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

Abstract

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.

• Authors: Jin-Mei Xu, En Zhang, Xiao-Jing Shi, Yan-Chao Wang, Bin Yu, Wei-Wei Jiao, Ya-Zhuo Guo, Hong-Min Liu
• Journal: European journal of medicinal chemistry (Eur J Med Chem) Vol. 80 Pg. 593-604 (Jun 10 2014) ISSN: 1768-3254 [Electronic] France
• PMID: 24835817 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2014. Published by Elsevier Masson SAS.

Chemical References

• Antineoplastic Agents
• Triazoles
• pachastrissamine
• Sphingosine

Topics

• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Apoptosis (drug effects)
• Cell Cycle (drug effects)
• Cell Line, Tumor
• Cell Proliferation (drug effects)
• Chemistry Techniques, Synthetic
• Humans
• Hydrophobic and Hydrophilic Interactions
• Inhibitory Concentration 50
• Sphingosine (analogs & derivatives, chemistry)
• Triazoles (chemistry)