Ru(II)-metallomacrocycles containing 4-pyridyl-1,2,3-triazole moiety were realized by coordination-driven self-assembly. All new compounds were characterized by electrospray ionisation mass spectrometry, elemental analysis, and H and C NMR spectroscopic techniques. The molecular structure of metallomacrocycle was determined by single-crystal X-ray crystallography. The anticancer activities of metallomacrocycles - were evaluated by cytotoxicity, cell cycle analysis, and related protein expression. Metallomacrocycle showed the highest cytotoxicity in HepG2 human hepatocellular carcinoma cells. In addition, apoptotic HepG2 cells were analyzed when metallomacrocycle was treated. Our results suggest that metallomacrocycle induces liver cancer cell death by increasing apoptosis and cell cycle arrest and that it has potential use as an agent for the treatment of human hepatocellular carcinoma.