四氢咪唑并2′,1′:2,3噻吩并5,4-c哌啶衍生物的合成及抗肿瘤活性

摘要

A series of novel 5,6,7,8-tetrahydroimidazo[2′,1′:2,3]thiazolo [5,4-c]piperidines was synthesized through sequential amino protection, condensation, cyclization, and deprotection reactions using piperidone as the raw material.The structures of these compounds were confirmed by proton or carbon nuclear magnetic resonance(1H NMR, 13C NMR), mass spectrometry(MS) and elemental analysis.The antitumor activities of these compounds were evaluated in vitro, and the results indicated that these compounds had certain inhibitory activities against MCF-7 human breast cancer cells, and the inhibitory activity of compound 5a reached the level of strong potency with the half maximal inhibitory concentration(IC50) value of 8.6 μmol/L.It provides a reference for the antitumor activity of such compounds.%以4-哌啶酮为原料,经过胺基保护、缩合、环合、脱保护等步骤,设计合成了一系列新型的5,6,7,8-四氢咪唑并[2′,1′:2-3]噻吩并[5,4-c]哌啶类化合物. 通过核磁共振波谱仪(1H NMR、13C NMR)、质谱(MS)和元素分析确证了其结构. 对其体外活性研究发现,该类化合物对乳腺癌细胞MCF-7具有一定的抑制活性,其中化合物5a的抑制活性最为显著,半数抑制浓度(IC50)值达到了8.6 μmol/L. 为此类化合物的抗肿瘤活性研究提供了参考.