Wei Quan-Hao, Cao Xin-Xin, Xu De-Feng, Wang Shu-Ting, Zhang Jun-Sheng, Zhang Hua
School of Chemistry and Chemical Engineering, University of Jinan, Jinan, 250022, China; School of Biological Science and Technology, University of Jinan, Jinan, 250022, China.
School of Biological Science and Technology, University of Jinan, Jinan, 250022, China.
Phytochemistry. 2023 Jun;210:113646. doi: 10.1016/j.phytochem.2023.113646. Epub 2023 Mar 21.
Twenty-two labdane-type diterpenoids, including ten pairs of 15-epimers and a pair of 13,15-epimers, were obtained from the aerial parts of a well-known medicinal plant Leonurus japonicus Houtt. While these epimers were separated by chiral HPLC, their structures were established mainly via spectroscopic methods especially NMR, X-ray crystallography and ECD techniques. Among them, seventeen compounds, encompassing three pairs of solvolysis artefacts likely due to the use of ethanol as extracting solvent, were reported for the first time in the current work. Our preliminary anti-inflammatory screening demonstrated that seven diterpenoids displayed noteworthy inhibitory effect on the NO production in LPS-induced RAW264.7 cells. In addition, the release of pro-inflammatory factors TNF-α, IL-1β and IL-6, as well as the expression of iNOS and COX-2 proteins, was also suppressed by the unreported 15,16-epoxy-6β-hydroxy-15α-methoxy-7,16-dioxolabd-8,13-diene. Further investigation into the preliminary anti-inflammatory mechanism of this compound indicated that it could block the activation of NF-κB signaling pathway.
从著名药用植物益母草的地上部分获得了22种半日花烷型二萜类化合物，包括10对15-差向异构体和1对13,15-差向异构体。虽然这些差向异构体通过手性高效液相色谱法进行了分离，但其结构主要通过光谱方法尤其是核磁共振、X射线晶体学和电子圆二色光谱技术确定。其中，17种化合物在本研究中首次被报道，其中包括三对可能因使用乙醇作为提取溶剂而产生的溶剂解产物。我们的初步抗炎筛选表明，七种二萜类化合物对脂多糖诱导的RAW264.7细胞中一氧化氮的产生具有显著的抑制作用。此外，未报道的15,16-环氧-6β-羟基-15α-甲氧基-7,16-二氧杂-labd-8,13-二烯也抑制了促炎因子肿瘤坏死因子-α、白细胞介素-1β和白细胞介素-6的释放以及诱导型一氧化氮合酶和环氧化酶-2蛋白的表达。对该化合物初步抗炎机制的进一步研究表明它可以阻断核因子-κB信号通路的激活。
