Siciliano Tiziana, Bader Ammar, De Tommasi Nunziatina, Morelli Ivano, Braca Alessandra
Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Via Bonanno 33, 56126 Pisa, Italy.
J Nat Prod. 2005 Aug;68(8):1164-8. doi: 10.1021/np050031d.
Six new pregnane glycosides, four of them sulfated derivatives, were isolated from small branches of Periploca graeca. The compounds were identified as 16alpha-[(6-O-sulfo-beta-D-glucopyranosyl)oxy]pregn-5-en-20-ol-3beta-yl O-(2-O-acetyl-beta-D-digitalopyranosyl)-(1-->4)-beta-D-cymaropyranoside (1), 16alpha-[(6-O-sulfo-beta-D-glucopyranosyl)oxy]pregn-5-en-20-ol-3beta-yl O-beta-D-oleandropyranosyl-(1-->4)-beta-D-oleandropyranoside (2), 16alpha-[(6-O-sulfo-beta-D-glucopyranosyl)oxy]pregn-5-en-20-ol-3beta-yl O-beta-D-oleandropyranoside (3), 16alpha-[(6-O-sulfo-beta-D-glucopyranosyl)oxy]pregn-5-ene-3beta,20-diol (4), 20-O-[(beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl-(1-->2)-beta-D-digitalopyranosyl)oxy]pregn-5-en-16beta-ol-3beta-yl O-beta-D-digitalopyranosyl-(1-->4)-beta-d-cymaropyranoside (5), and calogenin 3-O-beta-D-digitalopyranoside-20-O-beta-D-canaropyranoside (6). Three pregnane glycosides, previously reported from the genus Periploca, were also isolated. Structures were established on the basis of spectroscopic analyses, including 1D and 2D NMR experiments, HRESIMS, elemental analysis, and chemical degradation.
从杠柳（Periploca graeca）的小枝条中分离出6种新的孕甾烷糖苷，其中4种为硫酸化衍生物。这些化合物被鉴定为16α-[(6-O-磺基-β-D-吡喃葡萄糖基)氧基]孕甾-5-烯-20-醇-3β基 O-(2-O-乙酰基-β-D-洋地黄吡喃糖基)-(1→4)-β-D-磁麻糖吡喃糖苷（1）、16α-[(6-O-磺基-β-D-吡喃葡萄糖基)氧基]孕甾-5-烯-20-醇-3β基 O-β-D-齐墩果吡喃糖基-(1→4)-β-D-齐墩果吡喃糖苷（2）、16α-[(6-O-磺基-β-D-吡喃葡萄糖基)氧基]孕甾-5-烯-20-醇-3β基 O-β-D-齐墩果吡喃糖苷（3）、16α-[(6-O-磺基-β-D-吡喃葡萄糖基)氧基]孕甾-5-烯-3β,20-二醇（4）、20-O-[(β-D-吡喃葡萄糖基-(1→6)-β-D-吡喃葡萄糖基-(1→2)-β-D-洋地黄吡喃糖基)氧基]孕甾-5-烯-16β-醇-3β基 O-β-D-洋地黄吡喃糖基-(1→4)-β-D-磁麻糖吡喃糖苷（5）和卡洛苷元3-O-β-D-洋地黄吡喃糖苷-20-O-β-D-卡纳吡喃糖苷（6）。还分离出了3种先前从杠柳属报道过的孕甾烷糖苷。结构是基于光谱分析确定的，包括一维和二维核磁共振实验、高分辨电喷雾电离质谱、元素分析和化学降解。
