Synthesis and evaluation of antitubercular activity of glycosyl thio- and sulfonyl acetamide derivatives

• Published in: Bioorganic & medicinal chemistry Vol. 18; no. 14; pp. 4002 - 4005
• Main Authors: Ghosh, Samir, Tiwari, Pallavi, Pandey, Shashi, Misra, Anup Kumar, Chaturvedi, Vinita, Gaikwad, Anil, Bhatnagar, Shalini, Sinha, Sudhir
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 15.07.2008; Elsevier
• Subjects: Acetamides - chemistry; Animals; Antibacterial agents; Antibiotics. Antiinfectious agents. Antiparasitic agents; Antitubercular; Antitubercular Agents - chemical synthesis; Antitubercular Agents - pharmacology; Biological and medical sciences; Bone Marrow Cells - cytology; Cell-wall biosynthesis; Cercopithecus aethiops; Chemistry, Pharmaceutical - methods; Drug Design; Glycosyl sulfonyl acetamide; Glycosyl thioacetamide; Macrophages - metabolism; Medical sciences; Mice; Microbial Sensitivity Tests; Models, Chemical; Mycobacterial; Mycobacterium tuberculosis; Mycobacterium tuberculosis - metabolism; Pharmacology. Drug treatments; Tuberculosis - drug therapy; Vero Cells; Cell-wall biosynthesis; Mycobacterial; Glycosyl sulfonyl acetamide; Antitubercular; Glycosyl thioacetamide; Sulfone; Glycosyl thioacetamide,Glycosyl sulfonyl acetamide,Antitubercular,Mycobacterial,Cell-wall biosynthesis; Biosynthesis; In vitro; Biological activity; Cell wall; Mycobacterium tuberculosis; Mycobacteriales; Thioglycoside; Mycobacteriaceae; Bacteria; Carboxamide; Actinomycetes; Antituberculous agent; Antibacterial agent; Chemical synthesis
• ISSN: 0960-894X; 0968-0896; 1464-3405; 1464-3391
• DOI: 10.1016/j.bmcl.2008.06.004

A series of glycosyl thioacetamide and glycosyl sulfonyl acetamide derivatives have been prepared following a convenient reaction protocol and evaluated for their antitubercular activity against Mycobacterium tuberculosis H 37Rv. Amongst 32 compounds evaluated 3 compounds were effective in inhibiting mycobacterial growth at MIC of 6.25 μg/mL, 6 compounds at MIC of 3.125 μg/mL and 1 compound at MIC of 1.56 μg/mL. All active compounds were found nontoxic in Vero cell lines and mice bone marrow macrophages.