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Liñares, G.G.; Gismondi, S.; Codesido, N.O.; Moreno, S.N.J.; Docampo, R.; Rodriguez, J.B. "Fluorine-containing aryloxyethyl thiocyanate derivatives are potent inhibitors of Trypanosoma cruzi and Toxoplasma gondii proliferation" (2007) Bioorganic and Medicinal Chemistry Letters. 17(18):5068-5071
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Abstract:

As a part of our project aimed at developing new safe chemotherapeutic and chemoprophylactic agents against tropical diseases, fluorine-containing drugs structurally related to 4-phenoxyphenoxyethyl thiocyanate (1) were designed, synthesized, and evaluated as antiproliferative agents against Trypanosoma cruzi, the parasite responsible of American trypanosomiasis (Chagas' disease), and Toxoplasma gondii, the etiological agent of toxoplasmosis. This thiocyanate derivative had previously proven to be an effective agent against T. cruzi proliferation. Fluorine-containing thiocyanate derivatives 2 and 3 were threefold more potent than our lead drug 1 against intracellular T. cruzi. The biological evaluation against T. gondii was also very promising. The IC50 values corresponding to 2 and 3 were at the very low micromolar level against tachyzoites of T. gondii. Both of these drugs are interesting examples of effective antiparasitic agents that have outstanding potential not only as lead drugs but also to be used for further in vivo studies. © 2007 Elsevier Ltd. All rights reserved.

Registro:

Documento: Artículo
Título:Fluorine-containing aryloxyethyl thiocyanate derivatives are potent inhibitors of Trypanosoma cruzi and Toxoplasma gondii proliferation
Autor:Liñares, G.G.; Gismondi, S.; Codesido, N.O.; Moreno, S.N.J.; Docampo, R.; Rodriguez, J.B.
Filiación:Departamento de Química Orgánica and UMYMFOR (CONICET-FCEyN), Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellon 2, Ciudad Universitaria, C1428EHA Buenos Aires, Argentina
Center for Tropical and Emerging Global Diseases, Department of Cellular Biology, University of Georgia, Athens, GA 30602, United States
Palabras clave:Aryloxyethyl thiocyanates; Chagas' disease; Squalene synthase; Toxoplasma gondii; Trypanosoma cruzi; 4 phenoxyphenoxyethyl thiocyanate; antiparasitic agent; atovaquone; fluorine; thiocyanic acid derivative; unclassified drug; wc 9; article; carbon nuclear magnetic resonance; Chagas disease; chemical reaction; drug efficacy; drug structure; drug synthesis; IC 50; nonhuman; proton nuclear magnetic resonance; tachyzoite; Toxoplasma gondii; toxoplasmosis; Trypanosoma cruzi; Animals; Drug Design; Fluorine; Magnetic Resonance Spectroscopy; Thiocyanates; Toxoplasma; Trypanosoma cruzi; Toxoplasma gondii; Trypanosoma cruzi
Año:2007
Volumen:17
Número:18
Página de inicio:5068
Página de fin:5071
DOI: http://dx.doi.org/10.1016/j.bmcl.2007.07.012
Título revista:Bioorganic and Medicinal Chemistry Letters
Título revista abreviado:Bioorg. Med. Chem. Lett.
ISSN:0960894X
CODEN:BMCLE
CAS:atovaquone, 94015-53-9, 95233-18-4; fluorine, 7782-41-4; Fluorine, 7782-41-4; Thiocyanates
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0960894X_v17_n18_p5068_Linares

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Citas:

---------- APA ----------
Liñares, G.G., Gismondi, S., Codesido, N.O., Moreno, S.N.J., Docampo, R. & Rodriguez, J.B. (2007) . Fluorine-containing aryloxyethyl thiocyanate derivatives are potent inhibitors of Trypanosoma cruzi and Toxoplasma gondii proliferation. Bioorganic and Medicinal Chemistry Letters, 17(18), 5068-5071.
http://dx.doi.org/10.1016/j.bmcl.2007.07.012
---------- CHICAGO ----------
Liñares, G.G., Gismondi, S., Codesido, N.O., Moreno, S.N.J., Docampo, R., Rodriguez, J.B. "Fluorine-containing aryloxyethyl thiocyanate derivatives are potent inhibitors of Trypanosoma cruzi and Toxoplasma gondii proliferation" . Bioorganic and Medicinal Chemistry Letters 17, no. 18 (2007) : 5068-5071.
http://dx.doi.org/10.1016/j.bmcl.2007.07.012
---------- MLA ----------
Liñares, G.G., Gismondi, S., Codesido, N.O., Moreno, S.N.J., Docampo, R., Rodriguez, J.B. "Fluorine-containing aryloxyethyl thiocyanate derivatives are potent inhibitors of Trypanosoma cruzi and Toxoplasma gondii proliferation" . Bioorganic and Medicinal Chemistry Letters, vol. 17, no. 18, 2007, pp. 5068-5071.
http://dx.doi.org/10.1016/j.bmcl.2007.07.012
---------- VANCOUVER ----------
Liñares, G.G., Gismondi, S., Codesido, N.O., Moreno, S.N.J., Docampo, R., Rodriguez, J.B. Fluorine-containing aryloxyethyl thiocyanate derivatives are potent inhibitors of Trypanosoma cruzi and Toxoplasma gondii proliferation. Bioorg. Med. Chem. Lett. 2007;17(18):5068-5071.
http://dx.doi.org/10.1016/j.bmcl.2007.07.012