Lee K T, Choi J H, Kim D H, Son K H, Kim W B, Kwon S H, Park H J
College of Pharmacy, Kyung-Hee University, Seoul, Korea.
Arch Pharm Res. 2001 Feb;24(1):44-50. doi: 10.1007/BF02976492.
To search for cytotoxic components from Allium victorialis, MTT assays on each extract and an isolated component, gitogenin 3-O-lycotetroside, were performed against cancer cell lines. Cytotoxicities of most extract were shown to be comparatively weak, though IC50 values of CHCl3 fraction was found to be <31.3-368.4 microg/ml. From the incubated methanol extract at 36 degrees C, eleven kinds of organosulfuric flavours were predictable by GC-MS performance. The most abundant peak was revealed to be 2-vinyl-4H-1,3-dithiin (1) by its mass spectrum. Further, this extract showed significant cytotoxicities toward cancer cell lies. Silica gel column chromatography of the n-butanol fraction led to the isolation of gitogenin 3-O-lycotetroside (3) along with astragalin (4) and kaempferol 3, 4'-di-O-beta-D-glucoside (5). This steroidal saponin exhibited significant cytotoxic activities (IC50, 6.51-36.5 microg/ml) over several cancer cell lines. When compound 3 was incubated for 24 h with human intestinal bacteria, a major metabolite was produced and then isolated by silica gel column chromatography. By examining parent- and prominent ion peak in FAB-MS spectrum of the metabolite, the structure was speculated not to be any of prosapogenins of 3, suggesting that spiroketal ring were labile to the bacterial reaction. These suggest that disulfides produced secondarily are the antitumor principles.
为了从朝鲜蓟中寻找细胞毒性成分,对每种提取物和一种分离出的成分——洋地黄毒苷3 - O - 番茄四糖苷,针对癌细胞系进行了MTT试验。大多数提取物的细胞毒性相对较弱,不过发现氯仿馏分的IC50值<31.3 - 368.4微克/毫升。通过气相色谱 - 质谱联用(GC - MS)分析,从36℃孵育的甲醇提取物中可预测出11种有机硫风味成分。通过质谱分析,最丰富的峰被鉴定为2 - 乙烯基 - 4H - 1,3 - 二硫杂环戊烯(1)。此外,该提取物对癌细胞系显示出显著的细胞毒性。正丁醇馏分经硅胶柱色谱分离得到洋地黄毒苷3 - O - 番茄四糖苷(3)以及紫云英苷(4)和山柰酚3,4'-二 - O - β - D - 葡萄糖苷(5)。这种甾体皂苷对几种癌细胞系表现出显著的细胞毒性活性(IC50,6.51 - 36.5微克/毫升)。当化合物3与人肠道细菌孵育24小时后,产生了一种主要代谢产物,随后通过硅胶柱色谱进行分离。通过检查代谢产物的快原子轰击质谱(FAB - MS)谱中的母离子峰和突出离子峰,推测其结构不是3的任何前皂苷元,这表明螺酮环对细菌反应不稳定。这些结果表明,次生产生的二硫化物是抗肿瘤成分。