中文摘要：

以β-榄香烯（1）为先导化合物,经由其13位氯代物（2）,依据生物电子等排原理将具有相似共价半径的杂原子S和Se分别引入到β-榄香烯的骨架中,得到一对相应的类似物3和6;进而通过多种方法与系列糖供体对接,立体选择性地合成了相应的乙酰化1,2-反式糖苷类衍生物11a～11c和12a～12c,经水解脱去保护基团,得到目标产物β-榄香烯含S糖苷13a～13c及其类似物β-榄香烯含Se糖苷14a～14c.目标化合物的结构经IR,^1HNMR,^13C NMR,^77Se NMR,HRMS等方法确证.

英文摘要：

For the purpose of hunting for better water solubility and anti-tumor activity derivatives, structural modification of anticancer agent β-elemene was reported. Significant heteroatom S and Se were introduced into the skeleton of β-elemene and a pair of bioisosteres 3, 6 were obtained. Whereafter, conjugation with a series of glycosyls selectively gave the corresponding 1,2-trans-glycosides 11a-11c, 12a-12c via several approa- ches. Then target compounds 13a-13c, 14a-14c were obtained in high yields after deprotection. Heteroatom Se and hydrophilic saccharides were introduced into the skeleton of β-elemene for the first time, and a convenient method was set up for the synthesis of selenide of β-elemene. The glycosylation results demonstrate that glycosyl trichloroacetimidate was a suitable donor for the glycoside synthesis of β-elemene. The structures of products were confirmed via IR, ^1H NMR, ^13C NMR, ^77Se NMR and HRMS spectra.