RESUMO
In this article, we present the synthesis and the optical properties of three original molecules as potential fluorescent ribonucleoside analogues incorporating a 1,6-naphthyridin-7(6H)-one scaffold as a fluorescent nucleobase and a 1,2,3-triazole as a linkage. The nucleosides were prepared via a Cu alkyne-azide cycloaddition (CuAAC) reaction between a ribofuranosyl azide and a 4-ethynylpyridine partner. Construction of substituted 1,6-naphthyridin-7(6H)-ones was achieved through two additional steps. Optical property studies were investigated on nucleoside analogues. Powerful fluorescence properties have been evidenced with a remarkable change of emissivity depending on the polarity of the solvent, making these molecules suitable as a new class of artificial fluorescent nucleosides for investigating enzyme binding sites as well as probing nucleic acids. In addition, we are convinced that such analogues could be of great interest in the search for new antiviral or antitumoral drugs based on nucleosides.
Assuntos
Nucleosídeos , Ribonucleosídeos , Nucleosídeos/química , Azidas/química , Ribonucleosídeos/química , CorantesRESUMO
Herein, we show that a photoCORM behaves as a highly substrate-tolerant, photoactivable in situ CO surrogate, allowing the synthesis of variously functionalised amides including the biologically active compound Moclobemide by Pd-catalysed aminocarbonylation between aryl iodides and amines under mild conditions. This work should bring about a useful input to the field of carbonylative transformations.