Fiche publication
Date publication
septembre 2026
Journal
Organic & biomolecular chemistry
Auteurs
Membres identifiés du Cancéropôle Est :
Dr ELHABIRI Mourad
Tous les auteurs :
Borg A, Evrard L, Maire C, Regaudie L, Usobiaga GM, Mazan V, De Clerck A, Calvé SL, Elhabiri M
Lien Pubmed
Résumé
This study presents a quick and effective method for producing α-ribazole-2',3'-cyclophosphate from vitamin B. Using an optimized microwave-assisted cyanolysis, α-ribazole-2',3'-cyclophosphate was obtained in a high isolated yield of 90% after purification by silica column chromatography. This method was compared to a revised total synthesis route where α-ribazole was produced in six steps with a 34% overall yield. This was followed by an optimized microwave-assisted cyclophosphorylation step that afforded α-ribazole-2',3'-cyclophosphate in 42% yield. Both synthetic strategies were monitored by UHPLC-MS and UHPLC-fluorescence to ensure the confirmation and quantification conversions as well as to optimize the synthesis conditions. Finally, spectroscopic studies and pH-dependent analyses have shown that the protonation of the benzimidazole moiety (p values) is virtually unaffected by structural variations. Furthermore, the emission properties of α-ribazole and its cyclophosphate analogue have been found to be comparable, which confirms the validity of the analytical approaches used to monitor and quantify them.
Référence
Org Biomol Chem. 2026 09 4;:
