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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
Zhou, Jian1; Zhang, Yongmin2; Zhou, Xia3; Zhou, Jing3; Zhang, Li-He1; Ye, Xin-Shan1; Zhang, Xiao-Lian3
关键词iminosugar one-pot synthesis cytokine inhibition immunosuppressive agent glycosidase inhibitor
刊名BIOORGANIC & MEDICINAL CHEMISTRY
2008-02-15
DOI10.1016/j.bmc.2007.11.036
16期:4页:1605-1612
收录类别SCI
文章类型Article
WOS标题词Science & Technology
类目[WOS]Biochemistry & Molecular Biology ; Chemistry, Medicinal ; Chemistry, Organic
研究领域[WOS]Biochemistry & Molecular Biology ; Pharmacology & Pharmacy ; Chemistry
关键词[WOS]DOUBLE-REDUCTIVE AMINATION ; POLYHYDROXYLATED ALKALOIDS ; STEREOCONTROLLED SYNTHESIS ; GLYCOSIDASE INHIBITORS ; IMINOSUGAR DERIVATIVES ; BIOLOGICAL EVALUATION ; GAUCHER-DISEASE ; DESIGN ; AGENTS ; SUGAR
英文摘要

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-gamma 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. (C) 2007 Elsevier Ltd. All rights reserved.

语种英语
WOS记录号WOS:000254080900003
Citation statistics
Cited Times:23[WOS]   [WOS Record]     [Related Records in WOS]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/65513
Collection北京大学药学院
作者单位1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100083, Peoples R China
2.Ecole Normale Super, CNRS, UMR 8642, Dept Chim, F-75231 Paris, France
3.Wuhan Univ, Coll Med, Hubei Prov Key Lab Allegy & Immune Related Dis, State Key Lab Virol,Dept Immunol, Wuhan 430071, Peoples R China
Recommended Citation
GB/T 7714
Zhou, Jian,Zhang, Yongmin,Zhou, Xia,et al. 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[J]. BIOORGANIC & MEDICINAL CHEMISTRY,2008,16(4):1605-1612.
APA Zhou, Jian.,Zhang, Yongmin.,Zhou, Xia.,Zhou, Jing.,Zhang, Li-He.,...&Zhang, Xiao-Lian.(2008).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.BIOORGANIC & MEDICINAL CHEMISTRY,16(4),1605-1612.
MLA Zhou, Jian,et al."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".BIOORGANIC & MEDICINAL CHEMISTRY 16.4(2008):1605-1612.
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