Mycobacterium tuberculosis is the greatest single infectious cause of mortality worldwide, killing roughly two million people annually [1]. Estimates indicate that one-third of the world population is infected with latent M. tuberculosis [2]. In most parts of the world people who suffer from TB are restricted to combinations of only five drugs to treat this illness effectively. These are rifampicin, isoniazid, ethambutol, streptomycin and pyrazinamide [3]. A series of bicyclic nitroimidazooxazoles, originally investigated as radiosensitizers for use in cancer chemotherapy, were found to posses activity against cultured replicating M. tuberculosis [4].
By the present time only 2,3-dihydro-6-nitroimidazo[2,1-b]oxazoles with different substituents at C-2 position have been tested as to their antitubercular properties. One of these compounds - CGI 17341 has shown particular promise in clinical trials [5]. However, the activity of 2,3-dihydro-7-nitroimidazo[5,1-b]oxazoles hasn′t been examined. In our earlier works [6,7] we have described the synthesis of series of 2,3-dihydro-7-nitroimidazo[5,1-b]oxazoles. At present, two of these compounds (2, 3) are being tested against Mycobacterium tuberculosis. Their structural analogue (1) from 6-nitroimidazo[2,1-b]oxazole series showed an MIC against Mtb H37Rv of 1.95 µg/ml [4] and this was the lead compound of that studies.

References:
[1] Dye C. et al. J. Am. Med. Ass. 282, 677 (1999). [2] Bloom B.R., Small P.M., New Engl. J. Med. 338, 677 (1998). [3] Kostowski W., Herman Z.S. Farmakologia. Podstawy farmakoterapii tom I-II, PZWL 2004. [4] Nagarajan K. et al. Eur. J. Med. Chem., 24, 631 (1989). [5] Ashtekar D. et al. Antimicrob. Agents Chemother., 37, 183 (1993). [6] Zaprutko L. et al. Pharmazie 44, 81 (1989). [7] Zaprutko L., Żwawiak J. The XLVIII^th Meeting of the Polish Chemical Society, Poznań, September 18-22.2005, Abstract S2- P144.

Acknowledgements: This work was partially supported by KBN Grant No. 2 PO5F 039 27.

• Legal notice:
  

  Copyright (c) Pielaszek Research, all rights reserved.
  The above materials, including auxiliary resources, are subject to Publisher's copyright and the Author(s) intellectual rights. Without limiting Author(s) rights under respective Copyright Transfer Agreement, no part of the above documents may be reproduced without the express written permission of Pielaszek Research, the Publisher. Express permission from the Author(s) is required to use the above materials for academic purposes, such as lectures or scientific presentations.
  In every case, proper references including Author(s) name(s) and URL of this webpage: https://science24.com/paper/6518 must be provided.

1. The new azole connections as potential biologically active agents
2. 3-(egzo)-ene-Derivatives of oleanolic acid as perspective compounds with valuable pharmacological activities
3. SYNTHESIS OF NEW DERIVATIVES OF OLEANOLIC ACID AS POTENTIAL TRANSDERMAL PENETRATION PROMOTERS
4. SOLVENT-FREE THIONATION OF FRAGRANT HETEROKETONES UNDER MICROWAVE CONDITIONS
5. MICROWAVE-ASSISTED SYNTHESIS OF UNSATURATED HETEROCYCLIC FRAGRANT COMPOUNDS RELATED TO JASMONE
6. NEW ADAMANTACYL DERIVATIVES OF DINITROIMIDAZOLE