Gem-difluoromethylated and trifluoromethylated derivatives of DMDP-related iminosugars: synthesis and glycosidase inhibition
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
2016
卷号14期号:7页码:2249-2263
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.
收录类别SCI
语种英语
内容类型期刊论文
源URL[http://ir.iccas.ac.cn/handle/121111/35862]  
专题化学研究所_分子识别与功能实验室
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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GB/T 7714
Li, Yi-Xian,Kinami, Kyoko,Hirokami, Yuki,et al. Gem-difluoromethylated and trifluoromethylated derivatives of DMDP-related iminosugars: synthesis and glycosidase inhibition[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2016,14(7):2249-2263.
APA Li, Yi-Xian.,Kinami, Kyoko.,Hirokami, Yuki.,Kato, Atsushi.,Su, Jia-Kun.,...&Yu, Chu-Yi.(2016).Gem-difluoromethylated and trifluoromethylated derivatives of DMDP-related iminosugars: synthesis and glycosidase inhibition.ORGANIC & BIOMOLECULAR CHEMISTRY,14(7),2249-2263.
MLA Li, Yi-Xian,et al."Gem-difluoromethylated and trifluoromethylated derivatives of DMDP-related iminosugars: synthesis and glycosidase inhibition".ORGANIC & BIOMOLECULAR CHEMISTRY 14.7(2016):2249-2263.
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