Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi

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 etio...

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Publicado: 2019
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09680896_v27_n7_p1350_Chao
http://hdl.handle.net/20.500.12110/paper_09680896_v27_n7_p1350_Chao
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spelling paper:paper_09680896_v27_n7_p1350_Chao2023-06-08T15:58:58Z Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi 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 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 2019 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09680896_v27_n7_p1350_Chao http://hdl.handle.net/20.500.12110/paper_09680896_v27_n7_p1350_Chao
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic 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
spellingShingle 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
Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi
topic_facet 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
description 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
title Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi
title_short Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi
title_full Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi
title_fullStr Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi
title_full_unstemmed Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi
title_sort further insights of selenium-containing analogues of wc-9 against trypanosoma cruzi
publishDate 2019
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09680896_v27_n7_p1350_Chao
http://hdl.handle.net/20.500.12110/paper_09680896_v27_n7_p1350_Chao
_version_ 1768544236052938752