1000593-95-2Relevant articles and documents
Nucleoside triphosphate mimicry: A sugar triazolyl nucleoside as an ATP-competitive inhibitor of B. anthracis pantothenate kinase
Rowan, Andrew S.,Nicely, Nathan I.,Cochrane, Nicola,Wlassoff, Wjatschesslaw A.,Claiborne, Al,Hamilton, Chris J.
, p. 4029 - 4036 (2009)
The synthesis of a library of nucleoside triphoshate mimetics is described where the Mg2+ chelated triphosphate sidechain is replaced by an uncharged methylene-triazole linked monosaccharide sidechain. The compounds have been evaluated as inhib
A one-step β-selective glycosylation of N-acetyl glucosamine and recombinant chitooligosaccharides
Vauzeilles, Boris,Dausse, Bruno,Palmier, Sara,Beau, Jean-Marie
, p. 7567 - 7570 (2001)
N-Acetyl glucosamine and chitooligosaccharides are selectively converted into β-glycosides without protection of the other hydroxyl groups by alkylation of the anomeric alkoxides in N,N-dimethylformamide containing lithium bromide. Addition of the lithium salt notably improves the stereoselectivity of the glycosylation of the monomer and the efficiency of the process with higher oligomers.
Novel Glycoconjugate of 8-Fluoro Norfloxacin Derivatives as Gentamicin-resistant Staphylococcus aureus Inhibitors: Synthesis and Molecular Modelling Studies
Azad, Chandra S.,Bhunia, Shome S.,Krishna, Atul,Shukla, Praveen K.,Saxena, Anil K.
, p. 440 - 446 (2015)
Antibiotic resistance has been the subject of interest in clinical practice due to high prevalence of antibiotic-resistant pathogenic organisms. In view of the prevalence of lesser resistance in antibiotics belonging to aminoglycoside class of compounds viz. Food and Drug Administration-approved gentamicin for the treatment of Staphylococcus infections, which also has instances of resistance in the clinical isolates of Staphylococcus aureus, a series of novel glycoconjugates of 8-fluoro norfloxacin analogues with high regio-selectivity by employing copper (I)-catalyzed 1, 3-dipolar cycloaddition of 1-O-propargyl monosaccharides has been synthesized and evaluated for the antibacterial activity against gentamicin resistance Staphylococcus aureus. Among these compounds, the compound 10g showed better antibacterial activity (MIC = 3.12 μg/ml) than gentamicin (Escherichia coli (12.5 μg/ml), Staphylococcus aureus (6.25 μg/ml) and Klebsiella pneumonia (6.25 μg/ml), including gentamicin resistant (>50 μg/ml) strain in vitro). The docking studies suggest DNA gyrase of Staphylococcus aureus as a probable target for the antibacterial action of compound 10g.
Studies toward the synthesis of linear triazole linked pseudo oligosaccharides and the use of ferrocene as analytical probe
Schmidt, Magnus S.,G?tz, Kathrin H.,Koch, Wolfgang,Grimm, Tanja,Ringwald, Markus
, p. 28 - 34 (2016)
Three different building blocks have been synthesised and used for the synthesis of linear triazole linked pseudo oligosaccharides with copper(I)-catalysed cycloaddition (CuAAC). Ethynylferrocene has been used as analytical probe to improve the UV/Vis pro
Probing replacement of pyrophosphate via click chemistry; synthesis of UDP-sugar analogues as potential glycosyl transferase inhibitors
Yeoh, Kar Kheng,Butters, Terry D.,Wilkinson, Brendan L.,Fairbanks, Antony J.
, p. 586 - 591 (2009)
A series of potential UDP-sugar mimics were readily synthesised by copper(I) catalysed modified Huisgen cycloaddition of the corresponding α-propargyl glycosides with 5-azido uridine in aqueous solution. None of the compounds accessed displayed significant inhibitory activity at concentrations of up to 4.5 mM in an assay against bovine milk β-1,4-galactosyltransferase.
Synthesis of bivalent glycoclusters containing GlcNAc as hexasaccharide mimetics. Bactericidal activity against Helicobacter pylori
Yan, Dandan,Naughton, Julie,Clyne, Marguerite,Murphy, Paul V.
, p. 1 - 7 (2012/11/13)
The Cu(I) catalysed cycloaddition reaction of azides and alkynes has been used to generate a series of divalent GlcNAc clusters with both α and β configurations. These glycoclusters can be considered as potential mimetics of an anti Helicobacter pylori he
Sulfuric acid immobilized on silica: an excellent catalyst for Fischer type glycosylation
Roy, Bimalendu,Mukhopadhyay, Balaram
, p. 3783 - 3787 (2008/02/06)
Fischer glycosylation, a widely used technique for the preparation of simple alkyl or aryl glycosides, has a few drawbacks including the use of strong mineral acids, excess alcohols, high temperature and long reaction times. This manuscript highlights a modification using sulfuric acid immobilized on silica as catalyst for the preparation of glycosides from free sugars such as d-glucose, d-galactose, d-mannose, l-rhamnose, l-fucose, N-acetyl-d-glucosamine and d-maltose with a diverse range of alcohols to afford a series of useful sugar derivatives in good to excellent yields.
