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Synthesis and preliminary biological evaluation of new anti-tubulin agents containing different benzoheterocycles



Synthesis and preliminary biological evaluation of new anti-tubulin agents containing different benzoheterocycles



Bioorganic & Medicinal Chemistry Letters 15(18): 4048-4052



A new series of compounds, in which the 2-amino-4-methoxyphenyl ring of phenstatin analogue 5 was replaced with 2- or 3-amino-benzoheterocycles, was synthesized and evaluated for antiproliferative activity and inhibition of colchicine binding. The lack of activity of 3 ',4 '-dimethoxy- and 4 '-methoxy-benzoyl derivatives (8 and 9, respectively) indicates that the 3 ',4 ',5 '-trimethoxybenzoyl moiety is critical for the activity. Two compounds, 7 and 11, displayed potent antiproliferative activity, with IC50 values ranging from 25 to 100 nM against a variety of cancer cell lines. Derivative 11 was more active than CA-4 as an inhibitor of tubulin polymerization. The results demonstrated that the antiproliferative activity was correlated with inhibition of tubulin polymerization. (c) 2005 Elsevier Ltd. All rights reserved.

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Accession: 012611393

Download citation: RISBibTeXText

PMID: 16005627

DOI: 10.1016/j.bmcl.2005.06.022



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