Synthetic analogues of mycobacterial arabinogalactan linkage-disaccharide part II: synthesis and preliminary screening of lipophilic O-alkyl glycosides

• Published in: Carbohydrate research 2011-11, Vol.346 (15), p.2401-2405
• Main Authors: Mugunthan, G., Sriram, Dharmarajan, Yogeeswari, Perumal, Kartha, K.P. Ravindranathan
• Format: Article
• Language: English
• Subjects: antibacterial properties; Antimycobacterial agents; Antitubercular Agents - chemical synthesis; Antitubercular Agents - pharmacology; arabinogalactans; Cell wall; Cell Wall - chemistry; cell walls; Combinatorial Chemistry Techniques; Disaccharides - chemical synthesis; Disaccharides - pharmacology; Galactans - chemistry; glycosides; Glycosides - chemical synthesis; Glycosides - pharmacology; Glycosylation; Hydrophobic and Hydrophilic Interactions; Linkage-disaccharide; Microbial Sensitivity Tests; Mycobacterium tuberculosis; Mycobacterium tuberculosis - chemistry; Mycobacterium tuberculosis - drug effects; screening
• ISSN: 0008-6215; 1873-426X
• DOI: 10.1016/j.carres.2011.08.027

A set of mycobacterial arabinogalactan linkage-disaccharide analogues with lipophilic character were synthesized and screened against Mycobacterium tuberculosis H 37Rv. Results were promising with MIC values in the range 3.13–12.50 μg/mL. Lipophilic analogues of the linkage-disaccharide found in the mycobacterial cell wall were synthesized and the synthetic analogues when biologically evaluated showed promising antimycobacterial property with MIC value in the range 3.13–12.50 μg/mL against Mycobacterium tuberculosis H 37Rv.