Use of the NEO strategy (Nucleophilic addition/Epoxide Opening) for the synthesis of a new C-galactoside ester analogue of KRN 7000.

Fiche publication


Date publication

avril 2011

Auteurs

Membres identifiés du Cancéropôle Est :
Dr NUZILLARD Jean-Marc


Tous les auteurs :
Banchet-Cadeddu A, Martinez A, Guillarme S, Parietti V, Monneaux F, Henon E, Renault JH, Nuzillard JM, Haudrechy A

Résumé

Our goal in the search for potentially bioactive analogues of KRN 7000 was to design an easy synthetic approach to a library of analogues using a strategy recently developed in our laboratory based on a Nucleophilic addition followed by an Epoxide Opening (the NEO strategy). Through the use of a common pivotal structure, a new C-galactoside ester analogue (23) was synthesized which showed an encouraging T(H)2 biased response during preliminary biological tests.

Référence

Bioorg Med Chem Lett. 2011 Apr 15;21(8):2510-4