Synthesis of conjugated spermine derivatives with 7-nitrobenzoxadiazole (NBD), rhodamine and bodipy as new fluorescent probes for the polyamine transport system.

Abstract

The synthesis of a series of conjugated spermine derivatives with benzoxadiazole, phenylxanthene or bodipy fluorophores is described. These fluorescent probes were used to identify the activity of the polyamine transport system (PTS). N(1)-Methylspermine NBD conjugate 5 proved to have the optimal fluorescence characteristics and was used to show a selectivity for PTS-proficient CHO versus PTS-deficient CHO-MG cells. It can therefore be used as a tool for the selection of cells sensitive to cytotoxic compounds vectored through the PTS.

DOI: 10.1016/j.bmcl.2009.03.052

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@article{Guminski2009SynthesisOC, title={Synthesis of conjugated spermine derivatives with 7-nitrobenzoxadiazole (NBD), rhodamine and bodipy as new fluorescent probes for the polyamine transport system.}, author={Yves Guminski and Martial Grousseaud and Sandrine Cugnasse and Viviane Brel and Jean-Philippe Annereau and St{\'e}phane Visp{\'e} and Nicolas Guilbaud and Jean Marc Barret and Christian Bailly and Thierry Imbert}, journal={Bioorganic & medicinal chemistry letters}, year={2009}, volume={19 9}, pages={2474-7} }