Synthesis and antileishmanial evaluation of 1-aryl-4-(4,5-dihydro-1H- imidazol-2-yl)-1H-pyrazole derivatives

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 24, 2011, Pages 7451-7454

  Dos Santos, Maurício S ^a   Oliveira, Mariana L V ^b   Bernardino, Alice M R ^b   De Léo, Rosa M ^c   Amaral, Veronica F ^b   De Carvalho, Flavia T ^b   Leon, Leonor L ^c   Canto Cavalheiro, Marilene M ^c  

^a FEDERAL UNIVERSITY OF ITAJUBÁ   (Brazil)

^b FLUMINENSE FEDERAL UNIVERSITY   (Brazil)

^c INSTITUTO OSWALDO CRUZ   (Brazil)

Author keywords

Amidines; Antileishmanial activity; Azoles; Imidazolines; Leishmania; Pyrazoles

Indexed keywords

5 AMINO 1 (3,5 DICHLOROPHENYL) 4 (4,5 DIHYDRO 1H IMIDAZOL 2 YL) 1H PYRAZOLE; ANTILEISHMANIAL AGENT; KETOCONAZOLE; PENTAMIDINE; PYRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANTIPROTOZOAL ACTIVITY; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DRUG EFFICACY; DRUG SAFETY; DRUG SYNTHESIS; IC 50; LEISHMANIA; LEISHMANIA BRAZILIENSIS; LEISHMANIA INFANTUM; LEISHMANIASIS; MOUSE; NONHUMAN; PROMASTIGOTE; STRUCTURE ACTIVITY RELATION;

ANIMALS; ANTIPROTOZOAL AGENTS; IMIDAZOLES; LEISHMANIA; LEISHMANIASIS; MICE; PYRAZOLES; STRUCTURE-ACTIVITY RELATIONSHIP;

LEISHMANIA AMAZONENSIS; LEISHMANIA BRAZILIENSIS; LEISHMANIA INFANTUM; MUS;

EID: 81255153652     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.09.134     Document Type: Article

References (28)

1. U. Sharma, and S. Singh J. Vector Borne Dis. 45 2008 255
2. P. Desjeux Comp. Immun. Microbiol. Infect. Dis. 27 2004 305
3. D.W.T. Crompton, and P. Peters Working to Overcome the Global Impact of Neglected Tropical Diseases: First WHO Report on Neglected Tropical Diseases 2010 WHO Press pp 91-96
4. D.O. Santos, C.E.R. Coutinho, M.F. Madeira, C.G. Bottino, R.T. Vieira, S.B. Nascimento, A.M.R. Bernardino, S.C. Bourguignon, S. Corte-Real, R.T. Pinho, H.C. Castro, and C.R. Rodrigues Parasitol. Res. 103 2008 1
5. A. Cavalli, and M.L. Bolognesi J. Med. Chem. 52 2009 7339
6. C.S. Graebin, F.D. Uchoa, L.S.C. Bernardes, V.L. Campo, I. Carvalho, and V.L. Eifler-Lima Anti-Infect. Agents Med. Chem. 8 2009 345
7. P. Mitropoulos, P. Konidas, and M. Durkin-Konidas J. Am. Acad. Dermatol. 63 2010 309
8. S.L. Croft, K. Seifert, and V. Yardley Indian J. Med. Res. 123 2006 399
9. S.L. Croft, and V. Yardley Curr. Pharm. Des. 8 2002 319
10. T. Polonio, and T. Efferth Int. J. Mol. Med. 22 2008 277
11. E.F. Silva, M.M. Canto-Cavalheiro, V.R. Braz, L. Cysne-Finkelstein, L.L. Leon, and A. Echevarria Eur. J. Med. Chem. 37 2002 979
12. A.A. Alrajhi, E.A. Ibrahim, E.B. De Vol, M. Khairat, R.M. Faris, and J.H.N. Maguire Engl. J. Med. 346 2002 891
13. K. Bhandari, N. Srinivas, V.K. Marrapu, A. Verma, S. Srivastava, and S. Gupta Bioorg. Med. Chem. Lett. 20 2010 291
14. M.S. Santos, A.O. Gomes, A.M.R. Bernardino, M.C. Souza, M.A. Khan, M.A. Brito, H.C. Castro, P.A. Abreu, C.R. Rodrigues, R.M.M. Léo, L.L. Leon, and M.M. Canto-Cavalheiro J. Braz. Chem. Soc. 22 2011 352
15. K.S. Charret, R.F. Rodrigues, A.M.R. Bernardino, A.O. Gomes, A.V. Carvalho, M.M. Canto-Cavalheiro, L.L. Leon, and V.F. Amaral Am. J. Trop. Med. Hyg. 80 2009 568
16. A.M.R. Bernardino, A.O. Gomes, K.S. Charret, A.C. Freitas, G.M. Machado, M.M. Canto-Cavalheiro, L.L. Leon, and V.F. Amaral Eur. J. Med. Chem. 41 2006 80
17. H. Mello, A. Echevarria, A.M.R. Bernardino, M.M. Canto-Cavalheiro, and L.L. Leon J. Med. Chem. 47 2004 5427
18. D.A. Patrick, S.A. Bakunov, S.M. Bakunova, E.V.K.S. Kumar, H. Chen, S.K. Jones, T. Wenzler, T. Barzcz, K.A. Werbovetz, R. Brun, and R.R. Tidwell Eur. J. Med. Chem. 44 2009 3543
19. H. Torres-Gómes, E. Hernández-Núñez, I. Léon-Rivera, J. Guerrero-Alvarez, R. Cedillo-Rivera, R. Moo-Puc, R. Argotte-Ramos, M.C. Rodríguez-Gutiérrez, M.J. Chan-Bacab, and G. Navarrete-Vásquez Bioorg. Med. Chem. Lett. 18 2008 3147
20. A. Mayence, A. Pietka, M.S. Collins, M.T. Cushion, B.L. Tekwani, T.L. Huang, and J.J.V. Eynde Bioorg. Med. Chem. Lett. 18 2008 2658
21. J.J. Brendle, A. Outlaw, A. Kumar, D.W. Boykin, D.A. Patrick, R.R. Tidwell, and K.A. Werbovetz Antimicrob. Agents Chemother. 46 2002 797
22. C.C. Cheng, and R.K. Robins J. Org. Chem. 21 1956 1240
23. J.I.G. Cadogan, and G.A. Molina J. Chem. Soc. Perkin Trans. 1 1973 541
24. T.I. El-Emary, A.M.K. El-Dean, and H.S. El-Kashef Farmaco 53 1998 383
25. A. De La Hoz, A. Díaz-Ortiz, M.M. Carmen, M. Moral, A. Moreno, J. Elguero, C. Foces-Foces, M.L. Rodríguez, and A. Sánches- Migállon Tetrahedron 62 2006 5868
26. L.V. Alves, M.M. Canto-Cavalheiro, L. Cysne-Finkelstein, and L.L. Leon Biol. Pharm. Bull. 26 2003 453
27. R.F. Rodrigues, E.F. Silva, A. Echevarria, R. Fajardo-Bonin, V.F. Amaral, L.L. Leon, and M.M. Canto-Cavalheiro J. Med. Chem. 42 2007 1039
28. L.M. Lima, F.S. Frattani, J.L. Santos, H.C. Castro, C.A.M. Fraga, R.B. Zingali, and E.J. Barreiro Eur. J. Med. Chem. 43 2008 348