Synthesis and biological evaluation of glutathione-like tripeptidesagainstTrypanosoma cruzi

Glutathionylspermidine synthase (GSS) is a crucial enzyme in the trypanothione biosynthetic pathway and is also an interesting molecular target for drug design. We synthesized a series of amides of a glutathione analogue (L-γ-Glu-L-Leu-Gly-NHR) where R are linear alkyl groups. All of these drugs exh...

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Autores principales: Ravaschino, E.L., Docampo, R., Rodriguez, J.B.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_14246376_v2003_n10_p298_Ravaschino
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spelling todo:paper_14246376_v2003_n10_p298_Ravaschino2023-10-03T16:13:37Z Synthesis and biological evaluation of glutathione-like tripeptidesagainstTrypanosoma cruzi Ravaschino, E.L. Docampo, R. Rodriguez, J.B. American trypanosomiasis Glutathionylspermidine synthase Trypanosoma cruzi Trypanothione gamma glutamyl alpha benzyl ester leucylgylcyl n 1 butylamide gamma glutamyl alpha benzyl ester leucylgylcyl n 1 heptylamide gamma glutamyl alpha benzyl ester leucylgylcyl n 1 hexylamide gamma glutamyl alpha benzyl ester leucylgylcyl n 1 octylamide gamma glutamyl alpha benzyl ester leucylgylcyl n 1 pentylamide gamma glutamyl alpha benzyl ester leucylgylcyl n 1 propylamide gamma glutamyl alpha benzyl ester leucylgylcyl n ethylamide gamma glutamyl alpha benzyl ester leucylgylcyl n methylamide glutathione derivative glutathionylspermidine synthase n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 butylamide n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 heptylamide n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 hexylamide n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 octylamide n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 pentylamide n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 propylamide n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n ethylamide n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n methylamide spermidine synthase tripeptide derivative unclassified drug article Chagas disease drug screening drug structure nonhuman peptide synthesis Trypanosoma cruzi Glutathionylspermidine synthase (GSS) is a crucial enzyme in the trypanothione biosynthetic pathway and is also an interesting molecular target for drug design. We synthesized a series of amides of a glutathione analogue (L-γ-Glu-L-Leu-Gly-NHR) where R are linear alkyl groups. All of these drugs exhibited marginal biological activity against the responsible agent of Chagas' disease, the protozoan Trypanosoma cruzi. Fil:Ravaschino, E.L. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Rodriguez, J.B. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_14246376_v2003_n10_p298_Ravaschino
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic American trypanosomiasis
Glutathionylspermidine synthase
Trypanosoma cruzi
Trypanothione
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 butylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 heptylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 hexylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 octylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 pentylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 propylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n ethylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n methylamide
glutathione derivative
glutathionylspermidine synthase
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 butylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 heptylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 hexylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 octylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 pentylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 propylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n ethylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n methylamide
spermidine synthase
tripeptide derivative
unclassified drug
article
Chagas disease
drug screening
drug structure
nonhuman
peptide synthesis
Trypanosoma cruzi
spellingShingle American trypanosomiasis
Glutathionylspermidine synthase
Trypanosoma cruzi
Trypanothione
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 butylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 heptylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 hexylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 octylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 pentylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 propylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n ethylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n methylamide
glutathione derivative
glutathionylspermidine synthase
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 butylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 heptylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 hexylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 octylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 pentylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 propylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n ethylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n methylamide
spermidine synthase
tripeptide derivative
unclassified drug
article
Chagas disease
drug screening
drug structure
nonhuman
peptide synthesis
Trypanosoma cruzi
Ravaschino, E.L.
Docampo, R.
Rodriguez, J.B.
Synthesis and biological evaluation of glutathione-like tripeptidesagainstTrypanosoma cruzi
topic_facet American trypanosomiasis
Glutathionylspermidine synthase
Trypanosoma cruzi
Trypanothione
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 butylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 heptylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 hexylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 octylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 pentylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n 1 propylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n ethylamide
gamma glutamyl alpha benzyl ester leucylgylcyl n methylamide
glutathione derivative
glutathionylspermidine synthase
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 butylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 heptylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 hexylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 octylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 pentylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n 1 propylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n ethylamide
n benzyloxycarbonyl gamma glutamyl alpha benzyl ester leucylgylcyl n methylamide
spermidine synthase
tripeptide derivative
unclassified drug
article
Chagas disease
drug screening
drug structure
nonhuman
peptide synthesis
Trypanosoma cruzi
description Glutathionylspermidine synthase (GSS) is a crucial enzyme in the trypanothione biosynthetic pathway and is also an interesting molecular target for drug design. We synthesized a series of amides of a glutathione analogue (L-γ-Glu-L-Leu-Gly-NHR) where R are linear alkyl groups. All of these drugs exhibited marginal biological activity against the responsible agent of Chagas' disease, the protozoan Trypanosoma cruzi.
format JOUR
author Ravaschino, E.L.
Docampo, R.
Rodriguez, J.B.
author_facet Ravaschino, E.L.
Docampo, R.
Rodriguez, J.B.
author_sort Ravaschino, E.L.
title Synthesis and biological evaluation of glutathione-like tripeptidesagainstTrypanosoma cruzi
title_short Synthesis and biological evaluation of glutathione-like tripeptidesagainstTrypanosoma cruzi
title_full Synthesis and biological evaluation of glutathione-like tripeptidesagainstTrypanosoma cruzi
title_fullStr Synthesis and biological evaluation of glutathione-like tripeptidesagainstTrypanosoma cruzi
title_full_unstemmed Synthesis and biological evaluation of glutathione-like tripeptidesagainstTrypanosoma cruzi
title_sort synthesis and biological evaluation of glutathione-like tripeptidesagainsttrypanosoma cruzi
url http://hdl.handle.net/20.500.12110/paper_14246376_v2003_n10_p298_Ravaschino
work_keys_str_mv AT ravaschinoel synthesisandbiologicalevaluationofglutathioneliketripeptidesagainsttrypanosomacruzi
AT docampor synthesisandbiologicalevaluationofglutathioneliketripeptidesagainsttrypanosomacruzi
AT rodriguezjb synthesisandbiologicalevaluationofglutathioneliketripeptidesagainsttrypanosomacruzi
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