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

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

Bioorganic & medicinal chemistry letters (2007-02-16)
Jérome Guillard, Maÿlis Decrop, Nathalie Gallay, Claire Espanel, Elodie Boissier, Olivier Herault, Marie-Claude Viaud-Massuard
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Kinetin, suitable for plant cell culture, crystalline
Sigma-Aldrich
6-Benzylaminopurine, ReagentPlus®, ≥99.0% (HPLC)
Sigma-Aldrich
Kinetin, suitable for plant cell culture, BioReagent, amorphous powder
Sigma-Aldrich
6-Benzylaminopurine, suitable for plant cell culture
Sigma-Aldrich
6-Benzylaminopurine solution, 1 mg/mL, suitable for plant cell culture
Sigma-Aldrich
Kinetin solution, 1 mg/mL, BioReagent, suitable for plant cell culture