Synthesis and preliminary biological evaluation of 1,2,3-triazole-Jaspine B hybrids as potential cytotoxic agents

• Two series of novel 1,2,3-triazole-Jaspine B hybrids were synthesized.
• Cytotoxicity activity of these hybrids was highly dependent on the side-chain length.
• Most compounds showed good cytotoxic activity against MCF-7.
• Compound 14h was more potent than 5-Fu and Jaspine B against all the three cancer cell lines.
• Compound 14h showed cell cycle arrest at G2/M phase and induced apoptosis.

Two series of more available novel 1,2,3-triazole-Jaspine B hybrids were efficiently synthesized employing click chemistry approach and evaluated for their cytotoxic activities against three human cancer cell lines (EC-9706, MGC-803 and MCF-7). Among them, compound 14h showed excellent inhibition against MCF-7 (IC50 = 1.93 μM) and was more potent than 5-Fu and Jaspine B against all three cancer cell lines. Further investigation of apoptosis assay and cell cycle analysis demonstrated that compound 14h caused cellular early and late apoptosis and arrested the cell cycle at G2/M phase in a concentration- and time-independent manner. This was the first report about the synthesis and in vitro cytotoxic evaluation of 1,2,3-triazole-Jaspine B hybrids.

Most hybrids showed moderate to excellent cytotoxicity against three human cancer cell lines, and side-chain length had remarkable effect towards their cytotoxicity. Compound 14h induced G2/M arrest and cellular apoptosis.Figure optionsDownload as PowerPoint slide