College of Pharmacy, Chungbuk National University, Cheongju, 28160, Republic of Korea.
Department of Plant Biotechnology, College of Life Sciences and Biotechnology, Korea University, Seoul, 02841, Republic of Korea.
Phytochemistry. 2025 Jan;229:114258. doi: 10.1016/j.phytochem.2024.114258. Epub 2024 Aug 24.
LC-HRMS/MS-based molecular networking was applied to investigate the bioactive sesquiterpene lactones and their analogs contained in Inula helenium, enabling the isolation of four undescribed eudesmane-eudesmane sesquiterpene dimers (1-4), a sesquiterpene-amino acid adduct (5), and 17 known sesquiterpenes (6-22). The structures were determined based on 1D, 2D NMR, and HRESIMS data analysis, as well as DP4+ probability analyses and ECD calculations. The biosynthetic pathway of the sesquiterpene dimers is postulated to proceed via the Diels-Alder reaction as the key step. The inhibitory activity of all isolates on LPS-induced nitric oxide (NO) production in RAW 264.7 macrophages was evaluated. Compounds 4, 17, and 20 exhibited significant inhibitory activity against NO production, with IC values of 8.4, 5.5, and 9.1 μM, respectively.
基于 LC-HRMS/MS 的分子网络方法被应用于研究旋覆花中含有的生物活性倍半萜内酯及其类似物，从而分离出四个未被描述的愈创木烷-愈创木烷倍半萜二聚体（1-4）、一个倍半萜-氨基酸加合物（5）和 17 个已知的倍半萜（6-22）。这些结构是基于 1D、2D NMR 和 HRESIMS 数据分析、DP4+ 概率分析和 ECD 计算确定的。倍半萜二聚体的生物合成途径被假定通过 Diels-Alder 反应作为关键步骤进行。所有分离物对 LPS 诱导的 RAW 264.7 巨噬细胞中一氧化氮（NO）产生的抑制活性进行了评估。化合物 4、17 和 20 对 NO 产生表现出显著的抑制活性，IC 值分别为 8.4、5.5 和 9.1 μM。
