Anti-tubercular agents. Part 6: Synthesis and antimycobacterial activity of novel arylsulfonamido conjugated oxazolidinones

• Published in: European journal of medicinal chemistry 2011-03, Vol.46 (3), p.893-900
• Main Authors: Kamal, Ahmed, Shetti, Rajesh V.C.R.N.C., Azeeza, Shaik, Swapna, P., Khan, M. Naseer A., Khan, Inshad Ali, Sharma, Sandeep, Abdullah, Sheikh Tasduq
• Format: Article
• Language: English
• Subjects: Anti-tubercular agents; Antibacterial agents; Antibiotics. Antiinfectious agents. Antiparasitic agents; Antitubercular Agents - chemical synthesis; Antitubercular Agents - chemistry; Antitubercular Agents - pharmacology; Benzothiadiazines; Biological and medical sciences; Cell Line; Cell Survival - drug effects; Humans; MDR- and XDR-TB; Medical sciences; Microbial Sensitivity Tests; Mycobacterium tuberculosis - drug effects; Oxazolidinones; Oxazolidinones - chemical synthesis; Oxazolidinones - chemistry; Oxazolidinones - pharmacology; Pharmacology. Drug treatments; Sulfonamides - chemical synthesis; Sulfonamides - chemistry; Sulfonamides - pharmacology; Tuberculosis - drug therapy
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/j.ejmech.2010.12.028

As a part of investigation of new anti-tubercular agents in this laboratory, herein we describe the synthesis of a new class of arylsulfonamido conjugated oxazolidinones. The in vitro activity of these conjugated (6a–f, 7a–d, 9a–c and 11a–c) molecules against Mycobacterium tuberculosis H37Rv by using rifampicin and linezolide as positive controls is discussed, compounds 7c and 9a–c are found to be the most active members in this series. Further, cytotoxicity of the potent conjugates of the series (7c, and 9a–c) was evaluated on human foreskin fibroblast (HFF) cells by using MTT assay. Finally, these studies suggest that compounds 7c and 9a may serve as promising lead scaffolds for further generation of new as anti-TB agents. A new series of aryl sulfonamido conjugates of oxazolidinones have been synthesized and evaluated for activity against M. tuberculosis. Further, cytotoxicity of active conjugates of this series is discussed. [Display omitted] ► We synthesized and evaluated compounds based on a combination of the oxazolidinone core structure and an arylsulfonamide structural element (6a–f, 7a–d, 9a–c and 11a–c) for their anti-tubercular activity against Mycobacterium tuberculosis H37Rv. ► While these compounds showed interesting properties, compounds 7c and 9a–c are found to be most active members in this series. ► Further, cytotoxicity of the potent conjugates of the series (7c and 9a–c) was evaluated on human foreskin fibroblast (HFF) cells by using MTT assay.