Synthesis and antitumor evaluation of nitrovinyl biphenyls: anticancer agents based on allocolchicines

Nishant JainB Sreedhar


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.


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Related Concepts

Diphenyl, 14C-labeled
AURKB protein, human
Antineoplastic Agents
Biphenyl Compounds
Cell Division Phases
Colchicine, (R)-Isomer
Dye Exclusion Assays, Antitumor
Malignant Neoplasms

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