Synthesis and Biological Evaluation of Azacrownophanes Containing Tetrahydropyridine or Piperidone Subunits

Herein we presented the synthesis of azacrownophanes containing tetrahydropyridine or piperidone rings. The multicomponent reactions were performed and afforded tetrahydropyridine or piperidone derivatives which strongly depended on used substrates. Structure of tetrahydropyridine and piperidone derivatives was differentiated by spectrometry methods such as IR, HRMS, NMR and single-crystal Xray diffraction. Eight synthesized compounds were evaluated for their cytotoxicity through Sulforhodamine B (SRB) assay. Three tetrahydropyridine derivatives displayed the most potent cytotoxic activity against Hep-G2 and Lu-1 cell lines with the IC50 values around 8 mu M and 31.62 mu M, respectively. The screening result of antimicrobial activities of all compounds showed negative values at a tested concentration of 50 mu g/ml. The ADME study was calculated to provide some useful information about the structure and bioactivity relationship.