School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1, Horinouchi, Hachioji, Tokyo, 192-0392, Japan.
J Nat Med. 2024 Sep;78(4):807-827. doi: 10.1007/s11418-024-01830-1. Epub 2024 Jul 17.
Chemical investigations of higher plants, with particular attention paid to their steroidal glycosides, present a promising approach for generating anti-cancer agents from natural products. We conducted a systematic phytochemical investigation of nine higher plants-whole plants and rhizomes of Convallaria majalis, whole plants of Agave utahensis, roots of Adonis amurensis, seeds of Adonis aestivalis, bulbs of Bessera elegans, bulbs of Fritillaria meleagris, seeds of Digitalis purpurea, underground parts of Yucca glauca, and bulbs of Lilium pumilum-which led to the discovery of novel steroidal glycosides. The structures of these new constituents were determined based on spectroscopic data and chemical transformations. The identification of the monosaccharides including their absolute configurations was carried out by direct HPLC analysis of their hydrolysates using an optical rotation detector. Cytotoxicity of the isolated steroidal glycosides was evaluated against various tumor cells (A549, ACHN, HepG-2, HL-60, HSC-2, HSC-3, HSC-4, HSG, and SBC-3) and normal cells (Fa2 N-4, HK-2, and TIG-3 cells). Certain steroidal glycosides exhibit selective cytotoxicity and synergistic effects, making them potential lead compounds for use as anti-cancer agents. We document the isolation of 139 steroidal glycosides from higher plants and assessment their cytotoxic activities.
对高等植物的化学研究,特别是对其甾体糖苷的研究,为从天然产物中产生抗癌剂提供了一种很有前途的方法。我们对 9 种高等植物——铃兰的全草和根茎、龙舌兰的全草、侧金盏花的根、侧金盏花的种子、贝塞拉优雅的鳞茎、米百合的鳞茎、毛地黄的种子、丝兰的地下部分和小百合的鳞茎——进行了系统的植物化学研究,从中发现了新型甾体糖苷。这些新成分的结构是根据光谱数据和化学转化确定的。通过使用旋光检测器直接对水解产物进行 HPLC 分析,确定了单糖的结构及其绝对构型。对分离得到的甾体糖苷进行了对各种肿瘤细胞(A549、ACHN、HepG-2、HL-60、HSC-2、HSC-3、HSC-4、HSG 和 SBC-3)和正常细胞(Fa2N-4、HK-2 和 TIG-3 细胞)的细胞毒性评价。某些甾体糖苷具有选择性细胞毒性和协同作用,使它们成为潜在的抗癌药物先导化合物。我们从高等植物中分离得到 139 种甾体糖苷,并评估了它们的细胞毒性活性。