摘要
目的设计合成两个甲基原薯蓣皂苷的衍生物,分别为3,26-O-二{α-L-吡喃鼠李糖基-(1→2)-[α-L-吡喃鼠李糖基-(1→4)]-3,6-O-二特戊酰基--βD-吡喃葡萄糖基}-22-甲氧基-25(R)-呋甾-5-烯-3β,26-二醇(1)和3,26-O-二{α-L-吡喃鼠李糖基-(1→2)-[α-L-吡喃鼠李糖基-(1→4)]--βD-吡喃葡萄糖基}-22-甲氧基-25(R)-呋甾-5-烯-3β,26-二醇(2)。方法以薯蓣皂素为起始原料,采用逐步糖苷化策略,经10步反应制得目标化合物,总收率约为15%。结果与结论合成的两个双三糖链呋甾皂苷均为未见文献报道的新化合物,其结构经ESI-MS和13C-NMR确证,初步生物活性筛选结果表明化合物1具有一定的抗炎活性。
Aim To design and synthesize two derivatives of methyl protodioscin, namely 3, 26-di-O-{α-L- rhamnopyranosyl-（ 1→ 2 ）-a-L-rhamnopyranosyl-（ 1 → 4 ）-3, 6-di-O-pivaloyl-β-D-glucopyranosyl 1-22- methoxy-25 （ R ）-furost-5-ene-3β, 26-diol （ 1 ） and 3, 26-di-O-{α-L-rhamnopyranosyl-（ 1 → 2 ）-α-Lrhamnopyranosyl-（ 1 → 4 ）-β-D-glucopyranosyl 1-22-methoxy-25 （ R ）-furost-5-ene-3β, 26-diol （ 2 ）. Methods Employing the stepwise glycosylation strategy, the target compounds were prepared via 10 steps of reactions using diosgenin as the starting material with an overall yield of 15%. Results and conclusion The structures of these two novel compounds were confirmed by ESI-MS and ^13C-NMR. The results of preliminary pharmacological research show that 1 present definite anti-inflammatory activity.
出处
《中国药物化学杂志》
CAS
CSCD
2007年第2期85-88,94,共5页
Chinese Journal of Medicinal Chemistry
基金
国家自然科学基金项目(20472054)
关键词
呋甾皂苷
薯蓣皂素
抗炎活性
furostanol saponin
diosgenin
anti-inflammatory activity
