Abstract
Novel diallyl and dibenzylthiosemicarbazones were prepared by three-step reactions. The compounds were tested for their in vitro activity against Mycobacterium tuberculosis H37Rv (MTB) and multi-drug-resistant Mycobacterium tuberculosis (MDR-TB). Most of the compounds showed excellent activity toward MDR-TB. Among the thirty compounds (4,5a–o) tested N,N-dibenzyl-2-((5-nitrofuran-2-yl)methylene)hydrazinecarbothioamide (5g) was found to be the most potent compound MICs of 0.55 and 0.12 μM against MTB and MDR-TB.
Similar content being viewed by others
References
Gundersen LL, Nissen-Meyer J, Spilsberg B (2002) Synthesis and antimycobacterial activity of 6-arylpurines: the requirements for the N-9 substituent in active antimycobacterial purines. J Med Chem 45:1383–1386
Maartens G, Wilkinson RJ (2007) Tuberculosis. Lancet 370:2030–2043
National Committee for Clinical Laboratory Standards (1995) Antimycobacterial susceptibility testing for Mycobacterium tuberculosis. Proposed standard M24-T. National Committee for Clinical Laboratory Standards, Villanova
Rattan A, Kalia A, Ahmad N (1998) Multidrug-resistant Mycobacterium tuberculosis: molecular perspectives. Emerg Infect Dis 2:195–209
Rivers EC, Mancera RL (2008) New anti-tuberculosis drugs in clinical trials with novel mechanisms of action. Drug Discov Today 13:1090–1098
Sriram D, Yogeeswari P, Thirumurugan R, Pavana RK (2006) Discovery of new antitubercular oxazolyl thiosemicarbazones. J Med Chem 49:3448–3450
Sriram D, Yogeeswari P, Prathiba D, Senthilkumar P, Debjani B (2007) N-Hydroxythiosemicarbazones: synthesis and in vitro antitubercular activity. Bioorg Med Chem Lett 17:1888–1891
WHO Global tuberculosis control report 2008
Zignol M, Hosseini MS, Wright A, Weezenbeek CL, Nunn P, Watt CJ, Williams BG, Dye C (2006) Global incidence of multidrug-resistant tuberculosis. J Infect Dis 194:479–485
Acknowledgment
The authors are thankful to Department of Biotechnology (BT/01/COE/05/06/01), Government of India for their financial assistances.
Conflict of interest
The authors report no conflict of interest. The authors alone are responsible for the content and writing of the article.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Sriram, D., Banerjee, D., Varuna, T.S.T.V.N. et al. Novel antitubercular diallyl/dibenzylthiosemicarbazones endowed with high activity toward multi-drug-resistant tuberculosis. Med Chem Res 21, 810–815 (2012). https://doi.org/10.1007/s00044-011-9638-9
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00044-011-9638-9