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欧洲起源的L.的新萜类化合物和多酚概况

New Terpenoids and Polyphenolic Profile of L. of European Origin.

作者信息

Malarz Janusz, Jantas Danuta, Jakubowska Klaudia, Bugno Ryszard, Kiss Anna K, Stojakowska Anna

机构信息

Maj Institute of Pharmacology, Polish Academy of Sciences, Smętna Street 12, 31-343 Kraków, Poland.

Department of Pharmaceutical Biology, Medical University of Warsaw, Banacha Street 1, 02-097 Warsaw, Poland.

出版信息

Molecules. 2025 Jun 7;30(12):2506. doi: 10.3390/molecules30122506.

Abstract

L., the most widespread representative of the genus , has been traditionally used in some regions of Asia as a remedy for various ailments or as a vegetable. Although the plant is distributed in Europe, there is no data on its medicinal use in this part of the world. The chemical composition of European L. has remained unknown until now, except for the compositions of essential oils distilled from the roots and aerial parts of the plant. Polyphenolic profiles of hydroalcoholic extracts from were studied using the HPLC-MS technique. The analysis revealed the presence of 24 hydroxycinnamates, which were dominated by caffeoylquinic and caffeoylhexaric acids. Moreover, fractionation of the chloroform extracts from the plant led to the isolation of three new compounds, 8α-angeloyloxy-4β-hydroxy-5β-(3-methylbutyryloxy)-9-oxo-germacran-6α,12-olide, 9β-angeloyloxy-4β,8α-dihydroxy-5β-(3-methylbutyryloxy)-3-oxo-germacran-6α,12-olide, and a dihydrobenzofuran derivative, together with twelve known compounds. 8-Hydroxy-9,10-diisobutyryloxythymol, a monoterpenoid thymol derivative from the roots of the plant, was evaluated for potential neuroprotective and cytotoxic activities using differentiated and undifferentiated SH-SY5Y neuroblastoma cells. At a concentration range of 1-10 μM, the compound provided partial (up to 50%) protection against HO-induced cell damage in the undifferentiated cells. At concentrations higher than 25 μM, the monoterpenoid significantly reduced the viability of the cells (IC: 65.7 μM for the undifferentiated cells and 40.9 μM for the differentiated cells).

摘要

L.是该属分布最广的代表物种,在亚洲一些地区传统上被用作治疗各种疾病的药物或蔬菜。尽管该植物在欧洲也有分布,但在世界这一地区尚无其药用数据。直到现在,除了从该植物的根和地上部分蒸馏得到的精油成分外,欧洲L.的化学成分仍不清楚。使用HPLC-MS技术研究了L.水醇提取物的多酚谱。分析发现存在24种羟基肉桂酸酯,其中以咖啡酰奎宁酸和咖啡酰己糖酸为主。此外,对该植物氯仿提取物进行分馏,分离出三种新化合物,8α-当归酰氧基-4β-羟基-5β-(3-甲基丁酰氧基)-9-氧代-吉马烷-6α,12-内酯、9β-当归酰氧基-4β,8α-二羟基-5β-(3-甲基丁酰氧基)-3-氧代-吉马烷-6α,12-内酯和一种二氢苯并呋喃衍生物,以及十二种已知化合物。对从该植物根中提取的单萜类百里香酚衍生物8-羟基-9,10-二异丁酰氧基百里香酚,使用分化和未分化的SH-SY5Y神经母细胞瘤细胞评估其潜在的神经保护和细胞毒性活性。在1-10μM的浓度范围内,该化合物对未分化细胞中HO诱导的细胞损伤提供了部分(高达50%)保护。在高于25μM的浓度下,该单萜类化合物显著降低了细胞活力(未分化细胞的IC:65.7μM,分化细胞的IC:40.9μM)。

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