羟基查耳酮的合成及抗肿瘤活性初步研究

摘要

目的：合成高收率的含羟基查耳酮。方法通过两步法合成含有羟基查耳酮，第一步采用传统的Claisen－Schmidt羟醛缩合反应来合成高收率的含甲氧基的查耳酮，第二步应用脱甲基试剂BBr3将含甲氧基的查耳酮转化成含羟基查耳酮，并通过 MTT法测试化合物抗肿瘤活性。结果高收率（＞75％）的合成了含1个、2个和3个羟基的查耳酮，其结构均通过1 H NMR和13 C NMR进行了表征。初步生物活性结果表明这些羟基查耳酮对 CNE2、KB、A2和PC3展现出了中等的抑制活性。结论通过应用脱甲基试剂 BBr3，能够有效、简便的合成含有羟基的查耳酮。%OBJECTIVE To synthesis high yield of hydroxylated chalcones.METHODS Hydroxylated chal-cones were synthesized by two steps.The first step,methoxy chalcone was synthesized in high yield by the traditional Claisen-Schmidt aldol condensation reaction, then the methoxyl chalcone was converted into hydroxylated chalcones through application of demethylating reagent BBr3 ,and the anticancer activities were assessed by MTT.RESULTS Hydroxylated chalcones,which containing one,two or three hydroxyl groups,were synthesized in high yield (>75%) .All the target compounds have been confirmed by1 H NMR and13 C NMR spectra.The preliminary biological results showed that these hydroxylated chalcone derivatives showed moderate inhibitory activity,against CNE2,KB,A2 and PC3 cell lines.CONCLUSION Application of the demethylating reagent BBr3 can be effective,simple synthesis of hydroxylated chalcones.