A new neolignan glycoside from the roots of Eleutherococcus senticosus (Rupr. et Maxim.) Maxim and its chemotaxonomic significance

IF 1.4 4区生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Biochemical Systematics and Ecology Pub Date : 2024-01-18 DOI:10.1016/j.bse.2024.104788

Huichen Zhu , Jiatong Wu , Shiqi Xu, Wei Zhao, Anam Naseem, Juan Pan, Wei Guan, Haixue Kuang, Yan Liu, Bingyou Yang

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Abstract

(7R,8S,7′E)-9′-O-methyl-5-methoxydehydrodiconiferylalcohol-4-O-β-D-glucopyranoside (1), a novel neolignan glycoside, and twenty-six known compounds (2–27) were isolated and characterized from the roots of Eleutherococcus senticosus (Rupr. et Maxim.) Maxim. Regarding the biogenic pathway, they both belong to the phenylpropanoids produced by the shikimate pathway. The structure of compound 1 was elucidated by the analysis of spectroscopic data obtaining from UV, IR, CD, HR-ESI-MS and 1D and 2D NMR experiments (NOESY, HMBC and HSQC). From the current study, compounds 1–4, 16–18 were newly isolated from the family Araliaceae, compounds 8, 13, 14 and 19 were newly isolated from the genus Eleutherococcus, and compound 15 was newly isolated from Eleutherococcus senticosus. Furthermore, an insightful discussion of the chemical classification of isolated compounds was presented.

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榄香附（Rupr. et Maxim.）

从 Eleutherococcus senticosus (Rupr. et Maxim.) Maxim 的根中分离并鉴定了一种新型新木犀草苷 (7R,8S,7′E)-9′-O-甲基-5-甲氧基脱氢二铁醇-4-O-β-D-吡喃葡萄糖苷 (1)，以及 26 种已知化合物 (2-27)。在生物生成途径方面，它们都属于莽草酸途径产生的苯丙酸类化合物。通过分析紫外光谱、红外光谱、CD 光谱、HR-ESI-MS 光谱以及一维和二维核磁共振实验（NOESY、HMBC 和 HSQC）获得的光谱数据，阐明了化合物 1 的结构。从本次研究中，化合物 1-4、16-18 是新从旱金莲科中分离出来的，化合物 8、13、14 和 19 是新从 Eleutherococcus 属中分离出来的，化合物 15 是新从 Eleutherococcus senticosus 中分离出来的。此外，还对分离化合物的化学分类进行了深入讨论。

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来源期刊

Biochemical Systematics and Ecology 生物-进化生物学

CiteScore

3.00

自引率

12.50%

发文量

147

审稿时长

43 days

期刊介绍： Biochemical Systematics and Ecology is devoted to the publication of original papers and reviews, both submitted and invited, in two subject areas: I) the application of biochemistry to problems relating to systematic biology of organisms (biochemical systematics); II) the role of biochemistry in interactions between organisms or between an organism and its environment (biochemical ecology). In the Biochemical Systematics subject area, comparative studies of the distribution of (secondary) metabolites within a wider taxon (e.g. genus or family) are welcome. Comparative studies, encompassing multiple accessions of each of the taxa within their distribution are particularly encouraged. Welcome are also studies combining classical chemosystematic studies (such as comparative HPLC-MS or GC-MS investigations) with (macro-) molecular phylogenetic studies. Studies that involve the comparative use of compounds to help differentiate among species such as adulterants or substitutes that illustrate the applied use of chemosystematics are welcome. In contrast, studies solely employing macromolecular phylogenetic techniques (gene sequences, RAPD studies etc.) will be considered out of scope. Discouraged are manuscripts that report known or new compounds from a single source taxon without addressing a systematic hypothesis. Also considered out of scope are studies using outdated and hard to reproduce macromolecular techniques such as RAPDs in combination with standard chemosystematic techniques such as GC-FID and GC-MS.