Three novel furospirostanol glycosides and a steroidal alkaloid glycoside from the bulbs of Fritillaria camtschatcensis (L.) Ker Gawl., and their cytotoxicity
Three novel furospirostanol glycosides and a steroidal alkaloid glycoside from the bulbs of Fritillaria camtschatcensis (L.) Ker Gawl., and their cytotoxicity
复制标题
DOI：
10.1080/14786419.2021.1897590
复制
发表时间：
2021-03
影响因子：
2.2
通讯作者：
T. Iguchi;M. Kuroda;H. Takayama;Y. Mimaki
中科院分区：
文献类型：
--
作者：
T. Iguchi;M. Kuroda;H. Takayama;Y. Mimaki
摘要 从贝母 (Fritillaria camtschatcensis (L.) Ker Gawl) 的球茎中分离出三种新型甾体糖苷 (1-3) 和一种先前描述的甾体生物碱苷 (4)。 （百合科）。基于核磁共振波谱和化学转化对新型化合物 1-3 的结构进行了表征。化合物 1-3 是呋喃螺甾醇糖苷，在苷元的 C-26 处带有 (3S)-3-羟基-3-甲基戊二酰基部分。评估了化合物1-4对HL-60人早幼粒细胞白血病细胞、A549人肺腺癌细胞和SBC-3人肺小细胞癌细胞的细胞毒活性。只有 4 种对 HL-60、A549 和 SBC-3 细胞表现出中等细胞毒性，IC50 值分别为 22.9、13.3 和 11.9 µM。发现化合物 4 会导致 HL-60 细胞出现坏死样细胞死亡。图解摘要
Abstract Three novel steroidal glycosides (1–3) and a previously described steroidal alkaloid glycoside (4) have been isolated from the bulbs of Fritillaria camtschatcensis (L.) Ker Gawl. (Liliaceae). The structures of novel compounds 1–3 were characterized based on NMR spectroscopy and chemical transformations. Compounds 1–3 are furospirostanol glycosides bearing a (3S)-3-hydroxy-3-methylglutaryl moiety at C-26 in the aglycone. Compounds 1–4 were evaluated in terms of their cytotoxic activities toward HL-60 human promyelocytic leukemia cells, A549 human lung adenocarcinoma cells, and SBC-3 human lung small cell carcinoma cells. Only 4 showed moderate cytotoxicity against HL-60, A549, and SBC-3 cells with IC50 values of 22.9, 13.3, and 11.9 µM, respectively. Compound 4 was found to cause necrotic-like cell death in HL-60 cells. Graphical Abstract