State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China.
Institute of Medicinal Chemistry and Chemical Biology, School of Pharmaceutical Sciences, Sun Yat-Sen University, Guangzhou 510006, People's Republic of China.
Bioorg Chem. 2020 Jun;99:103788. doi: 10.1016/j.bioorg.2020.103788. Epub 2020 Mar 24.
The first phytochemical investigation on the steroidal saponins from the stems and leaves of Paris polyohylla var. chinensis led to the discovery and characterization of six new spirostanol saponins, named polyphyllosides A-F (1-6), along with four known analogues (7-10). Their structures were unambiguously established via extensive spectroscopic data and chemical methods. Both polyphyllosides A and B had a rare aglycone with a C-4/C-5 double bond and a C-6 hydroxy group moiety, whereas polyphylloside C represents the first saponin with a unique aglycone sharing a C-6/C-7 double bond and a C-5 hydroxy group unit. All these saponins were evaluated for their cytotoxic activities against five selected human cancer cell lines. Among these, the known saponins 7 and 10 exhibited significant cytotoxic effects on HeLa cells with IC values of 4.16 and 4.45 μM, respectively. The structure-activity relationships (SAR) of these isolates were also discussed. Flow cytometric analysis indicated that 7 could induce MDA-MB-231 cell death in a concentration-dependent manner. Saponin 7 was proved to affect the cell cycle distribution and induced G2/M phase arrest in MDA-MB-231 cells.
从中华虎耳草的茎和叶中的甾体皂甙进行首次植物化学研究，发现并鉴定了六种新的螺旋甾烷醇皂甙，命名为 polyphyllosides A-F（1-6），以及四种已知的类似物（7-10）。通过广泛的光谱数据和化学方法，明确建立了它们的结构。polyphylloside A 和 B 都具有罕见的苷元，具有 C-4/C-5 双键和 C-6 羟基部分，而 polyphylloside C 是第一个具有独特苷元的皂甙，具有 C-6/C-7 双键和 C-5 羟基单元。所有这些皂甙都对五种选定的人类癌细胞系进行了细胞毒性活性评估。在这些化合物中，已知的皂甙 7 和 10 对 HeLa 细胞具有显著的细胞毒性作用，IC 值分别为 4.16 和 4.45 μM。还讨论了这些分离物的构效关系（SAR）。流式细胞术分析表明，7 可以以浓度依赖的方式诱导 MDA-MB-231 细胞死亡。证明皂甙 7 能够影响细胞周期分布并诱导 MDA-MB-231 细胞的 G2/M 期阻滞。
