Novel Steroidal Glycosides from the Whole Plants of Helleborus foetidus
Novel Steroidal Glycosides from the Whole Plants of Helleborus foetidus
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DOI：
10.1248/cpb.c19-01037
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发表时间：
2020-03-01
影响因子：
1.7
通讯作者：
Mimaki, Yoshihiro
中科院分区：
文献类型：
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作者：
Iguchi, Tomoki;Uchida, Yuka;Mimaki, Yoshihiro
对铁筷子全株植物的植物化学分析鉴定了28种甾体糖苷（1-28），包括20种新的螺甾烷醇糖苷（1-20）和一种新的呋甾烷醇糖苷（21）。新鉴定的化合物的结构通过二维NMR光谱和水解裂解进行了鉴定。化合物12、13和15被确定为在糖苷配基单元的C-1、-21和-24羟基上带有糖部分的螺甾烷醇三链糖苷。随后评价分离的化合物对HL-60人早幼粒细胞白血病细胞和A549人肺癌细胞的细胞毒活性。特别是，7显示出对HL-60和A549细胞的细胞毒活性，IC 50值分别为5.9和6.6pM，而19对A549细胞具有选择性细胞毒活性，IC 50值为5.5pM。
Phytochemical analysis of the whole Helleborus foetidus plants identified 28 steroidal glycosides (1-28), including 20 novel spirostanol glycosides (1-20) and a novel furostanol glycoside (21). The structures of the newly identified compounds were elucidated by two-dimensional NMR spectroscopy and hydrolytic cleavage. Compounds 12, 13, and 15 were determined to be spirostanol trisdesmosides bearing sugar moieties at the C-1, -21, and -24 hydroxy groups of the aglycone unit. The isolated compounds were subsequently evaluated for cytotoxic activity against HL -60 human promyelocytic leukemia cells and A549 human lung carcinoma cells. In particular, 7 showed cytotoxic activity against the HL -60 and A549 cells, with IC50 values of 5.9 and 6.6pM, respectively, whereas 19 was selectively cytotoxic to A549 cells with an IC50 value of 5.5pM.