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Use of the NEO strategy (Nucleophilic addition/Epoxide Opening) for the synthesis of a new C-galactoside ester analogue of KRN 7000 |
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| Authors: | Banchet-Cadeddu Aline Martinez Agathe Guillarme Stéphane Parietti Véronique Monneaux Fanny Hénon Eric Renault Jean-Hugues Nuzillard Jean-Marc Haudrechy Arnaud |
| Institution: | a ICMR UMR 6229, Université de Reims Champagne-Ardenne, BP 1039, 51687 REIMS Cedex, France b UCO2M UMR 6011, Université du Maine, Av. Olivier Messiaen 72085 LE MANS Cedex 9, France c CNRS UPR 9021 (IBMC), Université de Strasbourg, 67 084 STRASBOURG Cedex, France |
| Abstract: | 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 TH2 biased response during preliminary biological tests. |
| Keywords: | α-Galactosylceramide Ester analogue NEO strategy NKT cells |
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