Three pairs of novel 2-aryl-3,4,5-trihydroxypiperidines （6-8 and their enantiomers）, the piperidine analogues of the pyrrolidine alkaloids radicamine A and radicamine B, were prepared from six- membered cyclic nitro...Three pairs of novel 2-aryl-3,4,5-trihydroxypiperidines （6-8 and their enantiomers）, the piperidine analogues of the pyrrolidine alkaloids radicamine A and radicamine B, were prepared from six- membered cyclic nitrones through a concise two-step procedure, i.e., Grignard reagent addition and deprotection. These novel polyhydroxylated piperidine iminosugars were assayed against 10 types of enzymes. Only compound 8 exhibited weak inhibition （IC50 1080 μmol/L） against β-galactosidase from rat intestinal lactases.展开更多
A series of C-7 modified analogues of casuarine have been synthesized from sugar-derived nitrone and assayed against various glycosidases. Introduction of C-7 aminomethyl or amide group led to sharp decrease of the in...A series of C-7 modified analogues of casuarine have been synthesized from sugar-derived nitrone and assayed against various glycosidases. Introduction of C-7 aminomethyl or amide group led to sharp decrease of the inhibitory activities.展开更多
1-epi-Castanospermine（5） was synthesized from readily available 2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin（11） in 9 steps and 21% overall yield, with selective debenzylation, Barbier reaction and reductive aminatio...1-epi-Castanospermine（5） was synthesized from readily available 2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin（11） in 9 steps and 21% overall yield, with selective debenzylation, Barbier reaction and reductive amination as the main reaction steps.展开更多
基金Financial support from National Basic Research Program of China (Nos. 2012CB822101 and 2011CB808603)the Natural Science Foundation of China (Nos. 21272240 and 21102149)
文摘Three pairs of novel 2-aryl-3,4,5-trihydroxypiperidines （6-8 and their enantiomers）, the piperidine analogues of the pyrrolidine alkaloids radicamine A and radicamine B, were prepared from six- membered cyclic nitrones through a concise two-step procedure, i.e., Grignard reagent addition and deprotection. These novel polyhydroxylated piperidine iminosugars were assayed against 10 types of enzymes. Only compound 8 exhibited weak inhibition （IC50 1080 μmol/L） against β-galactosidase from rat intestinal lactases.
基金Financial support from the National Natural Science Foundation of China(Nos.21642012 and 21272240)National Science and Technology Major Projects for“Major New Drugs Innovation and Development”(No.2013ZX09508104)+1 种基金National Engineering Research Center for Carbohydrate Synthesis of Jiangxi Normal Universitysupported in part by a Grant-in-Aid for Scientific Research(C)(No.26460143)(AK)from the Japanese Society for the Promotion of Science(JSPS)
文摘A series of C-7 modified analogues of casuarine have been synthesized from sugar-derived nitrone and assayed against various glycosidases. Introduction of C-7 aminomethyl or amide group led to sharp decrease of the inhibitory activities.
基金Financial support from the National Natural Science Foundation of China(No.21272240)National Science and Technology Major Projects for“Major New Drugs Innovation and Development”(No.2013ZX09508104)National Engineering Research Center for Carbohydrate Synthesis of Jiangxi Normal University
文摘1-epi-Castanospermine（5） was synthesized from readily available 2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin（11） in 9 steps and 21% overall yield, with selective debenzylation, Barbier reaction and reductive amination as the main reaction steps.
