合成了5 种11-脱氧甘草次酸3-单糖链皂苷并初步探讨其生物活性. 以苯甲酰基保护的糖基三氯乙酰亚胺酯为供体, 在三氟甲磺酸三甲基硅脂(TMSOTf)的催化作用下与11-脱氧甘草次酸乙酯C(3)位羟基发生糖苷化反应, 以较好的产率制备得苯甲酰基保护的11-脱氧甘草次酸乙酯3-单糖链皂苷7a～7e, 用NaOMe/MeOH 溶液脱除苯甲酰基得11-脱氧甘草次酸乙酯3-单糖链皂苷8a～8e. 合成的5 个11-脱氧甘草次酸3-单糖链皂苷均为新化合物, 结构经1H NMR、质谱、元素分析确证, 活性实验表明化合物8a 对高浓度N,N-二甲基甲酰胺(DMF)中枯草芽孢杆菌的生长具有保护作用,化合物8e 对高浓度DMF 中大肠杆菌、酵母菌的生长具有保护作用.
Five 11-deoxoglycyrrhetinic acid 3-monodesmosides were synthesized and the bacteriostatic activities were studied. Before the glycosylation, benzoyl glycoyl trichloroacetimidates were synthesized as donors, then, 3-OH of acetyl 11-deoxoglycyrrhetinate was coupled as glycosyl-receptors with the donors through glycosylation method at the promotion of trimethylsilyl trifluoromethanesulphonate (TMSOTf) to afford 5 benzoyl glycosyl derivatives of acetyl 11-deoxoglycyrrhetinate 7a～7e. Deprotection of the derivatives afforded acetyl 11-deoxoglycyrrhetinate 3-monodesmoside 8a～8e. The structures all compounds were characterized by 1H NMR, MS and Ultimate analysis. The preliminary pharmacological research showed that compound 8a could protect the growth of E. col while 8e could protect the growth of Bacillus subtilis and yeast at high level of N,N-dimethylformamide (DMF).
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