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Polyphyllosides A-F, six new spirostanol saponins from the stems and leaves of Paris polyphylla var. chinensis.
Bioorganic Chemistry ( IF 4.5 ) Pub Date : 2020-03-24 , DOI: 10.1016/j.bioorg.2020.103788 Xu-Jie Qin 1 , Lan-Jun Zhang 1 , Yu Zhang 2 , Wei Ni 1 , Xing-Zhi Yang 1 , Qian Yu 2 , Huan Yan 1 , Lin-Kun An 2 , Hai-Yang Liu 1
Bioorganic Chemistry ( IF 4.5 ) Pub Date : 2020-03-24 , DOI: 10.1016/j.bioorg.2020.103788 Xu-Jie Qin 1 , Lan-Jun Zhang 1 , Yu Zhang 2 , Wei Ni 1 , Xing-Zhi Yang 1 , Qian Yu 2 , Huan Yan 1 , Lin-Kun An 2 , Hai-Yang Liu 1
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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 IC50 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.
中文翻译：
Polyphyllosides AF，六种新的螺旋藻甾醇皂苷，来自Paris polyphylla var的茎和叶。中华
首次从Paris polyohylla var的茎和叶中提取甾体皂苷进行植物化学研究。中华绒螯蟹导致发现并鉴定了六种新的螺固醇皂苷，称为多叶菌苷AF（1-6），以及四种已知的类似物（7-10）。它们的结构是通过广泛的光谱数据和化学方法明确建立的。多糖苷A和B均具有一个罕见的糖苷配基，具有C-4 / C-5双键和C-6羟基部分，而多糖苷C代表第一个具有独特苷元的皂苷，共有一个C-6 / C-7双键和C-5羟基单元。评价所有这些皂苷对五种选定的人类癌细胞系的细胞毒活性。其中，已知的皂苷7和10对HeLa细胞具有明显的细胞毒性作用，IC50值为4.16和4。分别为45μM。还讨论了这些分离株的构效关系（SAR）。流式细胞仪分析表明7能够以浓度依赖的方式诱导MDA-MB-231细胞死亡。皂苷7被证明会影响MDA-MB-231细胞的细胞周期分布并诱导G2 / M期阻滞。
更新日期：2020-04-20
中文翻译：
Polyphyllosides AF，六种新的螺旋藻甾醇皂苷，来自Paris polyphylla var的茎和叶。中华
首次从Paris polyohylla var的茎和叶中提取甾体皂苷进行植物化学研究。中华绒螯蟹导致发现并鉴定了六种新的螺固醇皂苷，称为多叶菌苷AF（1-6），以及四种已知的类似物（7-10）。它们的结构是通过广泛的光谱数据和化学方法明确建立的。多糖苷A和B均具有一个罕见的糖苷配基，具有C-4 / C-5双键和C-6羟基部分，而多糖苷C代表第一个具有独特苷元的皂苷，共有一个C-6 / C-7双键和C-5羟基单元。评价所有这些皂苷对五种选定的人类癌细胞系的细胞毒活性。其中，已知的皂苷7和10对HeLa细胞具有明显的细胞毒性作用，IC50值为4.16和4。分别为45μM。还讨论了这些分离株的构效关系（SAR）。流式细胞仪分析表明7能够以浓度依赖的方式诱导MDA-MB-231细胞死亡。皂苷7被证明会影响MDA-MB-231细胞的细胞周期分布并诱导G2 / M期阻滞。
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