α-Amino acid-derived 2-phenylimidazoles with potential antimycobacterial activity

Central European Journal of Chemistry

Volumn 10, Issue 5, 2012, Pages 1681-1687

  Cvejn, Daniel ^a   Klimešová, Věra ^b   Bureš, Filip ^a  

^a UNIVERSITY OF PARDUBICE   (Czech Republic)

^b Charles University in Prague Faculty of Pharmacy   (Czech Republic)

Author keywords

Amino acid; Antimycobacterial agents; Imidazole; SAR

Indexed keywords

EID: 84867036835     PISSN: 18951066     EISSN: 16443624     Source Type: Journal    
DOI: 10.2478/s11532-012-0087-1     Document Type: Article

References (26)

1. S. T. Cole, G. Riccardi, Curr. Opin. Microbiol. 14, 570 (2011)
2. D.E. Griffith, T. Aksamit, B.A. Brown-Elliott, A. Catanzaro, C. Daley, F. Gordin, S.M. Holland, R. Horsburgh, G. Huitt, M.F. Iademarco, M. Iseman, K. Olivier, S. Ruoss, C.F. von Reyn, R.J. Wallace Jr., K. Winthrop, Am. J. Resp. Crit. Care, 175, 367 (2007)
3. (a) L. Ballel, R.A. Field, K. Duncan, R.J. Young, Antimicrob. Agents Chemother. 49, 2153 (2005);
4. (b) R.J. O'Brien, M. Spigelman, Clin. Chest. Med. 26, 327 (2005);
5. (c) M. Krátký, J. Vinšová, Chem. Listy 104, 998 (2010)
6. (a) M. Biava, G.C. Porretta, G. Poce, A. De Logu, R. Meleddu, E. De Rossi, F. Manetti, M. Botta, Eur. J. Med. Chem. 44, 4734 (2009);
7. (b) D. Deidda, G. Lampis, R. Fioravanti, M. Biava, G.C. Porretta, S. Zanetti, R. Pompei, Antimicrob. Agents Chemother. 42, 3035 (1998)
8. A. Lilienkampf, M. Pieroni, B. Wan, Y. Wang, S.G. Franzblau, A.P. Kozikowski, J. Med. Chem. 53, 678 (2010)
9. G. Navarrete-Vázquez, G.M. Molina-Salinas, Z.V. Duarte-Fajardo, J. Vargas-Villarreal, S. Estrada-Soto, F. Gonzáles-Salazar, E. Hernández-Núñez, S. Said-Fernández, Bioorg. Med. Chem. 15, 5502 (2007)
10. (a) M. Boiani, M. González, Mini-Rev. Med. Chem. 5, 409 (2005);
11. (b) L. De Luca, Curr. Med. Chem. 13, 1 (2006);
12. (c) F. Bellina, S. Cauteruccio, R. Rossi, Tetrahedron 63, 4571 (2007);
13. (d) B. Dolensky, G. Nam, W.-P. Deng, J. Narayanan, J. Fan, K. L. Kirk, J. Fluorine Chem. 125, 501 (2004)
14. (a) C.K. Stover, P. Warrener, D.R. VanDevanter, D.R. Sherman, T.R. Arain, M.H. Langhorne, S.W. Anderson, J.A. Towell, Y. Yuan, D.N. McMurray, B.N. Kreiswirth, C.E. Barry, W.R. Baker, Nature 405, 962 (2000);
15. (b) M. Matsumoto, H. Hashizume, T. Tomishige, M. Kawasaki, H. Tsubouchi, H. Sasaki, Y. Shimokawa, M. Komatsu, PLoS Med. 3, 2131 (2006)
16. P. Pařík, J. Jansa, S. Holešová, A. Marek, V. Klimešová, J. Heterocyclic Chem., accepted (2012)
17. O. Pytela, V. Klimešová, Chem. Pharm. Bull. 59, 179 (2011)
18. W.O. Foye, T.L. Lemke, D.A. Williams, Foye's principles of medicinal chemistry, 6th edition (Lippincott Williams&Wilkins, a Wolters Kluwer, Baltimore, 2008)
19. (a) F. Bureš, J. Kulhánek, Tetrahedron:Asymmetry 16, 1347 (2005);
20. (b) F. Bureš, T. Szotkowski, J. Kulhánek, O. Pytela, M. Ludwig, M. Holčapek, Tetrahedron: Asymmetry 17, 900 (2006);
21. (c) A. Marek, J. Kulhánek, M. Ludwig, F. Bureš, Molecules 12, 1183 (2007);
22. (d) A. Marek, J. Kulhánek, F. Bureš, Synthesis 325 (2009);
23. (e) A. Marek, J. Kulhánek, W. B. Schweizer, F. Bureš, Synthesis 3188 (2010).
24. F. Bureš, PhD thesis (University of Pardubice, Pardubice, Czech Republic, 2005)
25. F.C. Schaefer, G.A. Peters, J. Org. Chem. 26, 412 (1961)
26. A.R. Katritzky, A.F. Pozharskii, Handbook of heterocyclic chemistry, 2nd edition (Elsevier Science Ltd, Oxford, 2000)