Qin Siyu, Tan Jianbing, Zheng Yuting, Zhu Shujuan, Jiang Bin, Chen Chen, Wei Linjie, Weng Xuanxuan, Zou Zhenxing
Xiangya School of Pharmaceutical Sciences, Central South University, Changsha, Hunan, 410013, PR China; Hunan Key Laboratory of Diagnostic and Therapeutic Drug Research for Chronic Diseases, Central South University, Changsha, Hunan, 410013, PR China.
Department of Obstetrics and Gynaecology, The Third Xiangya Hospital of Central South University, Changsha, Hunan, 410013, PR China.
Phytochemistry. 2025 Jun;234:114422. doi: 10.1016/j.phytochem.2025.114422. Epub 2025 Jan 30.
A comprehensive chemical investigation of the EtOAc extract derived from the dried branches and leaves of Phyllanthus franchetianus H. Lév had successfully resulted to the isolation of six undescribed cleistanthane diterpenoids phyllanfranins A-F (1-6), along with three known compounds phyllarheophol C (7), phyacioid C (8), and spruceanol (9). The chemical structures of these compounds were elucidated by combined means of HRESIMS, 1D and 2D NMR spectra, together with ECD calculations. The absolute configuration of phyllanfranin A (1) was established by single crystal X-ray diffraction analysis. Notably, phyllanfranin F (6) represents the first ent-cleistanthane diterpenoid with the unique 6/6/6/6 tetracyclic system occurring in nature. Additionally, all the isolates were evaluated for anti-inflammatory activities. As a result, compounds 4 and 8 showed notable inhibitory activity against NO production in LPS-stimulated macrophages RAW264.7 cells, with IC values of 19.03 and 18.14 μM, respectively.
对毛叶叶下珠干燥枝叶的乙酸乙酯提取物进行全面的化学研究，成功分离出6个未描述的闭鞘姜烷二萜类化合物叶下珠素A - F（1 - 6），以及3个已知化合物叶下珠酚C（7）、类叶下珠素C（8）和云杉醇（9）。通过高分辨电喷雾电离质谱（HRESIMS）、一维和二维核磁共振波谱以及电子圆二色（ECD）计算等方法阐明了这些化合物的化学结构。叶下珠素A（1）的绝对构型通过单晶X射线衍射分析确定。值得注意的是，叶下珠素F（6）是自然界中第一个具有独特6/6/6/6四环体系的对映-闭鞘姜烷二萜类化合物。此外，对所有分离物进行了抗炎活性评估。结果，化合物4和8对脂多糖刺激的巨噬细胞RAW264.7细胞中一氧化氮（NO）的产生显示出显著的抑制活性，IC值分别为19.03和18.14 μM。
