Synthesis and antitumor activity of substituted 3-(5-imidazo[2,1-b]thiazolylmethylene)-2-indolinones

Authors: Andreani A.; Granaiola M.; Leoni A.; Locatelli A.; Morigi R.; Rambaldi M.; Giorgi1 G.; Salvini1 L.

Source: Anti-Cancer Drug Design, Volume 16, Number 2, 2001 , pp. 167-174(8)

Publisher: Cognizant Communication Corporation

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Abstract:

The synthesis of 3-(5-imidazo[2,1-b]thiazolylmethylene)-2-indolinones, analogs of compounds recently published, is described. The E/Z isomerism was studied by means of nuclear Overhauser effect experiments and X-ray crystallography. All the compounds were tested as potential antitumor agents. They were also tested as potential inhibitors of cyclin-dependent kinase 1 (CDK1), in order to determine if the antitumor activity was related to this mechanism of action. The results showed that under certain substitution conditions (5-methoxy group for the indole benzene ring and 2-methyl group for the imidazothiazole system), an interesting antitumor activity was found for some compounds. From the analysis of the antitumor data, 3-[(2,6-dimethylimidazo[2,1-b]-thiazol-5-yl)methylene]-5-methoxy-2-indolinone was the most active of the whole series.

Keywords: antitumor activity; cardiotonic activity; cytotoxicity; imidazo-thiazole; indole

Document Type: Research article

Publication date: 2001-04-01