澳洲茄胺单糖苷的合成及其抗肿瘤活性

Synthesis and Antitumor Activities of Monoglycosides of Solasodine

以单糖为原料,经苯甲酰化保护和溴代制备中间体酰化溴代糖(3a～3e)。通过Koenigs-Knorr合成法将3a～3e与澳洲茄胺甙化缩合并脱保护合成了5个澳洲茄胺单糖苷化合物(5a～5e,5d和5e为新化合物),其结构经1H NMR,13C NMR和MS表征。用MTT法对5a～5e进行体外抗肿瘤细胞活性试验结果表明,5c和5d显示了较好的抗肿瘤活性。

Five intermediates, benzoyl saccharides bromides（3a - 3e）, were prepared from monosac- charides by protection with benzoyl chloride and bromination. The monoglycosides （5a - 5e, 5d and 5e were new compounds） of solasodine were synthesized by glycosidation of 3a - 3e with solasodine and deprotection. The structures were characterized by 1H NMR, 13C NMR and MS. The in vitro antitumor activities of 5a - 5e against some cancer cells were tested by the MTF method. The results showed that 5c and 5d exhibited better antitumor activities.