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December 2015 - present
November 2013 - November 2014
Publications
Publications (9)
The regioselective protection of both methyl galactopyranoside anomers at the 2 and 3-positions as the butane diacetal (BDA) is well known. Here we describe the formation of an unexpected byproduct, which mainly occurs when α-methyl galactopyranoside is reacted with 2,3-butanedione under BF3•OEt2 catalysis. The structure of the byproduct, which did...
Synthesis of a set of nine pyrrole-linked C-galactosides as potential anti-tubercular agents is described. Reaction of 1-C- (2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)-propan-2-one with the desired set of aldehydes in the presence of pyrrolidine as catalyst led to the formation of the corresponding enones which upon subsequent reaction with p...
UDP-Galp is a precursor of Galf,a primary component of the cell-wall glycans of several microorganisms. Synthesis of a set of thiocarbamide-linked UDP-Galp-mimicking compounds was undertaken in order to evaluate them for their efficiency as substrate mimic for the enzyme UDP-Galp-mutase.Although starting from D-galactose and uridine, the synthesis...
The antibacterial properties of twenty-eight novel ricinoleic acid glycosides synthesized by Koenigs–Knorr glycosylation are reported. Seven of them were found to show promising wide spectrum antibacterial activity against Gram positive bacteria of which two compounds, the mannopyranosyl- and the arabinofuranosyl derivatives, were proven effective...
A series of galactose-derived aryl enones were synthesised and screened against Mycobacterium tuberculosis H(37)Rv. Preliminary results were promising with MIC values in the range 1.56-12.5 μg/mL.
A series of galactose-linked nitroimidazoles/triazoles were synthesised and screened against Mycobacterium tuberculosis H(37)Rv. Preliminary results were promising with MIC values in the range 1.56-12.5 μg/mL. Most importantly they are active under aerobic condition under which metronidazole is inactive.
A facile stereospecific synthesis of lipophilic analogues of the mycobacterial cell wall linkage-disaccharide unit, α-L-Rhap-(1→3)-D-GlcNAc-(l→P), that plays an important role in the cell wall integrity, and hence a potential target for chemotherapy, is reported. The compounds prepared have the D-glucosamine unit of the linkage-disaccharide in the...
