Synthesis and Antitumor Evaluation of Nitrovinyl Biphenyls: Anticancer Agents Based on Allocolchicines

✍ Scribed by Dr. Nishant Jain; Divya Yada; Thokhir B. Shaik; Galanki Vasantha; P. Surendra Reddy; Dr. Shasi V. Kalivendi; Dr. B. Sreedhar

• Book ID: 102804417
• Publisher: John Wiley and Sons
• Year: 2011
• Tongue: English
• Weight: 570 KB
• Volume: 6
• Category: Article
• ISSN: 1860-7179
• DOI: 10.1002/cmdc.201100019

✦ Synopsis

Abstract

A new class of nitrovinyl biphenyl compounds based on the structures of colchicines and allocolchicines were designed, synthesized, and shown to inhibit tubulin polymerization and cause mitotic arrest. A majority of these compounds were found to possess potent anticancer properties, with IC~50~ values in the range of 0.05–7 μM, and are equally potent with colchicine in HeLa and MCF‐7 cells. Compounds 14 e and 14 f inhibited tubulin assembly by more than 60 %, and flow cytometry studies indicated growth arrest of cells in the G~2~/M phase of the cell cycle in a concentration‐dependent manner. Treatment of cells with 14 f resulted in upregulation of cyclin B1 and aurora kinase B mRNA levels, corresponding to growth arrest in the G~2~/M phase of the cell cycle as the mode of action.