文献类型：期刊文献

中文题名：澳洲茄胺单糖苷的合成及其抗肿瘤活性

英文题名：Synthesis and Antitumor Activities of Monoglycosides of Solasodine

作者：丁丹[1];沈平孃[2];祁双红[1];汤秀珍[2];邹莲华[1];杜晨杰[2];卓超[1]

机构：[1]华东理工大学药学院,上海200237;[2]国家中药制药技术工程研究中心,上海201203

年份：2013

卷号：21

期号：3

起止页码：257

中文期刊名：合成化学

外文期刊名：Chinese Journal of Synthetic Chemistry

收录：CSTPCD;;北大核心:【北大核心2011】；CSCD:【CSCD_E2013_2014】；

基金：国家重大新药创制课题(2009ZX09103-359);上海市科委资助课题(09DZ1970200)

语种：中文

中文关键词：澳洲茄边碱;澳洲茄胺;糖甙化;合成;抗肿瘤活性

外文关键词：solamargine ; solasodine ; glycosidation ; synthesis ; antitumor activity

摘要：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.