Chemistry Department, Faculty of Science, Ege University, 35100 Bornova, Izmir, Turkey.
Phytochemistry. 2012 Jan;73(1):127-33. doi: 10.1016/j.phytochem.2011.09.003. Epub 2011 Oct 17.
Five triterpene saponins never reported before, hederifoliosides A-E, and four known triterpene saponins were isolated from the tubers of Cyclamen hederifolium. The structures of hederifoliosides A-E were determined as 3β,16α-dihydroxy-13β,28-epoxyolean-30-oic acid 3-O-{[β-D-glucopyranosyl-(1 → 2)-O]-β-D-xylopyranosyl-(1 → 2)-O-β-D-glucopyranosyl-(1 → 4)-O-α-L-arabinopyranoside}, 3β,16α-dihydroxy-13β,28-epoxyolean-30-oic acid 3-O-{[β-D-glucopyranosyl-(1 → 2)-O]-β-D-xylopyranosyl-(1 → 2)-O-[β-D-glucopyranosyl-(1 → 3)]-O-β-D-glucopyranosyl-(1 → 4)-O-α-L-arabinopyranoside}, 3β,16α-dihydroxy-13β,28-epoxyolean-30-al 3-O-{[β-D-glucopyranosyl-(1 → 2)-O]-β-D-xylopyranosyl-(1 → 2)-O-[β-D-glucopyranosyl-(1 → 3)]-O-[β-D-glucopyranosyl-(1 → 6)]-O-β-D-glucopyranosyl-(1 → 4)-O-α-L-arabinopyranoside}, 30-O-β-D-glucopyranosyl-(1 → 2)-O-β-D-glucopyranosyl-3β,16α,30-trihydroxyolean-12-en-28-al 3-O-{[β-D-glucopyranosyl-(1 → 2)-O]-β-D-xylopyranosyl-(1 → 2)-O-β-D-glucopyranosyl-(1 → 4)-O-α-L-arabinopyranoside}, 30-O-β-D-glucopyranosyl-(1 → 2)-O-β-D-glucopyranosyl-3β,16α,28,30-tetrahydroxyolean-12-en 3-O-{[β-D-glucopyranosyl-(1 → 2)-O]-β-D-xylopyranosyl-(1 → 2)-O-[β-D-glucopyranosyl-(1 → 3)]-O-β-D-glucopyranosyl-(1 → 4)-O-α-L-arabinopyranoside}, by a combination of one- and two-dimensional NMR techniques, and mass spectrometry. The cytotoxic activity of the isolated compounds was evaluated against a small panel of cancer cell lines including Hela, H-446, HT-29, and U937. None of the tested compounds, in a range of concentrations between 1 and 50 μM, caused a significant reduction of the cell number.
从报春花属植物块茎中分离得到了 5 种从未报道过的三萜皂苷，分别命名为hederifoliosides A-E，以及 4 种已知的三萜皂苷。hederifoliosides A-E 的结构被确定为 3β,16α-二羟基-13β,28-环氧齐墩果酸 3-O-[β-D-吡喃葡萄糖基-(1 → 2)-O]-β-D-吡喃木糖基-(1 → 2)-O-β-D-吡喃葡萄糖基-(1 → 4)-O-α-L-阿拉伯吡喃糖苷]，3β,16α-二羟基-13β,28-环氧齐墩果酸 3-O-[β-D-吡喃葡萄糖基-(1 → 2)-O]-β-D-吡喃木糖基-(1 → 2)-O-[β-D-吡喃葡萄糖基-(1 → 3)]-O-β-D-吡喃葡萄糖基-(1 → 4)-O-α-L-阿拉伯吡喃糖苷]，3β,16α-二羟基-13β,28-环氧齐墩果酸 30-O-β-D-吡喃葡萄糖基-(1 → 2)-O-β-D-吡喃葡萄糖基-3β,16α,30-三羟基齐墩果酸 12-烯-28-醇 3-O-[β-D-吡喃葡萄糖基-(1 → 2)-O]-β-D-吡喃木糖基-(1 → 2)-O-β-D-吡喃葡萄糖基-(1 → 4)-O-α-L-阿拉伯吡喃糖苷]，3β,16α,28,30-四羟基齐墩果酸 12-烯-30-O-β-D-吡喃葡萄糖基-(1 → 2)-O-β-D-吡喃葡萄糖基-3β,16α-二羟基-13β,28-环氧齐墩果酸 3-O-[β-D-吡喃葡萄糖基-(1 → 2)-O]-β-D-吡喃木糖基-(1 → 2)-O-[β-D-吡喃葡萄糖基-(1 → 3)]-O-β-D-吡喃葡萄糖基-(1 → 4)-O-α-L-阿拉伯吡喃糖苷]，通过一维和二维 NMR 技术以及质谱分析确定。对一系列癌细胞系（包括 Hela、H-446、HT-29 和 U937）进行了分离化合物的细胞毒性评估。在 1 至 50 μM 的浓度范围内，没有一种测试化合物能显著降低细胞数量。
