西洋参中2个新型丙二酰人参皂苷的分离鉴定

Isolation and identification of two new malonyl ginsenosides from Panax quinquefolius

目的对西洋参Panax quinquefolius鲜根中丙二酰人参皂苷化学成分进行研究。方法采用80%乙醇水超声提取,依次用石油醚和正丁醇萃取,用D101大孔吸附树脂、硅胶干柱、ODS硅胶柱和半制备型高效液相色谱对提取物进行分离纯化;利用高分辨质谱和核磁共振波谱等谱学技术对化合物结构进行解析与鉴定。结果从西洋参鲜根80%乙醇提取物的D101大孔树脂60%乙醇水洗脱部位中分离鉴定出2个丙二酰人参皂苷,分别鉴定为3-O-[6-O-丙二酰基-β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃葡萄糖基]-20-O-[β-D-吡喃葡萄糖基-(1→6)-β-D-吡喃葡萄糖基]-达玛-23-烯-3β,12β,20(S),25-四醇(1)和3-O-[6-O-丙二酰基-β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃葡萄糖基]-20-O-[β-D-吡喃葡萄糖基-(1→6)-β-D-吡喃葡萄糖基]-达玛-22-烯-3β,12β,20(S),25-四醇(2)。结论化合物1和2为新化合物,分别命名为丙二酰三七皂苷A(malonyl notoginsenoside A)和丙二酰高丽人参皂苷R_(2)(koryoginsenoside R_(2))。

Objective To investigate the chemical compositions of malonyl ginsenosides from the fresh roots of Panax quinquefolius.Methods The P.quinquefolius extracts were extracted by ultrasonic extraction with 80%ethanol,followed by petroleum ether and n-butanol,and separated and purified using D101 macroporous sorbent resin,silica gel dry column,ODS silica gel column and semi-preparative high performance liquid chromatography.The structures of the compounds were resolved and identified using spectroscopic techniques such as high-resolution mass spectrometry and nuclear magnetic resonance spectroscopy.Results Two malonyl ginsenosides were isolated and identified from the 60% ethanol water elution site of D101 macroporous resin of 80% ethanol extracts of the fresh root of P.quinquefolium.The structures of the new compounds were identified as 3-O-[6-O-malonyl-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl]-20-O-[β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl]-dammar-23-ene-3β,12β,20(S),25-tetraol(1),and 3-O-[6-O-malonyl-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl]-20-O-[β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl]-dammar-22-ene-3β,12β,20(S),25-tetraol(2),respectively.Conclusion Compound 1 and 2 are new compounds named as malonyl notoginsenoside A and malonyl koryoginsenoside R2.