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

作者：Banchet Cadeddu Aline^*; Martinez Agathe; Guillarme Stephane; Parietti Veronique; Monneaux Fanny; Henon Eric; Renault Jean Hugues; Nuzillard Jean Marc; Haudrechy Arnaud

来源：Bioorganic & Medicinal Chemistry Letters, 2011, 21(8): 2510-2514.

DOI：10.1016/j.bmcl.2011.02.044

• alpha-Galactosylceramide
• Ester analogue
• NEO strategy
• NKT cells

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.

• 出版日期2011-4-15