3-乙酰基香豆素肟衍生物的合成及抗肿瘤活性

以水杨醛为起始原料,经Knoevenagel反应得到3-乙酰基香豆素,将其酮羰基与盐酸羟胺反应得到肟,利用肟羟基与不同碳数的二溴烷烃反应得到相应的溴代肟醚,再与硝酸银反应得到5个3-乙酰基香豆素肟硝酸酯杂合物。目标化合物的结构经红外光谱、核磁共振氢谱和质谱确证。用检测灵敏度高的CCK-8法评价了目标化合物对人肝癌HepG2细胞、人前列腺癌22RV1细胞、人胃癌HGC-27细胞及人肺癌A549细胞增殖的影响,结果显示3-乙酰香豆素肟硝氧丁基醚对受试的HepG2、HGC-27癌细胞具有较强的增殖抑制作用。

Synthesis and Anticancer Activity of 3-Acety-coumarin Oxime Ethers Derivatives

3-Acetyl-coumarin was obtained from salicylaldehyde and ethyl acetoacetate by the Knoevenagel reaction,which was then treated with NH2OH to afford 3-acetyl-coumarin oxime.3-Acetyl-coumarin oxime treated with dibromoalkanes in the presence of K₂CO₃ to provide the compounds 3-acethlcoumarin oxime bromoalkyl ether,these compounds were then reacted with silver nitrate to give the target compounds 3-acety-coumarin oxime ethers derivatives.The chemical structure of target compounds was confirmed by ¹HNMR,IR,and HR-MS.The in vitro antiproliferative activities of the synthesized compounds were assessed against human cancer cell lines(HepG2,22 RV1,HGC-27 and A549).Among them,compound(E)-4-(((1-(2-oxo-2H-chromen-3-yl)ethylidene)amino)oxy)butyl nitrate exhibited good cell proliferation inhibition in HepG2 and HGC-27 cell lines according to the CCK-8 assay.