Altai-Sayan region. As a result of chromatographic separation of the metabolites of R. algida flower extract, 16 known compounds, including gallic acid, herbacetin glycosides, gossypetine, hibiscetin, quercetin, and kaempferol, as well as four new flavonoids (I–IV), were identified. The data of UV, NMR spectroscopy, mass spectrometry, and chemical transformations demonstrated that the new compounds were herbacetin 7-O-β-D-glucopyranoside-8-O-(2′′′-O-β-D-glucopyranosyl)-β-D-glucuronopyranoside (rhodiolgin A, I), herbacetin 3-O-β-D-glucopyranoside-8-O-(2′′′-O-acetyl)-α-L-arabinopyranoside (rhodiolgin B, II), herbacetin 3-O-β-D-glucopyranoside-8-O-(4'''-O-acetyl)-α-L-arabinopyranoside (rhodiolgin C, III), and herbacetin 8-O-(4''-O-acetyl)-β-D-xylopyranoside (rhodiolgin D, IV). The use of liquid chromatography-mass spectrometry allowed the identification of 96 metabolites in R. algida; herbacetin and gossypetin glycosides were the dominant compounds. The qualitative composition and quantitative content of groups and individual compounds in various organs of R. algida were significantly different, indicating an organ-specific feature of the accumulation of phenolic compounds in the plant.

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红景天的酚类化合物、HPLC-MS 图谱和器官特异性分布新的草本乙素糖苷，HPLC-MS 图谱和器官特异性分布

摘要红景天属（十字花科）的酚类化合物是众多研究的主题。然而，大多数数据都致力于分析根和根茎，因此对地上部分的代谢物研究不足。红景天（Rhodiola algida (Ledeb.) Fisch.通过对海藻花提取物代谢产物的色谱分离，确定了 16 种已知化合物，包括没食子酸、草本乙炔苷、钩藤碱、木槿素、槲皮素和山柰酚，以及 4 种新的黄酮类化合物（I-IV）。紫外光谱、核磁共振光谱、质谱和化学转化数据表明，这些新化合物是草本苷 7-O-β-D-吡喃葡萄糖苷-8-O-(2′′′-O-β-D-吡喃葡萄糖基)-β-D-吡喃葡萄糖呋喃苷（红景天素 A，I）、除草定 3-O-β-D-吡喃葡萄糖苷-8-O-(2′′′-O-乙酰基)-α-L-阿拉伯吡喃糖苷（红景天素 B，II）、3-O-β-D-吡喃葡萄糖苷-8-O-(4''-O-乙酰基)-α-L-阿拉伯吡喃糖苷（红景天苷 C，III），以及 8-O-(4''-O-乙酰基)-β-D-吡喃木糖苷（红景天苷 D，IV）。利用液相色谱-质谱法鉴定了海藻糖中的 96 种代谢物，其中以香草素和苔草素苷类化合物为主。藻胆草各器官中各组化合物和单个化合物的定性组成和定量含量存在显著差异，表明酚类化合物在植物体内的积累具有器官特异性。

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来源期刊

Russian Journal of Plant Physiology 生物-植物科学

CiteScore

4.00

自引率

14.30%

发文量

107

审稿时长

6 months

期刊介绍： Russian Journal of Plant Physiology is a leading journal in phytophysiology. It embraces the full spectrum of plant physiology and brings together the related aspects of biophysics, biochemistry, cytology, anatomy, genetics, etc. The journal publishes experimental and theoretical articles, reviews, short communications, and descriptions of new methods. Some issues cover special problems of plant physiology, thus presenting collections of articles and providing information in rapidly growing fields. The editorial board is highly interested in publishing research from all countries and accepts manuscripts in English.