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Medicinal Chemistry


ISSN (Print): 1573-4064
ISSN (Online): 1875-6638

Synthesis and Biological Evaluation of 2-aroyl-4-phenyl-5- hydroxybenzofurans as a New Class of Antitubulin Agents

Author(s): Romeo Romagnoli, Pier Giovanni Baraldi, Taradas Sarkar, Carlota Lopez Cara, Olga Cruz Lopez, Maria Dora Carrion, Delia Preti, Manlio Tolomeo, Jan Balzarini and Ernest Hamel

Volume 4, Issue 6, 2008

Page: [558 - 564] Pages: 7

DOI: 10.2174/157340608786242007

Price: $65


Microtubules are among the most successful targets for development of compounds useful for anticancer therapy. Continuing our project to develop new small molecule antitumor agents, two new series of derivatives based on the 2-aroyl-4-phenylbenzofuran molecular skeleton were synthesized and evaluated for antiproliferative activity, inhibition of tubulin polymerization and cell cycle effects. SAR were elucidated with various substitutions on the benzoyl moiety at the 2-position of the benzofuran ring. The most promising compound in this series, the (5-hydroxy-4-phenylbenzofuran-2- yl)(4-methoxyphenyl)methanone derivative (3d), has significant growth inhibitory activity in the submicromolar range against the Molt4, CEM and HeLa cancer cell lines and interacts with tubulin by binding to the colchicine site. Exposure to 3d led to the arrest of K562 cells in the G2-M phase of the cell cycle and to the induction of apoptosis.

Keywords: Microtubule, benzofuran, antiproliferative activity

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