Microtubules are among the most successful targets of compds. potentially useful for cancer therapy. A new series of inhibitors of tubulin polymn. based on the 2-amino-3-(3,4,5-trimethoxybenzoyl)-4,5,6,7-tetrahydrothieno[b]pyridine mol. skeleton was synthesized and evaluated for antiproliferative activity, inhibition of tubulin polymn., and cell cycle effects. The most promising compd. in this series was 2-amino-3-(3,4,5-trimethoxybenzoyl)-6-methoxycarbonyl-4,5,6,7-tetrahydrothieno[b]pyridine (I), which inhibits cancer cell growth with IC50-values ranging from 25 to 90 nM against a panel of four cancer cell lines, and interacts strongly with tubulin by binding to the colchicine site. In this series of N6-carbamate derivs., any further increase in the length and in the size of the alkyl chain resulted in reduced activity.

Synthesis and Biological Evaluation of 2-Amino-3-(3’,4’,5’-Trimethoxybenzoyl)-6-Substituted-4,5,6,7-Tetrahydrothieno[2,3-c]pyridine Derivatives as Antimitotic Agents and Inhibitors of Tubulin Polymerization

ROMAGNOLI, Romeo;BARALDI, Pier Giovanni;
2008

Abstract

Microtubules are among the most successful targets of compds. potentially useful for cancer therapy. A new series of inhibitors of tubulin polymn. based on the 2-amino-3-(3,4,5-trimethoxybenzoyl)-4,5,6,7-tetrahydrothieno[b]pyridine mol. skeleton was synthesized and evaluated for antiproliferative activity, inhibition of tubulin polymn., and cell cycle effects. The most promising compd. in this series was 2-amino-3-(3,4,5-trimethoxybenzoyl)-6-methoxycarbonyl-4,5,6,7-tetrahydrothieno[b]pyridine (I), which inhibits cancer cell growth with IC50-values ranging from 25 to 90 nM against a panel of four cancer cell lines, and interacts strongly with tubulin by binding to the colchicine site. In this series of N6-carbamate derivs., any further increase in the length and in the size of the alkyl chain resulted in reduced activity.
2008
Romagnoli, Romeo; Baraldi, Pier Giovanni; Carrion, M. D.; Cruz Lopez, O.; Lopez Cara, C.; Tolomeo, M.; Grimaudo, S.; Di Cristina, A.; Pipitone, M. R.; Balzarini, M.; Kandil, S.; Brancale, A.; Sarkar, T.; Hamel, E.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11392/530094
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