Selenocyanates and diselenides: A new class of potent antileishmanial agents

European Journal of Medicinal Chemistry

Volumn 46, Issue 8, 2011, Pages 3315-3323

  Plano, Daniel ^a   Baquedano, Ylenia ^a   Moreno Mateos, David ^b   Font, María ^a   Jiménez Ruiz, Antonio ^b   Palop, Juan Antonio ^a   Sanmartín, Carmen ^a  

^a UNIVERSITY OF NAVARRA   (Spain)

^b UNIVERSITY OF ALCALÁ   (Spain)

Author keywords

Antileishmanial activity; Diselenide; Selenocyanate

Indexed keywords

2 (4 NITROPHENYL)ETHYLSELENOCYANATE; 2 CYANOBENZYLSELENOCYANATE; 2 NITROBENZYLSELENOCYANATE; 2 SELENOCYANATEMETHYLNAPHTHALENE; 3 CYANOBENZYLSELENOCYANATE; 3 NITROBENZYLSELENOCYANATE; 4 (N,N DIMETHYLAMINO)PHENYLSELENOCYANATE; 4 ACETAMIDO 3 CARBOXYPHENYLSELENOCYANATE; 4 AMINO 3 CARBOXYPHENYLSELENOCYANATE; 4 AMINOPHENYLSELENOCYANATE; 4 BROMOBENZYLSELENOCYANATE; 4 CYANOBENZYLSELENOCYANATE; 4 METHYLBENZYLSELENOCYANATE; 4 METHYLTHIOBENZYLSELENOCYANATE; 4 NITROBENZYLSELENOCYANATE; 4 TRIFLUOROMETHYLBENZYLSELENOCYANATE; ANTILEISHMANIAL AGENT; BENZYLSELENOCYANATE; BIS (2 NITROBENZYL)DISELENIDE; BIS (3 NITROBENZYL)DISELENIDE; BIS (4 AMINOPHENYL)DISELENIDE; BIS (4 BROMOBENZYL)DISELENIDE; BIS (4 NITROBENZYL)DISELENIDE; BIS [4 (N,N DIMETHYLAMINO)PHENYL]DISELENIDE; BISBENZYLDISELENIDE; DISELENIDE DERIVATIVE; EDELFOSINE; MILTEFOSINE; SELENOCYANATE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

AMASTIGOTE; ARTICLE; CYTOTOXICITY; DRUG ACTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; LEISHMANIA INFANTUM; LEUKEMIA CELL; MACROPHAGE; NONHUMAN; PHYSICAL CHEMISTRY; PROMASTIGOTE;

AMINOPHENOLS; ANIMALS; ANTIPROTOZOAL AGENTS; CELL LINE, TUMOR; CYANATES; HUMANS; INHIBITORY CONCENTRATION 50; LEISHMANIA INFANTUM; LEISHMANIASIS, VISCERAL; LIFE CYCLE STAGES; MONOCYTES; NEOPLASMS; PHOSPHOLIPID ETHERS; PHOSPHORYLCHOLINE; SELENIUM COMPOUNDS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 79958275511     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2011.04.054     Document Type: Article

References (40)

1. L. Kedzierski, Y. Zhu, and E. Handman Parasitology 133 2006 S87 S112
2. L. Kedzierski, A. Sakthianandeswaren, J.M. Curtis, P.C. Andrews, P.C. Junk, and K. Kedzierska Curr. Med. Chem. 16 2009 599 614
3. U. Sharma, and S. Singh J. Vector Borne Dis. 45 2008 255 272
4. S. Kamhawi Trends Parasitol. 22 2006 439 445
5. A. Schriefer, M.E. Wilson, and E.M. Carvalho Curr. Opin. Infect. Dis. 21 2008 483 488
6. P. Le Pape J. Enzym. Inhib. Med. Ch. 23 2008 708 718
7. E. Palumbo Braz. J. Infect. Dis. 12 2008 2 4
8. M.G. Cabrera-Serra, B. Valladares, and J.E. Pinero Acta Trop. 108 2008 20 25
9. S. Singh, and R. Sivakumar J. Infect. Chemother. 10 2004 307 315
10. S.P. Fricker, R.M. Mosi, B.R. Cameron, I. Baird, Y. Zhu, V. Anastassov, J. Cox, P.S. Doyle, E. Hansell, G. Lau, J. Langille, M. Olsen, L. Qin, R. Skertj, R.S. Wong, Z. Santucci, and J.H. McKerrow J. Inorg. Biochem. 102 2008 1839 1845
11. M. Navarro, E.J. Cisneros-Fajardo, A. Sierralta, M. Fernández- Mestre, P. Silva, D. Arrieche, and E. Marchan J. Biol. Inorg. Chem. 8 2003 401 408
12. G. Culha, E. Yalin, and K. Sanguen Asian J. Chem. 20 2008 3104 3108
13. A.P. Araujo, O.G.F. Rocha, W. Mayrink, and G.L.L. Machado-Coelho Trans. R. Soc. Trop. Med. Hyg. 102 2008 64 69
14. R.F. Burk, and K.E. Hill Biochim. Biophys. Acta 1790 2009 1441 1447
15. R.L. Krauth-Siegel, S.K. Meiering, and H. Schmidt Biol. Chem. 384 2003 539 549
16. B. Stump, M. Kaiser, R. Brun, R.L. Krauth-Siegel, and F. Diederich ChemMedChem 2 2007 1708 1712
17. R.L. Krauth-Siegel, and M.A. Comini Biochim. Biophys. Acta 1780 2008 1236 1248
18. D. Plano, C. Sanmartín, E. Moreno, C. Prior, A. Calvo, and J.A. Palop Bioorg. Med. Chem. Lett. 17 2007 6853 6859
19. C. Sanmartín, D. Plano, and J.A. Palop Mini Rev. Med. Chem. 8 2008 1020 1031
20. C. Sanmartín, D. Plano, E. Domínguez, M. Font, A. Calvo, C. Prior, I. Encío, and J.A. Palop Molecules 14 2009 3313 3338
21. D. Plano, E. Lizarraga, M. Font, J.A. Palop, and C. Sanmartín J. Therm. Anal. Calorim. 98 2009 559 566
22. D. Plano, E. Moreno, M. Font, I. Encío, J.A. Palop, and C. Sanmartín Arch. Pharm. 343 2010 680 691
23. A.V. Kachanov, O.Y. Slabko, O.V. Baranova, E.V. Shilova, and V.A. Kaminskii Tetrahedron Lett. 45 2004 4461 4463
24. J. Müller, and A. Terfort Inorg. Chim. Acta 359 2006 4821 4827
25. A. Krief, C. Delmotte, and W. Dumont Tetrahedron 53 1997 12147 12158
26. K.K. Bhasin, and J. Singh J. Organomet. Chem. 658 2002 71 76
27. J.F. Alzate, A. Álvarez-Barrientos, V.M. González, and A. Jiménez-Ruiz Apoptosis 11 2006 161 171
28. S.R. Mehta, X.Q. Zhang, R. Badaro, C. Spina, J. Day, K.P. Chang, and R.T. Schooley Exp. Parasitol. 126 2010 617 620
29. Y.H. Zhao, J. Le, M.H. Abraham, A. Hersey, P.J. Eddershaw, C.N. Luscombe, D. Butina, G. Beck, B. Sherborne, I. Cooper, and J.A. Platts J. Pharm. Sci. 90 2001 749 784
30. S. Yamashita, T. Furubayashi, M. Kataoka, T. Sakane, H. Sezaki, and H. Tokuda Eur. J. Pharm. Sci. 10 2000 195 204
31. K. Maartmann-Moe, K.A. Sanderud, and J. Songstad Acta Chem. Scand. 36B 1982 211 223
32. K.E. Grung, C. Roemming, and J. Songstad Acta Chem. Scand. 43 1989 518 526
33. L.A. Jacob, K. Howard, B. Matos, C. Mostafa, J. Rodriguez, J.K. Tillotson, Proceedings of ECSOC-5, The Fifth International Electronic Conference on Synthetic Organic Chemistry, http://www.mdpi.org/ecsoc-5.htm, 2001.
34. L.A. Jacob, B. Matos, C. Mostafa, J. Rodriguez, and J.K. Tillotson Molecules 9 2004 622 626
35. K.R. Prabhu, and S. Chandrasekaran Chem. Commun. 11 1997 1021 1022
36. C.K. Banks, and C.S. Hamilton J. Am. Chem. Soc. 62 1940 1859 1860
37. B.M. Pinto, J. Sandoval-Ramírez, and R.D. Sharma Synth. Commun. 16 1986 553 557
38. C. Degrand, R. Prest, and M. Nour Phosphorus Sulfur Silicon Relat. Elem. 38 1988 201 209
39. J.-X. Wang, L. Bai, W. Li, and Y. Hu Synth. Commun. 30 2000 325 332
40. F. Tian, Z. Yu, and S. Lu J. Org. Chem. 69 2004 4520 4523