Cathepsin L inhibitors with activity against the liver fluke identified from a focus library of quinoxaline 1,4-di-N-Oxide derivatives

This article belongs to the Special Issue Recent Trends on Enzymes Inhibitors and Activators in Drug Research II

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Main Author: Ferraro, Florencia (author)
Other Authors: Merlino Mellognio, Alicia Beatriz (author), Gil, Jorge (author), Cerecetto, Hugo (author), Corvo, Ileana (author), Cabrera Cedrés, Mauricio Andrés (author)
Format: article
Language:English
Published: 2019
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Online Access:https://hdl.handle.net/20.500.12008/28671
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author Ferraro, Florencia
author2 Merlino Mellognio, Alicia Beatriz
Gil, Jorge
Cerecetto, Hugo
Corvo, Ileana
Cabrera Cedrés, Mauricio Andrés
author2_role author
author
author
author
author
author_browse Cabrera Cedrés, Mauricio Andrés
Cerecetto, Hugo
Corvo, Ileana
Ferraro, Florencia
Gil, Jorge
Merlino Mellognio, Alicia Beatriz
author_facet Ferraro, Florencia
Merlino Mellognio, Alicia Beatriz
Gil, Jorge
Cerecetto, Hugo
Corvo, Ileana
Cabrera Cedrés, Mauricio Andrés
author_role author
collection COLIBRI
dc.contributor.none.fl_str_mv Ferraro Florencia, Universidad de la República (Uruguay). CENUR.
Merlino Mellognio Alicia Beatriz, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química Biológica.
Gil Jorge, Universidad de la República (Uruguay). CENUR.
Cerecetto Hugo, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.
Corvo Ileana, Universidad de la República (Uruguay). CENUR.
Cabrera Cedrés Mauricio Andrés, Universidad de la República (Uruguay). CENUR.
dc.creator.none.fl_str_mv Ferraro, Florencia
Merlino Mellognio, Alicia Beatriz
Gil, Jorge
Cerecetto, Hugo
Corvo, Ileana
Cabrera Cedrés, Mauricio Andrés
dc.date.none.fl_str_mv 2019
2021-07-22T13:30:26Z
2021-07-22T13:30:26Z
dc.format.none.fl_str_mv 19 h.
application/pdf
dc.identifier.none.fl_str_mv Ferraro, F, Merlino Mellognio, A, Gil, J, y otros "Cathepsin L inhibitors with activity against the liver fluke identified from a focus library of quinoxaline 1,4-di-N-Oxide derivatives". Molecules. [en línea] 2019, 24(13): 2348. DOI: 10.3390/molecules24132348
1420-3049
https://hdl.handle.net/20.500.12008/28671
10.3390/molecules24132348
dc.language.none.fl_str_mv en
eng
dc.publisher.none.fl_str_mv MDPI
dc.relation.none.fl_str_mv Molecules, 2019, 24(13): 2348
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
Licencia Creative Commons Atribución (CC - By 4.0)
dc.source.none.fl_str_mv reponame:COLIBRI
instname:Universidad de la República
instacron:Universidad de la República
dc.subject.none.fl_str_mv Fasciola hepatica
Cathepsin L
Quinoxaline 1,4-di-N-oxides
Small molecule inhibitors
Molecular docking
dc.title.none.fl_str_mv Cathepsin L inhibitors with activity against the liver fluke identified from a focus library of quinoxaline 1,4-di-N-Oxide derivatives
dc.type.none.fl_str_mv Artículo
info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
description This article belongs to the Special Issue Recent Trends on Enzymes Inhibitors and Activators in Drug Research II
eu_rights_str_mv openAccess
format article
id anni_f2b256dde539f78fc8a2222f7f2eb7d4
identifier_str_mv Ferraro, F, Merlino Mellognio, A, Gil, J, y otros "Cathepsin L inhibitors with activity against the liver fluke identified from a focus library of quinoxaline 1,4-di-N-Oxide derivatives". Molecules. [en línea] 2019, 24(13): 2348. DOI: 10.3390/molecules24132348
1420-3049
10.3390/molecules24132348
instacron_str Universidad de la República
institution Universidad de la República
instname_str Universidad de la República
language eng
language_invalid_str_mv en
network_acronym_str anni
network_name_str oai-lr-anni
oai_identifier_str oai:colibri.udelar.edu.uy:20.500.12008/28671
publishDate 2019
publishDateSort 2019
publisher.none.fl_str_mv MDPI
reponame_str COLIBRI
repository.mail.fl_str_mv
repository.name.fl_str_mv
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rights_invalid_str_mv Licencia Creative Commons Atribución (CC - By 4.0)
spelling Cathepsin L inhibitors with activity against the liver fluke identified from a focus library of quinoxaline 1,4-di-N-Oxide derivativesFerraro, FlorenciaMerlino Mellognio, Alicia BeatrizGil, JorgeCerecetto, HugoCorvo, IleanaCabrera Cedrés, Mauricio AndrésFasciola hepaticaCathepsin LQuinoxaline 1,4-di-N-oxidesSmall molecule inhibitorsMolecular dockingThis article belongs to the Special Issue Recent Trends on Enzymes Inhibitors and Activators in Drug Research IIInfections caused by Fasciola species are widely distributed in cattle and sheep causing significant economic losses, and are emerging as human zoonosis with increasing reports of human cases, especially in children in endemic areas. The current treatment is chemotherapeutic, triclabendazole being the drug of preference since it is active against all parasite stages. Due to the emergence of resistance in several countries, the discovery of new chemical entities with fasciolicidal activity is urgently needed. In our continuous search for new fasciolicide compounds, we identified and characterized six quinoxaline 1,4-di-N-oxide derivatives from our in-house library. We selected them from a screening of novel inhibitors against FhCL1 and FhCL3 proteases, two essential enzymes secreted by juvenile and adult flukes. We report compounds C7, C17, C18, C19, C23, and C24 with an IC50 of less than 10 µM in at least one cathepsin. We studied their binding kinetics in vitro and their enzyme-ligand interactions in silico by molecular docking and molecular dynamic (MD) simulations. These compounds readily kill newly excysted juveniles in vitro and have low cytotoxicity in a Hep-G2 cell line and bovine spermatozoa. Our findings are valuable for the development of new chemotherapeutic approaches against fascioliasis, and other pathologies involving cysteine proteases.MDPIFerraro Florencia, Universidad de la República (Uruguay). CENUR.Merlino Mellognio Alicia Beatriz, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química Biológica.Gil Jorge, Universidad de la República (Uruguay). CENUR.Cerecetto Hugo, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.Corvo Ileana, Universidad de la República (Uruguay). CENUR.Cabrera Cedrés Mauricio Andrés, Universidad de la República (Uruguay). CENUR.2021-07-22T13:30:26Z2021-07-22T13:30:26Z2019Artículoinfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersion19 h.application/pdfFerraro, F, Merlino Mellognio, A, Gil, J, y otros "Cathepsin L inhibitors with activity against the liver fluke identified from a focus library of quinoxaline 1,4-di-N-Oxide derivatives". Molecules. [en línea] 2019, 24(13): 2348. DOI: 10.3390/molecules241323481420-3049https://hdl.handle.net/20.500.12008/2867110.3390/molecules24132348reponame:COLIBRIinstname:Universidad de la Repúblicainstacron:Universidad de la RepúblicaenengMolecules, 2019, 24(13): 2348Las obras depositadas en el Repositorio se rigen por la Ordenanza de los Derechos de la Propiedad Intelectual de la Universidad de la República.(Res. Nº 91 de C.D.C. de 8/III/1994 – D.O. 7/IV/1994) y por la Ordenanza del Repositorio Abierto de la Universidad de la República (Res. Nº 16 de C.D.C. de 07/10/2014)info:eu-repo/semantics/openAccessLicencia Creative Commons Atribución (CC - By 4.0)oai:colibri.udelar.edu.uy:20.500.12008/286712026-04-14T10:09:42Z
spellingShingle Cathepsin L inhibitors with activity against the liver fluke identified from a focus library of quinoxaline 1,4-di-N-Oxide derivatives
Ferraro, Florencia
Fasciola hepatica
Cathepsin L
Quinoxaline 1,4-di-N-oxides
Small molecule inhibitors
Molecular docking
status_str publishedVersion
title Cathepsin L inhibitors with activity against the liver fluke identified from a focus library of quinoxaline 1,4-di-N-Oxide derivatives
title_full Cathepsin L inhibitors with activity against the liver fluke identified from a focus library of quinoxaline 1,4-di-N-Oxide derivatives
title_fullStr Cathepsin L inhibitors with activity against the liver fluke identified from a focus library of quinoxaline 1,4-di-N-Oxide derivatives
title_full_unstemmed Cathepsin L inhibitors with activity against the liver fluke identified from a focus library of quinoxaline 1,4-di-N-Oxide derivatives
title_short Cathepsin L inhibitors with activity against the liver fluke identified from a focus library of quinoxaline 1,4-di-N-Oxide derivatives
title_sort Cathepsin L inhibitors with activity against the liver fluke identified from a focus library of quinoxaline 1,4-di-N-Oxide derivatives
topic Fasciola hepatica
Cathepsin L
Quinoxaline 1,4-di-N-oxides
Small molecule inhibitors
Molecular docking
url https://hdl.handle.net/20.500.12008/28671