Results 21 to 30 of about 2,073 (211)

Synthesis, α-mannosidase inhibition studies and molecular modeling of 1,4-imino-ᴅ-lyxitols and their C-5-altered N-arylalkyl derivatives

Beilstein Journal of Organic Chemistry, 2023
A synthesis of 1,4-imino-ᴅ-lyxitols and their N-arylalkyl derivatives altered at C-5 is reported. Their inhibitory activity and selectivity toward four GH38 α-mannosidases (two Golgi types: GMIIb from Drosophila melanogaster and AMAN-2 from ...
Martin Kalník, Sergej Šesták, Juraj Kóňa, Maroš Bella, Monika Poláková   +4 more
doaj   +1 more source

Simultaneous Grafting of 3,4,5-Trihydroxypiperidine Iminosugars Onto Multivalent Scaffolds via Double Reductive Amination Provides New GCase Inhibitors. [PDF]

Chemistry
A small set of low‐valency multivalent 3,4,5‐trihydroxypiperidines was prepared through double reductive amination (DRA) of a sugar‐derived dialdehyde. Among them, trivalent derivative 37 emerged as a potent β‐glucocerebrosidase (GCase) inhibitor displaying an unexpected mixed‐type kinetic profile. The integration of kinetic analysis, NMR, docking, and
Davighi MG, Clemente F, Morano A, Mangiavacchi F, Cardona F, Goti A, Paoli P, Morrone A, Nieto-Fabregat F, Marchetti R, Matassini C.   +10 more
europepmc   +2 more sources

Iminosugars: Promising therapeutics for influenza infection [PDF]

Critical Reviews in Microbiology, 2016
Influenza virus causes three to five million severe respiratory infections per year in seasonal epidemics, and sporadic pandemics, three of which occurred in the twentieth century and are a continuing global threat. Currently licensed antivirals exclusively target the viral neuraminidase or M2 ion channel, and emerging drug resistance necessitates the ...
Beatrice Ellen Tyrrell, Andrew Cameron Sayce, Kelly Lyn Warfield, Joanna Louise Miller, Nicole Zitzmann   +4 more
openaire   +2 more sources

Biocatalytic Cascades toward Iminosugar Scaffolds Reveal Promiscuous Activity of Shikimate Dehydrogenases

, 2023
Iminosugar scaffolds are highly sought-after pharmaceutical targets, but their chemical synthesis is lengthy and can suffer from poor scalability and purification.
Christopher R. B. Swanson (14392671), Grayson J. Ford (14392674), Ashley P. Mattey (7900985), Léa Gourbeyre (8406168), Sabine L. Flitsch (212529)   +4 more
core   +2 more sources

Hybrid Multivalent Jack Bean α-Mannosidase Inhibitors: The First Example of Gold Nanoparticles Decorated with Deoxynojirimycin Inhitopes

Molecules, 2021
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, Anne Bodlenner, Marco Marradi, Jérémy P. Schneider, Maria de los Angeles Ramirez, Sergio Moya, Andrea Goti, Francesca Cardona, Philippe Compain, Camilla Matassini   +9 more
doaj   +1 more source

A Convenient Approach towards the Synthesis of ADMDP Type Iminosugars and Nojirimycin Derivatives from Sugar-Derived Lactams

Molecules, 2021
An efficient method for the synthesis of nojirimycin- and pyrrolidine-based iminosugar derivatives has been developed. The strategy is based on the partial reduction in sugar-derived lactams by Schwartz’s reagent and tandem stereoselective nucleophilic ...
Piotr Szcześniak, Barbara Grzeszczyk, Bartłomiej Furman   +2 more
doaj   +1 more source

Iminosugars Inhibit Dengue Virus Production via Inhibition of ER Alpha-Glucosidases--Not Glycolipid Processing Enzymes.

PLoS Neglected Tropical Diseases, 2016
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, Dominic S Alonzi, Sarah S Killingbeck, Beatrice E Tyrrell, Michelle L Hill, Alessandro T Caputo, Ren Iwaki, Kyoko Kinami, Daisuke Ide, J L Kiappes, P Robert Beatty, Atsushi Kato, Eva Harris, Raymond A Dwek, Joanna L Miller, Nicole Zitzmann   +15 more
doaj   +1 more source

Crystal structure of 6-azido-6-deoxy-1,2-O-isopropylidene-α-d-glucofuranose

Acta Crystallographica Section E: Crystallographic Communications, 2020
Short syntheses to high Fsp3 index natural-product analogues such as iminosugars are of paramount importance in the investigation of their biological activities and reducing the use of protecting groups is an advantageous synthetic strategy.
Adam Wood, Paul V. Bernhardt, Ian van Altena, Michela I. Simone   +3 more
doaj   +1 more source

The crystal structures of 3-O-benzyl-1,2-O-isopropylidene-5-O-methanesulfonyl-6-O-triphenylmethyl-α-d-glucofuranose and its azide displacement product

Acta Crystallographica Section E: Crystallographic Communications, 2018
The effect of different leaving groups on the substitution versus elimination outcomes with C-5 d-glucose derivatives was investigated. The stereochemical configurations of 3-O-benzyl-1,2-O-isopropylidene-5-O-methanesulfonyl-6-O-triphenylmethyl-α-d ...
Zane Clarke, Evan Barnes, Kate L. Prichard, Laura J. Mares, Jack K. Clegg, Adam McCluskey, Todd A. Houston, Michela I. Simone   +7 more
doaj   +1 more source

The Stereoselective Nitro-Mannich Reaction in the Synthesis of Active Pharmaceutical Ingredients and Other Biologically Active Compounds

Frontiers in Chemistry, 2020
The nitro-Mannich (aza-Henry) reaction, in which a nitroalkane and an imine react to form a β-nitroamine, is a versatile tool for target-oriented synthesis. Although the first stereoselective reaction was developed only 20 years ago, and enantioselective
Ana Maria Faisca Phillips, M. Fátima C. Guedes da Silva, Armando J. L. Pombeiro   +2 more
doaj   +1 more source