An expeditious one-pot synthesis of 1,6-dideoxy-N-alkylated nojirimycin derivatives and their inhibitory effects on the secretion of IFN-gamma and IL-4.
An expeditious one-pot synthesis of 1,6-dideoxy-N-alkylated nojirimycin derivatives and their inhibitory effects on the secretion of IFN-gamma and IL-4.
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DOI：
10.1016/j.bmc.2007.11.036
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发表时间：
2008-02
影响因子：
3.5
通讯作者：
Jian Zhou;Yongming Zhang;Xia D Zhou;Jing Zhou;Li-he Zhang;X. Ye;Xiao-lian Zhang
中科院分区：
文献类型：
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作者：
Jian Zhou;Yongming Zhang;Xia D Zhou;Jing Zhou;Li-he Zhang;X. Ye;Xiao-lian Zhang
发展了一种高效的“一锅法”合成1，6-双脱氧-N-烷基化野尻霉素衍生物的方法，具有高产率和高立体选择性。结果发现，合成的N-烷基化亚胺糖对小鼠脾细胞分泌细胞因子IFN-γ和IL-4有抑制作用。根据N-取代亚胺糖的活性初步推导了构效关系。除了细胞因子抑制活性外，还检测了一系列糖苷酶抑制活性。目前的实验数据表明，合成的亚胺糖可能具有作为免疫抑制剂的潜力。
An efficient ‘one-pot’ approach to the synthesis of 1,6-dideoxy-N-alkylated nojirimycin derivatives in good yields and with high stereoselectivity was developed. It was found that the synthetic N-alkylated iminosugars showed inhibitory effects on the release of the cytokines IFN-γ and IL-4 from the mouse splenocytes. The preliminary structure–activity relationship was deduced from the activities of N-substituted iminosugars. Apart from the cytokine inhibitory activities, a series of glycosidase inhibitory activities were also examined. The present experimental data demonstrated that synthetic iminosugars might hold potential as immunosuppressive agents.