5,6,7,8-四氢苯并[4,5]噻吩并[2,3-d]嘧啶-4(3H)-酮类查尔酮的设计、合成及体外抗肿瘤活性

Design,Synthesis and In Vitro Antitumor Activities of 5,6,7,8-Tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one Chalcones

以环己酮、氰乙酸乙酯、硫粉和吗啉为原料,依次通过Gewald反应、关环反应、Chan-Lam偶联反应和Claisen-Schmidt缩合反应以23.9%~40.9%的总收率合成了18个新型5,6,7,8-四氢苯并[4,5]噻吩并[2,3-d]嘧啶-4(3H)-酮类查尔酮化合物,所有化合物结构经过了^(1)H NMR和MS的确证。初步的生物活性测试表明,目标化合物对乳腺癌MCF-7和MDA-MB-231细胞均显示出抑制活性。

Eighteen novel 5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one chalcones were synthesized from cyclohexanone,ethyl cyanoacetate,sulfur and morpholine via Gewald,Chan-Lam coupling,cyclization and Claisen-Schmidt condensation reactions with a total yield of 23.9%~40.9%.The structures were characterized by the 1H NMR and MS.Their antitumor activities were tested against breast cancer MCF-7 and MDA-MB-231 cells in vitro.The preliminary biological results suggested that these compounds exhibited inhibitory activities against both MCF-7 and MDA-MB-231.