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题名: Gem-difluoromethylated and trifluoromethylated derivatives of DMDP-related iminosugars: synthesis and glycosidase inhibition
作者: Li, Yi-Xian1; Kinami, Kyoko2; Hirokami, Yuki2; Kato, Atsushi2; Su, Jia-Kun1; Jia, Yue-Mei1; Fleet, George W. J.3, 4; Yu, Chu-Yi1, 4
刊名: ORGANIC & BIOMOLECULAR CHEMISTRY
发表日期: 2016
卷: 14, 期:7, 页:2249-2263
收录类别: SCI
英文摘要: Gem-difluoromethylated and trifluoromethylated derivatives of DMDP-related iminosugars have been synthesized from cyclic nitrones 12, 13, 18, ent-18 or 23 and nitrone-derived aldehydes 20 or ent-20. The fluorinated iminosugars were assayed against various glycosidases, and ent-8 showed moderate but selective alpha-L-rhamnosidase inhibition. Difluoro or trifluoro units influenced the inhibitory activities of iminosugars in a more complex manner than single fluoro substitution. This may be correlated with their highly hydrophobic character and strong electron-withdrawing effect.
语种: 英语
内容类型: 期刊论文
URI标识: http://ir.iccas.ac.cn/handle/121111/35862
Appears in Collections:分子识别与功能实验室_期刊论文

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作者单位: 1.Chinese Acad Sci, CAS Key Lab Mol Recognit & Funct, Beijing Natl Lab Mol Sci, Inst Chem, Beijing 100190, Peoples R China
2.Toyama Univ, Dept Hosp Pharm, 2630 Sugitani, Toyama 9300194, Japan
3.Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
4.Jiangxi Normal Univ, Natl Engn Res Ctr Carbohydrate Synth, Nanchang 330022, Peoples R China
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