High selective leishmanicidal activity of 3-hydroxy-2-methylene-3-(4-bromophenyl)propanenitrile and analogous compounds

European Journal of Medicinal Chemistry

Volumn 42, Issue 1, 2007, Pages 99-102

  de Souza, R O M A ^a   Pereira, V L P ^a   Muzitano, M F ^a   Falcao C A B ^a   Rossi Bergmann, B ^a   Filho, E B A ^b   Vasconcellos, M L A A ^b  

^a FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

^b FEDERAL UNIVERSITY OF PARAÍBA   (Brazil)

Author keywords

Baylis Hillman adducts; Leishmania amazonensis; Leishmanicide

Indexed keywords

3 HYDROXY 2 METHYLENE 3 (4 BROMOPHENYL)PROPANENITRILE; GAMMA INTERFERON; NITRILE; STIBOGLUCONATE SODIUM; UNCLASSIFIED DRUG;

AMASTIGOTE; ANIMAL CELL; ARTICLE; BAYLIS HILLMAN REACTION; CONTROLLED STUDY; DRUG INDICATION; DRUG STRUCTURE; DRUG SYNTHESIS; IC 50; LEISHMANIA; LEISHMANIASIS; MAMMAL CELL; MOUSE; NONHUMAN; ONE POT SYNTHESIS; PROMASTIGOTE;

ANIMALS; LEISHMANIA; MACROPHAGES, PERITONEAL; MICE; NITRILES; STRUCTURE-ACTIVITY RELATIONSHIP; TRYPANOCIDAL AGENTS;

EID: 33846809304     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2006.07.013     Document Type: Article

References (23)

1. World Health Organization, Division of Control of Tropical Diseases, (accessed on January 2006).
2. Herwaldt B.L. Lancet 354 (1999) 1191-1199
3. Croft S.L., Sundar S., and Fairlamb A.H. Clin. Microbiol. Rev. 19 (2006) 111-126
4. Croft S.L., and Coombs G.H. Trends Parasitol. 19 (2003) 502-508
5. Valderrama J.A., Zamorano C., González M.F., Prinab E., and Fournet A. Bioorg. Med. Chem. 13 (2005) 4153-4159
6. Basavaiah D., Rao J., and Satyanarayana T. Chem. Rev. 103 (2003) 811-891
7. A.B. Baylis, M.E.D. Hillman, German Patent 2155113, 1972.
8. Chem. Abstr. 77 (1972) 34174q
9. Miranda L.S.M., Marinho B.G., Leitão S.G., Matheus E.M., Fernandes P.D., and Vasconcellos M.L.A.A. Bioorg. Med. Chem. Lett. 14 (2004) 1573-1575
10. Miranda L.S.M., Meireles B.A., Costa J.S., Pereira V.L.P., and Vasconcellos M.L.A.A. Synlett (2005) 869-871
11. de Souza R.O.M.A., and Vasconcellos M.L.A.A. Synth. Commun. 33 (2003) 1383-1399
12. de Souza R.O.M.A., and Vasconcellos M.L.A.A. Catal. Commun. 5 (2004) 21-24
13. de Souza R.O.M.A., Meireles B.A., Sequeira L.S., and Vasconcellos M.L.A.A. Synthesis (2004) 1595-1600 (in this article we also described the synthesis and the spectroscopic data of the compounds 1-4, 9-12 and 14).
14. Kundu M.K., Sundar N., Kumar S.K., Bhat S.V., and Biswas S.V.N. Bioorg. Med. Chem. Lett. 9 (1999) 731-736
15. Vasconcellos M.L.A.A., Silva T.M.S., Camara C.A., Martins R.M., Lacerda K.M., Lopes H.M., Pereira V.L.P., de Souza d.R.O.M.A., and Crespo L.T.C. Pest. Manage. Sci. 62 (2006) 288-296
16. For the spectroscopic data of 13 see:. Reddy L.R., and Rao K.R. Org. Prep. Proced. Int. 32 (2000) 185-188
17. For the syntheses and spectroscopic data of 6 see:. Beltaief I., Hbaieb S., Besbes R., Amri H., Villieras M., and Villieras J. Synthesis (1998) 1765-1768
18. For the syntheses and spectroscopic data of 7, 15 and 16 compounds, see:. Cai J., Zhou Z., Zhao G., and Tang C. Org. Lett. 4 (2002) 4723-4725
19. For the synthesis and spectroscopic data of 8 see:. Coelho F., Almeida W.P., Veronese D., Mateus C.R., Silva Lopes E.C., Rossi R.C., Silveira G.P.C., and Pavam C.H. Tetrahedron 58 (2002) 7437-7447
20. Boeck P., Falcão C.B., Leal P.V., Cechinel-Filho V., Torres-Santos E.C., Yunes R.A., and Rossi-Bergmann B. Bioorg. Med. Chem. 16 (2006) 1538-1545
21. Demicheli C., Ochoa R., Silva J.B.B., Falcão C.A.B., Rossi-Bergmann B., Melo A.L., Sinisterra R.D., and Frezard F. Antimicrob. Agents Chemother. 48 (2004) 100-103
22. Roberts W.L., Berman J.D., and Rainey P.M. Antimicrob. Agents Chemother. 39 (1995) 1234-1239
23. Da-Silva S.A., Costa S.S., and Rossi-Bergmann B. Parasitology 118 (1999) 575-582