Synthesis and biological evaluation of 7-azaindole derivatives, synthetic cytokinin analogues

Cytokinins, N6-substituted adenine derivatives, are plant hormones playing important roles in various processes in plant development. Furthermore, cytokinins and their derivatives are able to control mammalian cell apoptosis and differentiation. The aim of our study was the synthesis of 7-azaindole...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2007-04, Vol.17 (7), p.1934-1937
Main Authors: Guillard, Jérome, Decrop, Maÿlis, Gallay, Nathalie, Espanel, Claire, Boissier, Elodie, Herault, Olivier, Viaud-Massuard, Marie-Claude
Format: Article
Language:English
Subjects:
7-Azaindole
Benzyl Compounds - chemistry
Biological and medical sciences
Catalysis
Cell Cycle
Chemistry, Pharmaceutical - methods
Cytokinin
Cytokinins - chemistry
Cytokinins - pharmacology
Drug Design
Drug Screening Assays, Antitumor
HL-60 cell line
HL-60 Cells
Humans
Indoles - chemistry
Indoles - pharmacology
Inhibitory Concentration 50
Medical sciences
Miscellaneous
Models, Chemical
Molecular Conformation
N-Arylamination
Pharmacology. Drug treatments
Propidium - pharmacology
Purines - chemistry
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Summary:Cytokinins, N6-substituted adenine derivatives, are plant hormones playing important roles in various processes in plant development. Furthermore, cytokinins and their derivatives are able to control mammalian cell apoptosis and differentiation. The aim of our study was the synthesis of 7-azaindole derivatives as cytokinin analogues with the Hartwig–Buchwald coupling reaction in order to evaluate their biological properties on human myeloblastic leukaemia cells (HL-60 cell line). All these compounds presented a cytotoxic activity on HL-60 cells especially the 4-phenylaminopyrrolo[2,3- b]pyridine and the 4-phenethylaminopyrrolo[2,3- b]pyridine.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2007.01.033