Barrero A F, Haïdour A, Sedqui A, Mansour A I, Rodríguez-Garcia I, Löpez A, Muñoz-Dorado M
Departamento de Química Orgánica, Facultad Ciencias, Instituto de Bioteciología, Universidad de Granada, Spain.
Phytochemistry. 2000 Aug;54(8):741-5. doi: 10.1016/s0031-9422(00)00177-1.
Two new saikosaponins have been identified in the butanolic fraction of the ethanol extract of the roots of Bupleurum spinosum: 3beta,16alpha,23,28-tetrahydroxyoleana-11,13(18)-dien- 30-oic acid 3-O-beta-D-glucopyranosyl-(1 --> 2)-beta-D-glucopyranosyl-(1 --> 3)-beta-D-fucopyranoside, and 3beta,16alpha,23,28,30-pentahydroxyoleana-11,13(18)-diene 3-O-beta-D-glucopyranosyl-(1 --> 2)-beta-D-glucopyranosyl-(1 --> 3)-beta-D-fucopyranoside. 3Beta,16beta,23-trihydroxy-13,28-epoxyolean-11-ene 3-O-beta-D-glucopyranosyl-(1 --> 2)-beta-D-glucopyranosyl-(1 --> 3)-beta-D-fucopyranoside was also isolated, and this structure agreed with the one proposed for bupleuroside I, but their spectroscopic data have not been described until now. From the same fraction of the roots of Bupleurum gibraltaricum, the known compound buddlejasaponin IV has been isolated as the predominant component (90%). Structures were elucidated using spectroscopic analysis, specially 2D-NMR experiments.
3β,16α,23,28-四羟基齐墩果-11,13(18)-二烯-30-酸3-O-β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃葡萄糖基-(1→3)-β-D-吡喃岩藻糖苷,以及3β,16α,23,28,30-五羟基齐墩果-11,13(18)-二烯3-O-β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃葡萄糖基-(1→3)-β-D-吡喃岩藻糖苷。还分离出了3β,16β,23-三羟基-13,28-环氧齐墩果-11-烯3-O-β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃葡萄糖基-(1→3)-β-D-吡喃岩藻糖苷,该结构与柴胡苷I所提出的结构一致,但它们的光谱数据至今尚未描述。从直布罗陀柴胡根的同一部位,已分离出已知化合物醉鱼草皂苷IV作为主要成分(90%)。通过光谱分析,特别是二维核磁共振实验对结构进行了阐明。