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dc.contributor.author Ravaschino, Esteban L.
dc.contributor.author Docampo, Roberta
dc.contributor.author Rodriguez, Juan Bautista
dc.date.available 2019-03-08T20:21:09Z
dc.date.issued 2006-01
dc.identifier.citation Ravaschino, Esteban L.; Docampo, Roberta; Rodriguez, Juan Bautista; Design, synthesis, and biological evaluation of phosphinopeptides against Trypanosoma cruzi targeting trypanothione biosynthesis; American Chemical Society; Journal of Medicinal Chemistry; 49; 1; 1-2006; 426-435
dc.identifier.issn 0022-2623
dc.identifier.uri http://hdl.handle.net/11336/71294
dc.description.abstract As a part of our project aimed at the search for new safe chemotherapeutic and chemoprophylactic agents against American trypanosomiasis (Chagas's disease); a series of phosphinopeptides structurally related to glutathione was designed, synthesized, and evaluated as antiproliferative agents against the parasite responsible for this disease, the hemoflagellated protozoan Trypanosoma cruzi. The rationale for the synthesis of these compounds was supported on the basis that the presence of the phosphinic acid moiety would mimic the tetrahedral transition state of trypanothione synthase (TryS), a typical C:N ligase, and the molecular target of these drugs. Of the designed compounds, 53 and 54 were potent growth inhibitors against the clinically more relevant form of T. cruzi (amastigotes) growing in myoblasts. The efficacy for these drugs was comparable to that exhibited by the well-known antiparasitic agent WC-9. The simple phosphinopeptide structure found as a pharmacophore in the present study constitutes a starting point for the development of straightforward optimized drugs. © 2006 American Chemical Society.
dc.format application/pdf
dc.language.iso eng
dc.publisher American Chemical Society
dc.rights info:eu-repo/semantics/openAccess
dc.rights.uri https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject Trypanosoma cruzi
dc.subject Chagas disease
dc.subject Trypanothione synthase
dc.subject Antiparasitic agents
dc.subject.classification Otras Ciencias Químicas
dc.subject.classification Ciencias Químicas
dc.subject.classification CIENCIAS NATURALES Y EXACTAS
dc.title Design, synthesis, and biological evaluation of phosphinopeptides against Trypanosoma cruzi targeting trypanothione biosynthesis
dc.type info:eu-repo/semantics/article
dc.type info:ar-repo/semantics/artículo
dc.type info:eu-repo/semantics/publishedVersion
dc.date.updated 2019-02-12T17:39:54Z
dc.journal.volume 49
dc.journal.number 1
dc.journal.pagination 426-435
dc.journal.pais Estados Unidos
dc.journal.ciudad Columbus
dc.description.fil Fil: Ravaschino, Esteban L.. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina
dc.description.fil Fil: Docampo, Roberta. UniVersity of Georgia; Grecia
dc.description.fil Fil: Rodriguez, Juan Bautista. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina
dc.journal.title Journal of Medicinal Chemistry
dc.relation.alternativeid info:eu-repo/semantics/altIdentifier/doi/https://dx.doi.org/10.1021/jm050922i
dc.relation.alternativeid info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/jm050922i
dc.conicet.fuente individual


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info:eu-repo/semantics/openAccess Excepto donde se diga explícitamente, este item se publica bajo la siguiente descripción: Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Unported (CC BY-NC-SA 2.5)