Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore-570 006, India.
Chem Biol Drug Des. 2011 Oct;78(4):622-30. doi: 10.1111/j.1747-0285.2011.01184.x. Epub 2011 Sep 6.
To explore the anticancer effect associated with the piperidine framework, several (substituted phenyl) {4-[3-(piperidin-4-yl)propyl]piperidin-1-yl} methanone derivatives 3(a-i) were synthesized. Variation in the functional group at N-terminal of the piperidine led to a set of compounds bearing amide moiety. Their chemical structures were confirmed by (1) H NMR, IR and mass spectra analysis. Among these, compounds 3a, 3d and 3e were endowed with antiproliferative activity. The most active compound among this series was 3a with nitro and fluoro substitution on the phenyl ring of aryl carboxamide moiety, which inhibited the growth of human leukemia cells (K562 and Reh) at low concentration. Comparison with other derivative (3h) results shown by LDH assay, cell cycle analysis and DNA fragmentation suggested that 3a is more potent to induce apoptosis.
为了探索与哌啶骨架相关的抗癌作用，我们合成了几种（取代苯基）{4-[3-（哌啶-4-基）丙基]哌啶-1-基}甲酮衍生物 3(a-i)。哌啶氮端官能团的变化导致了一组具有酰胺部分的化合物。它们的化学结构通过 1H NMR、IR 和质谱分析得到确认。在这些化合物中，化合物 3a、3d 和 3e 具有抗增殖活性。在这一系列中最活跃的化合物是 3a，它在芳基酰胺部分的苯环上具有硝基和氟取代，能够在低浓度下抑制人白血病细胞（K562 和 Reh）的生长。与其他衍生物（3h）的比较结果通过 LDH 测定、细胞周期分析和 DNA 片段化表明，3a 更能诱导细胞凋亡。
