Artículo

Chao, M.N.; Lorenzo-Ocampo, M.V.; Szajnman, S.H.; Docampo, R.; Rodriguez, J.B."Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi" (2019) Bioorganic and Medicinal Chemistry. 27(7):1350-1361
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Abstract:

As a continuation of our project aimed at searching for new chemotherapeutic agents against American trypanosomiasis (Chagas disease), new selenocyanate derivatives were designed, synthesized and biologically evaluated against the clinically more relevant dividing form of Trypanosoma cruzi, the etiologic agent of this illness. In addition, in order to establish the role of each part of the selenocyanate moiety, different derivatives, in which the selenium atom or the cyano group were absent, were conceived, synthesized and biologically evaluated. In addition, in order to study the optimal position of the terminal phenoxy group, new regioisomers of WC-9 were synthesized and evaluated against T. cruzi. Finally, the resolution of a racemic mixture of a very potent conformationally rigid analogue of WC-9 was accomplished and further tested as growth inhibitors of T. cruzi proliferation. The results provide further insight into the role of the selenocyanate group in its antiparasitic activity. © 2019 Elsevier Ltd

Registro:

Documento: Artículo
Título:Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi
Autor:Chao, M.N.; Lorenzo-Ocampo, M.V.; Szajnman, S.H.; Docampo, R.; Rodriguez, J.B.
Filiación:Departamento de Química Orgánica and UMYMFOR (CONICET–FCEyN), Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, Buenos Aires, C1428EHA, Argentina
Center for Tropical and Emerging Global Diseases and Department of Cellular Biology, University of Georgia, Athens, GA 30602, United States
Palabras clave:2 phenoxyphenoxyethyl selenocyanate; 2 phenoxyphenoxyethyl thiocyanate; 3 (4 phenoxyphenoxy)propyl cyanide; 4 methoxyphenoxyethyl selenocyanate; 4 nitrophenoxyethyl selenocyanate; 4 phenoxyphenoxyethyl cyanide; 5 phenoxy 2 (selenocyanatomethyl) 2,3 dihydrobenzofuran; antiparasitic agent; benznidazole; cyanic acid; phenoxyethyl selenocyanate; selenium derivative; unclassified drug; [2 (3 phenoxyphenoxy)ethyl](trifluoromethyl)selane; [2 (3 phenoxyphenoxy)ethyl](trifluoromethyl)sulfane; [2 (4 phenoxyphenoxy)ethyl](trifluoromethyl)selane; [2 (4 phenoxyphenoxy)ethyl](trifluoromethyl)sulfane; amastigote; antiparasitic activity; Article; controlled study; cytotoxicity test; drug design; drug synthesis; ED50; growth inhibition; nonhuman; Trypanosoma cruzi; Vero cell line
Año:2019
Volumen:27
Número:7
Página de inicio:1350
Página de fin:1361
DOI: http://dx.doi.org/10.1016/j.bmc.2019.02.039
Handle:http://hdl.handle.net/20.500.12110/paper_09680896_v27_n7_p1350_Chao
Título revista:Bioorganic and Medicinal Chemistry
Título revista abreviado:Bioorg. Med. Chem.
ISSN:09680896
CODEN:BMECE
CAS:benznidazole, 22994-85-0; cyanic acid, 420-05-3, 661-20-1
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09680896_v27_n7_p1350_Chao

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Citas:

---------- APA ----------
Chao, M.N., Lorenzo-Ocampo, M.V., Szajnman, S.H., Docampo, R. & Rodriguez, J.B. (2019) . Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi. Bioorganic and Medicinal Chemistry, 27(7), 1350-1361.
http://dx.doi.org/10.1016/j.bmc.2019.02.039
---------- CHICAGO ----------
Chao, M.N., Lorenzo-Ocampo, M.V., Szajnman, S.H., Docampo, R., Rodriguez, J.B. "Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi" . Bioorganic and Medicinal Chemistry 27, no. 7 (2019) : 1350-1361.
http://dx.doi.org/10.1016/j.bmc.2019.02.039
---------- MLA ----------
Chao, M.N., Lorenzo-Ocampo, M.V., Szajnman, S.H., Docampo, R., Rodriguez, J.B. "Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi" . Bioorganic and Medicinal Chemistry, vol. 27, no. 7, 2019, pp. 1350-1361.
http://dx.doi.org/10.1016/j.bmc.2019.02.039
---------- VANCOUVER ----------
Chao, M.N., Lorenzo-Ocampo, M.V., Szajnman, S.H., Docampo, R., Rodriguez, J.B. Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi. Bioorg. Med. Chem. 2019;27(7):1350-1361.
http://dx.doi.org/10.1016/j.bmc.2019.02.039