Caffeoylhexaric acids in Inuleae: A case study of Geigeria alata, Inula helenium, and Telekia speciosa

IF 1.4 4区生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Biochemical Systematics and Ecology Pub Date : 2024-07-24 DOI:10.1016/j.bse.2024.104873

Aleksandra Stefanova , Reneta Gevrenova , Vessela Balabanova , Vesela Lozanova , Ralitsa Alexova , Dimitrina Zheleva-Dimitrova

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Abstract

In the present study, the caffeoylhexaric acids in Inuleae species of Asteraceae family as Geigeria alata Benth. & Hook.f. ex Oliv., Inula helenium L. and Telekia speciosa (Schreb.) Baumg. were profiled by ultra-high performance – liquid chromatography coupled with high resolution mass spectrometry. In the root methanol-aqueous extracts, 32 caffeoylhexaric acids were annotated. A variety of mono-, di-, tri- and terta-caffeoylhexaric acids, as well as their propionyl, isobutyryl, hydroxypropionyl, methylbutyryl/isovaleryl, hydroxybutyryl- and others derivatives were tentatively identified. The study is the first attempt to propose a fragmentation key of caffeoylhexaric acids derivatives by LC-HRMS. The chemophenetic significance of these compounds was discussed based on the results and literature data. The identification of leontopodic acid A and B in the studied Inuleae species highlighted T. speciosa as a new source of caffeoyl-D-glucaric acid derivatives, natural compounds with health-benefit promotion and cosmetic application.

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菊科植物中的咖啡酰基己二酸：Geigeria alata、Inula helenium 和 Telekia speciosa 的个案研究

本研究采用超高效液相色谱-高分辨质谱法分析了菊科 Inuleae 属植物 Geigeria alata Benth.在根部甲醇-水提取物中，注释了 32 种咖啡酰己酸。初步确定了多种单、二、三和四咖啡酰基己酸及其丙酰基、异丁酰基、羟基丙酰基、甲基丁酰基/异戊酰基、羟基丁酰基和其他衍生物。该研究首次尝试通过 LC-HRMS 提出咖啡酰基己二酸衍生物的碎片键。根据研究结果和文献数据，讨论了这些化合物的化学遗传学意义。在所研究的茵陈科植物中鉴定出了leontopodic酸A和B，这突出表明茵陈属植物是咖啡酰-D-葡糖酸衍生物的新来源，这些天然化合物具有促进健康和美容的作用。

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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.