In vivo and in vitro anti-leishmanial activities of 4-nitro-N-pyrimidinand N-pyrazin-2-ylbenzenesulfonamides, and N2-(4-nitrophenyl)-N 1propylglycinamide

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 21, 2009, Pages 7449-7456

  Auxiliadora Dea Ayuela, M ^a,b   Castillo, Encarna ^a   Gonzalez Alvarez, Marta ^a,e   Vega, Celeste ^c,d   Rolón, Miriam ^c,d   Bolas Fernández, Francisco ^b   Borras, Joaquín ^e   Eugenia Gonzalez Rosende M ^a  

^a UNIVERSIDAD CEU CARDENAL HERRERA   (Spain)

^b UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

^c UNIVERSIDAD NACIONAL DE ASUNCIÓN   (Paraguay)

^d Ctro Para el Desarrollo de la Invest Cientifica Fundacion Moises Bertoni Laboratorio Diaz Gill   (Paraguay)

^e UNIVERSITY OF VALENCIA   (Spain)

Author keywords

Leishmania infantum; Nitrobenzene; Nuclease activity; Sulfonamides

Indexed keywords

4 NITRO N PYRAZIN 2 YL BENZENESULFONAMIDE; 4 NITRO N PYRIMIDIN 2 YLBENZENESULFONAMIDE; 4 NITROANILINE; BENZENESULFONAMIDE DERIVATIVE; COPPER; N(4 NITROPHENYL)N PROPYLGLYCINAMIDE; NUCLEASE; UNCLASSIFIED DRUG; ANILINE DERIVATIVE; ANTITRYPANOSOMAL AGENT; BENZENESULFONAMIDE; DRUG DERIVATIVE; GLYCINE; N2 (4 NITROPHENYL) N1 PROPYLGLYCINAMIDE; N2-(4-NITROPHENYL)-N1-PROPYLGLYCINAMIDE; NITROANILINE; PYRIMIDINE DERIVATIVE; SULFONAMIDE;

ANIMAL MODEL; ARTICLE; BAGG ALBINO MOUSE; BLOOD VISCOSITY; CONTROLLED STUDY; DNA DENATURATION; DRUG DEVELOPMENT; DRUG DNA INTERACTION; DRUG EFFECT; DRUG MECHANISM; DRUG SELECTIVITY; IN VITRO STUDY; IN VIVO STUDY; LEISHMANIA INFANTUM; LEISHMANIASIS; MOUSE; NONHUMAN; PARASITE CONTROL; PROMASTIGOTE; ANIMAL; CHEMISTRY; SYNTHESIS;

LEISHMANIA INFANTUM; MUS;

ANILINE COMPOUNDS; ANIMALS; GLYCINE; LEISHMANIASIS; MICE; MICE, INBRED BALB C; PYRIMIDINES; SULFONAMIDES; TRYPANOCIDAL AGENTS;

EID: 73949089312     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.09.030     Document Type: Article

References (47)

1. WHO. Tropical disease research. Progress 2003-2004. Special Programme for Research & Training in Tropical Diseases. Geneva, 2005.
2. Hotez, P. J.; Molyneux, D. H.; Fenwick, A.; Kumaresan, J.; Sachs, S. E.; Sachs, J. D.: Savioli, L. N. Eng, J. Med. 2007, 357, 1018.
3. Leishmaniasis http://www.who.int/tdr/diseases/leish/default.litm (accessed in 2008).
4. Desjeux, P. Comp. Immunol. Microbiol. Infect. Dis. 2004,27, 305.
5. World Health Organization. 2008. Burden of disease at http://www.who.int/ leishmanlasis/burden/en/ (accessed in 2008).
6. Cruz, 1.: Nieto, J.: Moreno, J.; Cafiavate, C.; Desjeux, P.; Alvar, J. Indian J. Med. Res. 2006, 123, 357.
7. Mishra, J.; Saxena, A.; Singh, S. Curr. Med. Chem. 2007, 14,1153.
8. Croft. S. L: Barret, M. P.; Urbina, J. A. Trends Parasitol. 2005,21, 508.
9. Davis, A. J.; Kedzierski, L. Curr. Opin. Invest. Drugs 2005, 6, 163.
10. Sundar, S.; Chatterjee, M. Indian}. Med. Res. 2006,123, 345.
11. Croft, S. L.; Seifert, K.: Yardley, V. Indian J. Med. Res. 2006, 123, 399.
12. Croft, S. L.: Sundar, S.; Fairlamb, A. H. Clin. Microbiol. Rev. 2006, 19,111.
13. Ouellette. M.; Drummelsmith, J.; Papadopoulou, B. Drug Resist. Update 2004, 7, 257.
14. Pinero, J. E.; Jiménez, I. A.; Valladares, B.; Ravelo, A. G. Expert Opin. Ther. Patents 2004. 14, 1113.
15. Reddy. N. S.; Mallireddigari, M. R.; Consenza, S.; Gumireddy, K.; Bell, S. C.; Reddy, E. P.: Reddy, M. V. Bioorg. Med. Chem. Lett. 2004, 14, 4093.
16. Stranix, B. R.; Lavallée, J. F.; Sevigny, G.: Yelle, J.; Perron, V.; LeBerre. N.; Herbart, D.; Wu, J. J. Bioorg. Med. Chem. Lett. 2006, 16, 3459.
17. González-Alvarez, M.; Alzuet. G.; Borras, J.; Castillo-Agudo, L; MontejoBernardo, J. M.; Gutiérrez-Rodríguez, AJ. Biol. Inorg Chem. 2008, 13, 1249.
18. Peixoto, M. P.; Beverly, S. M. Antlmicrob. Agents Chemother. 1987,31, 1575.
19. Everson da Silva, L.; Joussef, A. G; Kramer Pacheco, L.; Gaspar da Silva, D.; Stelndel, M.; Andrade Rebelo, R. Bioorg. Med. Chem. 2007, 15, 7553.
20. George, T. G.; Johnsamuel, J.; Delfín, D. A; Yakovlch, A.; Mukherjee, M.; Phelps, M. A: Dalton, J. T.; Sackett, D. L.; Kaiser, M.; Brun, R.: Werbovetz, K. A. Bioorg. Med. Chem. 2006, 14, 5699.
21. (a) Delfín, D. A.; Morgan, R. E.; Zhu, X.; Werbovetz, K. A. Bioorg. Med. Chem. 2009,17,820;
22. (b) Delfín, D. A.; Bhattacharjee, A. K.; Yakovich, A. J.; Werbovetz, K. A. J. Med. Chem. 2006, 49, 4196.
23. Bhattacharya, G.: Herman, J.; Delfín, D. A: Salem, M. M.: Barszcz, T.; Mollet, M.; Riccio, G.; Brun, R.; Werbovetz, K. A. J. Med. Chem. 2004. 47, 1823.
24. Acero-Alarcón, A.; Armero-Alarte, T.; Jordá-Gregori, J. M.: Rojas-Argudo, G; Zaballos-García, E.; Server-Carrlo, J.: Ahjyaje, F. Z.; Sepulveda-Arques, J. Synthesis 1999, 12,2124.
25. González-Rosende, M. E.; Castillo, E.; Aslns, B.; Mamouni, R.; SepúlvedaArques, J. Tetrahedron 2007, 63, 8709.
26. Ordoñez-Gutlérrez, L.; Espada-Fernández, R.; Dea-Ayuela, M. A.; Torrado, J. J.; Bolas Fernández. F.; Alunda, J. M. Int. J. Antimlcrob. Agents 2007, 30, 325.
27. Yardley, V.; Khan, A. A.; Martin, M. B.; Slifer, T. R.; Araújo, F. G.; Moreno, S. N.; Docampo, R.; Croft, S. L; Oldfield, E. Antimlcrob. Agents Chemother. 2002, 46, 929.
28. Liu, J.; Zhang, T.; Lu, T.; Qu, L.; Zhou, H.: Zhang, Q,; Ji, L. J. Inorg. Biochem. 2002, 91, 269.
29. Tselepi-Kalouli, E. T.; Katsaros, N.J. Inorg. Biochem. 1989, 37, 271.
30. Kelly, J. M.; Tossi, A. B.; McConnell, D. J.; OhUigin, G Nucleic Arid Res. 1985,13, 6017.
31. Drevensenk, P.; Zupancic, T.; Pihlar, B.; Jerala, R.; Kolitsch, U.; Plaper, A.; Turel, I.J. inorg. Biochem. 2005, 99,432.
32. English, J. P.; Clark, J. H.; Shepherd, R. G.; Marson, H. W.; Krapcho, J.: Roblin, R. O. J. Am. Chem. Soc. 1946, 68, 1039.
33. English. J. P.; Chappell. D.; Bell, P. H.; Roblin, R. O. J. Am. Chem. Soc. 1942, 64, 2516.
34. Sveinbjornsson, A.; Vanderwerf, G A. J. Am. Chem. Soc. 1951, 73, 869.
35. Grigorovskii, A. M.; Dykhanov, N. N.; Kirnen, Z. M. Zhurnal Obshchei Khimii 1957.27,531.
36. Rolan, M.; Seco, E.; Vega, G.; Nogal, J.: Escario, J.; Gómez-Barrio, A; Malpartida, F. intj. Antimicrob. Agents 2006,28. 104.
37. (a) Hill, J. O.; North, R. J.; Collins, F. M. Infect. Immun. 1983, 39, 1087;
38. (b) Titus, R. G.; Marchand, M.; Boon, T.; Louis, J. A. Parasite Immunol. 1985, 7, 545.
39. Rose, F. L; Swain, G. J. Chem. Soc. 1945, 689.
40. Hultquist, M. E.; Cermann, R. P.; Webb, J. S.; Wright, W. B.: Roth, B.; Smith, J. M.; SubbaRow, Y. J. Am. Chem. Soc. 1951, 73,2558.
41. Kravtsov, D. N.; Nesmeyanov, A. N. Izvesriya Akademii Nauk SSSR, Serlya Khlmicheskaya 1967, 5, 1024.
42. Ganellin, G R.; Triggle, D. J. Dictionary of Pharmacological Agents; Chapman and Hall: London, 1997.
43. Newbery, G. Patent US 243338,1947.
44. Fosbinder, R. J.; Walter, L. A. J. Am. Chem. Soc. 1939, 61, 2032.
45. Sprague. J. M.; Kissinger, L. W. J. Am. Chem. Soc. 1941, 63. 578.
46. Xu, X.; Weitzberg, M.; Keyes, R. F.; Li, Q,; Wang, R.; Wang, X.; Zhang, X.; Frevert, E. U.; Camp, H. S.; Beutel, B. A; Sham, H. L.; Gu, Y. G. Bioorg. Med. Chem. 2007. 17, 1803.
47. Uno, T.; Machida, K.: Hanai, K. Chem. Pharm. Bull. 1966, 14, 756.