Pereda-Miranda Rogelio, Escalante-Sánchez Edgar, Escobedo-Martínez Carolina
Departamento de Farmacia, Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Mexico City 04510 DF, Mexico.
J Nat Prod. 2005 Feb;68(2):226-30. doi: 10.1021/np0496340.
The hexane-soluble extract from the aerial parts of the herbal drug Ipomoea pes-caprae (beach morning-glory), through preparative-scale recycling HPLC, yielded six lipophilic glycosides, namely, five new pentasaccharides of jalapinolic acid, pescaproside A (1) and pescapreins I-IV (2-5), as well as the known stoloniferin III (6). Saponification of the crude resin glycoside mixture yielded simonic acid B (7) as the glycosidic acid component, whereas the esterifying residues of the natural oligosaccharides comprised five fatty acids: 2-methylpropanoic, (2S)-methylbutyric, n-hexanoic, n-decanoic, and n-dodecanoic acids. Pescaproside A (1), an acylated glycosidic acid methyl ester, is related structurally to the product obtained from the macrolactone hydrolysis of pescapreins I-IV (2-5). All the isolated compounds (1-6), characterized through high-field NMR spectroscopy, were found to be weakly cytotoxic to a small panel of cancer cell lines.
对药用植物马鞍藤（Ipomoea pes-caprae）地上部分的正己烷可溶提取物进行制备规模的循环高效液相色谱分离，得到了六种亲脂性糖苷，即五种新的加拉波醇酸五糖、马鞍藤苷A（1）和马鞍藤素I-IV（2-5），以及已知的匍匐牵牛苷III（6）。粗树脂糖苷混合物经皂化反应得到西蒙酸B（7）作为糖苷酸成分，而天然低聚糖的酯化残基包含五种脂肪酸：2-甲基丙酸、（2S）-甲基丁酸、正己酸、正癸酸和正十二酸。马鞍藤苷A（1）是一种酰化糖苷酸甲酯，其结构与马鞍藤素I-IV（2-5）大环内酯水解产物有关。通过高场核磁共振光谱对所有分离得到的化合物（1-6）进行表征，发现它们对一小部分癌细胞系具有较弱的细胞毒性。
