It has long been thought that iminosugar antiviral activity is a function of inhibition of endoplasmic reticulum-resident α-glucosidases, and on this basis, many iminosugars have been investigated as therapeutic agents for treatment of infection by a ...
Andrew C Sayce +15 more
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Convergent, stereoselective syntheses of the glycosidase inhibitors broussonetines D and M [PDF]
The first syntheses of the polyhydroxylated alkaloids (iminosugars) broussonetines D and M glycosidase inhibitors of the pyrrolidine class, have been performed in a convergent, stereocontrolled way from D-serine as the chiral starting material. A cross
Carda, Miguel +4 more
core +2 more sources
Direct synthesis of anomeric tetrazolyl iminosugars from sugar-derived lactams
Herein we present the direct asymmetric synthesis of tetrazole-functionalized 1-deoxynojirimycin derivatives from simple sugars via a Schwartz’s reagent-mediated reductive amide functionalization followed by a variant of the Ugi–azide multicomponent ...
Michał M. Więcław, Bartłomiej Furman
doaj +1 more source
Among carbohydrate-processing enzymes, Jack bean α-mannosidase (JBα-man) is the glycosidase with the best responsiveness to the multivalent presentation of iminosugar inhitopes.
Costanza Vanni +9 more
doaj +1 more source
Synthesis of enantiomeric polyhydroxyalkylpyrrolidines from 1,3-dipolar cycloadducts. Evaluation as inhibitors of a β-galactofuranosidase [PDF]
Enantiomeric 2,3,4-tris(hydroxyalkyl)-5-phenylpyrrolidines have been synthesized from the major cycloadducts obtained by the 1,3-dipolar cycloaddition of sugar enones with azomethine ylides derived from natural amino acids.
Oliveira Udry, Guillermo Alejandro +3 more
core +2 more sources
3-Hydroxypyrrolidine and (3,4)-dihydroxypyrrolidine derivatives: inhibition of rat intestinal α-glucosidase [PDF]
Thirteen pyrrolidine-based iminosugar derivatives have been synthesized and evaluated for inhibition of α-glucosidase from rat intestine. The compounds studied were the non-hydroxy, mono-hydroxy and dihydroxypyrrolidines.
Adriano, Gizé +8 more
core +1 more source
Ten pairs of pyrrolidine analogues of pochonicine and its stereoisomers have been synthesized from four enantiomeric pairs of polyhydroxylated cyclic nitrones. Among the ten N-acetylamino pyrrolidine analogues, only compounds with 2,5-dideoxy-2,5-imino-d-
Xin Yan +6 more
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Chloroperoxidase-catalyzed aminoalcohol oxidation : substrate specificity and novel strategy for the synthesis of N-Cbz-3-aminopropanal [PDF]
The ability of chloroperoxidase (CPO) to catalyze amino alcohol oxidations was investigated. The oxidations of compounds with different configurations with respect to the amine position towards hydroxyl - using H₂O₂ and tert-butyl hydroperoxide (t-BuOOH)
López Santín, Josep +3 more
core +2 more sources
Minimal In Vivo Efficacy of Iminosugars in a Lethal Ebola Virus Guinea Pig Model.
The antiviral properties of iminosugars have been reported previously in vitro and in small animal models against Ebola virus (EBOV); however, their effects have not been tested in larger animal models such as guinea pigs.
Joanna L Miller +13 more
doaj +1 more source
Iminosugars: Effects of Stereochemistry, Ring Size, and N-Substituents on Glucosidase Activities
N-substituted iminosugar analogues are potent inhibitors of glucosidases and glycosyltransferases with broad therapeutic applications, such as treatment of diabetes and Gaucher disease, immunosuppressive activities, and antibacterial and antiviral ...
Luís O. B. Zamoner +2 more
doaj +1 more source

