Modern Research Center for Traditional Chinese Medicine, School of Chinese Materia Medica, Beijing University of Chinese Medicine, Beijing 100029, PR China.
Alashan Mongolian Hospital, East Banner of Alashan, Inner Mongolia Autonomous Prefecture, 750306, PR China.
Bioorg Chem. 2022 Aug;125:105879. doi: 10.1016/j.bioorg.2022.105879. Epub 2022 May 24.
A phytochemical investigation guided by H NMR and LC-MS data on the ethanol extract of Syringa pinnatifolia stems led to the isolation of 11 new dimeric eremophilane sesquiterpenoids, namely, syringenes A-K (1-11) and one known analog (12, syringene L). These structures were elucidated by extensive analysis of spectroscopic data, single-crystal X-ray diffraction, and computational methods. Biological assays revealed that 1-12 exhibited different degrees of anti-inflammatory effects, and 5 and 6 showed significant cytotoxicity against human hepatoma HepG2 cells with IC values of 12.3 and 12.9 μM, respectively. Furthermore, flow cytometry assays and western blot analysis revealed that 5 and 6 promoted the apoptosis of HepG2 cells by activating ERK. Finally, the molecular docking analysis implied that the carbonyl and hydroxy groups at the C-11/C-6' of 5 and 6 had a good binding affinity with ERK.
基于 H NMR 和 LC-MS 数据对丁香茎的乙醇提取物进行的植物化学研究，分离得到了 11 个新的二聚埃里莫芬烷倍半萜，分别为丁香烯 A-K（1-11）和一个已知类似物（12，丁香烯 L）。这些结构通过广泛的光谱数据分析、单晶 X 射线衍射和计算方法得到阐明。生物测定表明，1-12 表现出不同程度的抗炎作用，并且 5 和 6 对人肝癌 HepG2 细胞表现出显著的细胞毒性，IC 值分别为 12.3 和 12.9 μM。此外，流式细胞术分析和 Western blot 分析表明，5 和 6 通过激活 ERK 促进 HepG2 细胞凋亡。最后，分子对接分析表明，5 和 6 的 C-11/C-6' 上的羰基和羟基与 ERK 具有良好的结合亲和力。
