二苯氧杂蒽衍生物的合成及抗肿瘤活性  

Synthesis and Antitumor Activity of Dibenzoxanthene Derivatives

作　　者：杨异卉[1] 高尚[1] 刘波[2] 宋永彬[2] 于楠[1] 高雯[3] 杨佳卉 

机构地区：[1]哈尔滨医科大学药学院,黑龙江哈尔滨150081 [2]哈尔滨理工大学化学与环境工程学院,黑龙江哈尔滨150040 [3]上海医药工业研究院中药研究部,上海200040 [4]吉林省肿瘤医院药剂科,吉林长春130012

出　　处：《哈尔滨理工大学学报》2015年第2期109-114,共6页Journal of Harbin University of Science and Technology

基　　金：黑龙江省教育厅科学技术研究项目(12531279)

摘　　要：为了研究二苯并[a,j]氧杂蒽类衍生物的抗肿瘤活性,在无溶剂微波辐射或者直接加热条件下,以6-溴-2-萘酚和醛为原料、对甲苯磺酸为催化剂合成了3,11-二溴-14-取代二苯并[a,j]氧杂蒽类衍生物.利用IR、1H NMR、13C NMR和HRMS等方法确定了目标化合物的结构,并采用MTT法评价了它们对4种肿瘤细胞和一种正常细胞的细胞毒活性.结果表明部分氧杂蒽类衍生物在体外展现了抗肿瘤活性,其中,化合物3m和3l对NB4细胞的IC50值分别为25.8μmol/L和51.4μmol/L,说明在二苯并[a,j]氧杂蒽的3和11位引入溴原子可以增强其抗肿瘤活性.To study antitumor activity of dibenzo [ a, j ] xanthenes derivatives, the 3, 11-dibromo-14-substituted- dibenzo[ a, j] xanthenes were prepared from 6-bromo-2-naphthol and different kinds of aldehydes using p-toluene sulfonic acid as catalyst under microwave irradiation or thermal solvent-free conditions. The structures of the synthe- sized compounds were confirmed by the infra-red spectrum, hydrogen nuclear magnetic resonance spectrum, ear- bon-13 nuclear magnetic resonance spectrum and high resolution mass spectrum. The cytotoxicity of xanthenes de- rivatives was evaluated by 3-（4, 5-dimethyhhiazol-2-yl ）-2, 5-diphenyhetrazolium bromide assay on four cancer cell lines and a normal cell line. The results showed that some of them have in vitro antitumor activity, a^ld the ICs0yal- ues of compounds 3m and 31 on NB4 cancer cells were 25.8 and 51.4 μmol/L, respectively. It can be found that substituted bromine atoms at C-3 and 11 positions on dibenzo[ a, j] xanthenes derivatives may i^prove their antitu- mor activity.

关 键 词：二苯并氧杂蒽 抗肿瘤活性 微波辐射 合成 

分 类 号：O62[理学—有机化学]