以天然橙皮素1为原料, 经选择性甲基化和异戊烯基化半合成得到了桃皮素2和7-O-异戊烯基橙皮素3。1、2、3分别与盐酸羟胺、盐酸甲氧胺、盐酸苄氧胺反应合成了9个E构型的橙皮素肟类化合物4~12。所合成产物通过NMR、HR-ESI-MS方法进行了结构确证。MTT蛋白染色法体外抑制肿瘤增值活性测试发现化合物4、5、6对胃癌细胞SGC-7901有明显的抑制活性。
Used natural hesperitin 1 as raw material, rersicogenin 2 and 7-O-isopentenyl hesperietin 3 were obtained by the mothod of selective methylation and selective O-prenylation. Nine E-hesperitin oximes (4~12) were synthesiszed by reaction of 1~3 with hydroxylamine hydrochloride, methoxylamine hydrochloride and benzyloxygen amine hydrochloride respectively. Their structures were confirmed by NMR and HR-ESI-MS spectra. The synthesized compounds were evaluated for cytotoxicity against human cancer cell line SGC-7901, the result showed 4、5、6 exhibited dictinct cytotoxicity against SGC-7901.