The fluorinated piperidine iminosugars 2a-4a and their N-octyl and N-decyl derivatives 2b,c-4b,c were synthesized from d-mannose/d-xylose using nucleophilic fluorination as the key step. The conformation of iminosugars 2/3, either ²C₅ or ⁵C₂, was assigned based on the ¹H NMR studies at different pH. Immunomodulatory activity of 2a,c-4a,c was examined using Mixed Lymphocyte Reaction (MLR) and B-cell assay. The N-alkylated fluorinated d-manno-iminosugars 3b/4b were found to be better immunosuppressive agents (IC₅₀ = 5–6 μM) on T-cells. The fluorinated iminosugar 3a/4a act as potent and selective inhibitors of β-glucosidase (IC₅₀ = 4–8 μM). The N-alkyl-iminosugars 4b-c were found to be moderate inhibitors of α-glucosidase (yeast) and α-galactosidase (coffee beans), respectively.

以亲核氟化为关键步骤，由d-甘露糖/ d-木糖合成了氟化哌啶亚氨基糖2a-4a及其N-辛基和N-癸基衍生物2b，c-4b，c。亚氨基糖的构象2 / 3，无论² ç ₅或⁵ Ç ₂的基础上，被分配^1个在不同pH 1 H NMR研究。使用混合淋巴细胞反应（MLR）和B细胞测定法检查2a，c-4a，c的免疫调节活性。所述Ñ烷基化氟化d-甘露-iminosugars 3B / 4B被发现是更好免疫抑制剂（IC ₅₀  = 5-6  μ T细胞上M）。氟化亚氨基糖3A / 4A充当有效的和选择性的抑制剂β葡糖苷酶（IC ₅₀  = 4-8  μ M）。的Ñ -烷基亚氨基糖4B-C被认为是中等抑制剂α葡糖苷酶（酵母）和α半乳糖苷酶（咖啡豆），分别。