论文信息 - 5-Nitrofuran-2-yl derivatives: synthesis and inhibitory activities against growing and dormant mycobacterium species.

5-Nitrofuran-2-yl derivatives: synthesis and inhibitory activities against growing and dormant mycobacterium species.

Eighteen 5-nitrofuran-2-yl derivatives were prepared by reacting 5-nitro-2-furfural with various (sub)phenyl/pyridyl thiosemicarbazide using microwave irradiation. The compounds were tested for their in vitro activity against tubercular and various non-tubercular mycobacterium species in log-phase and 6-week-starved cultures. Compound N-(3,5-dibromopyridin-2-yl)-2-((5-nitrofuran-2-yl)methylene)hydrazinecarbothioamide (4r) was found to be the most potent compound (MIC: 0.22 microM) and was 3 times more active than standard isoniazid (INH) and equally active as rifampicin (RIF) in log-phase culture of Mycobacterium tuberculosis H37Rv. In starved M. tuberculosis H37Rv, 4r inhibited with MIC of 13.9 microM and was found to be 50 times more active than INH and slightly more active than RIF.

[1] Mehran Hosseini,et al. Global incidence of multidrug-resistant tuberculosis. , 2006, The Journal of infectious diseases.

[2] P. Yogeeswari,et al. N-Hydroxythiosemicarbazones: synthesis and in vitro antitubercular activity. , 2007, Bioorganic & medicinal chemistry letters.

[3] P. Yogeeswari,et al. Discovery of new antitubercular oxazolyl thiosemicarbazones. , 2006, Journal of medicinal chemistry.

[4] V. Katoch. Infections due to non-tuberculous mycobacteria (NTM). , 2004, The Indian journal of medical research.

[5] E. Rubin,et al. Differential Antibiotic Susceptibilities of Starved Mycobacterium tuberculosis Isolates , 2005, Antimicrobial Agents and Chemotherapy.

[6] L. Gundersen,et al. Synthesis and antimycobacterial activity of 6-arylpurines: the requirements for the N-9 substituent in active antimycobacterial purines. , 2002, Journal of medicinal chemistry.

[7] R. Thomson,et al. Vulnerability to malaria, tuberculosis, and HIV/AIDS infection and disease. Part II: Determinants operating at environmental and institutional level. , 2004, The Lancet. Infectious diseases.